# US 10,246,548 B2 · Compositions comprising a polymeric network

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- Number: US 10,246,548 B2
- Document ID: US10246548B2
- Status: Granted
- Kind: B2
- Application number: 15/533,648
- Filed: 2015-12-17
- Published: 2017-11-16
- Granted: 2019-04-02
- Earliest claimed: 2014-12-19
- Assignees: Universiteit Gent; Ecole Superieure De Physique Et De Chimie Industrielles De La Ville De Paris; Centre National de la Recherche Scientifique (CNRS)
- Applicants: Universiteit Gent; Ecole SupéRieure De Physique Et De Chimie Industrielles De La Ville De Paris; Centre National De La Recherche Scientifique—Cnrs
- Inventors: Filip Du Prez; Johan Winne; Wim Denissen; Ludwik Leibler; Renaud Nicolaÿ
- Web page: https://patentgrep.com/patent/US10246548B2

## CPC

- C08G 18/675: {Low-molecular-weight compounds}
- B29B 17/0042: {for shaping parts, e.g. multilayered parts with at least one layer containing regenerated plastic}
- B29B 17/0404: {to powder}
- C07C 225/16: and containing six-membered aromatic rings
- C07C 229/30: the carbon skeleton being acyclic and unsaturated
- C07D 295/185: from aliphatic carboxylic acids
- C08G 18/72: Polyisocyanates or polyisothiocyanates
- C08G 83/008: {Supramolecular polymers}
- C08J 3/247: {Heating methods}
- C08J 11/04: of polymers
- C08J 11/06: without chemical reactions
- C08J 2375/14: Polyurethanes having carbon-to-carbon unsaturated bonds
- Y02P 20/143: the feedstock being recycled material, e.g. plastics
- Y02W 30/62: Plastics recycling; Rubber recycling
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- B29B: PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)
- Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02W: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT

## Abstract

The present invention relates to a composition comprising a polymeric network having at least one unit of formula (I), (II), and/or (III); wherein the composition is obtained by contacting at least one compound A comprising at least two functions selected from the group of function of formula —X—C(═O)—CHR1-C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5; wherein at least 25% by weight of compounds A have a functionality ≤5, with % by weight relative to the total weight of compounds A; with at least one compound B comprising at least one —NH2, or —NH3+ groups; wherein X, R1, R2, R3, R4, R5, L1 and L2 have the same meaning as that defined in the claims. The present invention also relates to a compound comprising at least two units and at most 5 units of formula (I), (II), and/or (III), described hereinabove. The present invention also relates to processes for preparing the composition and the compounds, to material, articles, and polymers comprising or using the compositions and compounds, and the use thereof.

## Claims

### Claim 1

A composition comprising a polymeric network having at least one unit of formula (I), (II), and/or (III);
wherein said composition is obtained by contacting at least one compound A comprising at least two functions selected from the group of function of formula —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5; wherein at least 25% by weight of compounds A have a functionality ≤5, with % by weight relative to the total weight of compounds A;
with at least one compound B comprising at least one —NH2, or —NH3+ groups, or at least one functional group that generates —NH2 or —NH3+ in situ;
wherein the ratio R=(sum(functionality of compound A×number of moles of compound A))/(sum(functionality of compound B×number of moles of all compound B)) is <1;
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wherein faNa denotes the number of moles of —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5 functions of the at least one compound A, and fbNb denotes the number of moles of —NH2, and/or —NH3+ groups or the number of moles of functional groups which could generate —NH2 or NH3+ in situ, of the at least one compound B;
R1 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl; wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z1; each Z1 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9; and
R4 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z4; each Z4 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
or wherein the ratio R=(sum(functionality of compound A×number of moles of compound A ))/(sum(functionality of compound A×number of moles of compound A)+sum(functionality of compound B×number of moles of all compound B)) is <1;
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when R1 and R4 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl or heteroaryl; wherein each of said heterocyclyl; or heteroaryl; can be unsubstituted or substituted with one or more Z5; each Z5 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; halogen; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; C(O)NR11R12; and —C(O)R9;
wherein faNa denotes the number of moles of —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2;
or —C(═O)—CR1═CR2—NR4R5 functions of the at least one compound A, and fbNb denotes the number of moles of —NH2, and/or —NH3+ groups or the number of moles of functional groups which could generate —NH2 or NH3+ in situ of the at least one compound B;
and wherein
X is selected from O, NR13, or CR14R15; or
X and R3 together form a group R6, wherein R6 is selected from the group consisting of C6-12aryl, heteroaryl or heterocyclyl; wherein said C6-12aryl, heteroaryl or heterocyclyl can be unsubstituted or substituted with one or more Z31; and Z31 is independently selected from the group consisting of —C(═O)—C≡C—R2; —X—C(═O)—CHR1—C(═O)—R2, or —C(═O)—CR1═CR2—NR4R5; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9; or
R3 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cyclo alkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cycloalkyl; C1-20alkylC6-12arylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cyclo alkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cycloalkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cycloalkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z3; each Z3 is independently selected from the group consisting of —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5; halogen; C1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
L1 is selected from the group consisting of C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene;
wherein said C1-20alkylene, C2-20alkenylene, C2-20alkynylene, C3-8cycloalkyleneC1-20alkylene; C6-12arylC1-20alkylene, heterocyclyleneC1-20alkylene; and heteroaryleneC1-20alkylene, optionally comprises one or more heteroatoms in the alkylene, alkenylene, alkynylene moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be unsubstituted or substituted with one or more Z21; each Z21 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R2 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z2; each Z2 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
L2 is selected from the group consisting of C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene;
wherein said C1-20alkylene, C2-20alkenylene, C2-20alkynylene, C3-8cycloalkyleneC1-20alkylene; C6-12arylC1-20alkylene, heterocyclyleneC1-20alkylene; and heteroaryleneC1-20alkylene, optionally comprises one or more heteroatoms in the alkylene, alkenylene, alkynylene moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be unsubstituted or substituted with one or more Z22; each Z22 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
or wherein R2 and R4 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl or heteroaryl; wherein each of said heterocyclyl; or heteroaryl; can be unsubstituted or substituted with one or more Z6; each Z6 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; halogen; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R5 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z7; each Z7 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
each R9 is independently selected from hydroxyl; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R10 is independently selected from the group consisting of hydrogen, C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R11 and R12 is independently selected from the group consisting of hydrogen; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
or wherein R11 and R12 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl;
R13 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R14 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R15 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2.

### Claim 2 (depends on 1)

The composition according to claim 1, wherein at least 30% by weight of compounds A have a functionality ≤5.

### Claim 3 (depends on 1)

The composition according to claim 1, wherein at least 25% by weight of compounds A have a functionality ≤4.

### Claim 4 (depends on 1)

The composition according to claim 1, wherein the ratio (sum(functionality of compound A×number of moles of compound A))/(sum(functionality of compound B×number of moles of all compound B)) is ≥0.90
(
or
⁢
⁢
∑
⁢
f
a
⁢
N
a
⁢
∑
⁢
f
b
⁢
N
b
=
R
≥
0.90
)
.

### Claim 5 (depends on 1)

The composition according to claim 1, wherein said at least one compound A is a compound of formula (IV); (V); or (VI), or (VII);
wherein m is an integer selected from 0, 1, 2 or 3 and p is an integer selected from 1, 2, or 3.

### Claim 6 (depends on 1)

The composition according to claim 1, wherein said at least one compound A is a compound of formula (VIII), (IX), (X), (XI) or (XII);
wherein m is an integer selected from 0, 1, 2 or 3 and p is an integer selected from 1, 2, or 3.

### Claim 7 (depends on 1)

The composition according to claim 1, wherein said at least one compound B comprises at least two groups selected from the group comprising —NH2, and —NH3+, or at least two functional groups that generate —NH2 or —NH3+ in situ.

### Claim 8 (depends on 1)

The composition according to claim 1, wherein said at least one compound B comprises at least three groups selected from the group comprising —NH2, and —NH3+, or at least three functional groups that generate —NH2 or —NH3+ in situ.

### Claim 9 (depends on 1)

A process for preparing a composition according to claim 1 comprising contacting at least one compound A comprising at least two functions selected from the group of function of formula —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5; wherein at least 25% by weight of compounds A have a functionality ≤5, with % by weight being relative to the total weight of compounds A;
with at least one compound B comprising at least one —NH2, or —NH3+ groups, or at least one functional group that generates —NH2 or —NH3+ in situ;
wherein the ratio R=(sum(functionality of compound A×number of moles of compound A))/(sum(functionality of compound B×number of moles of all compound B)) is <1;
∑
⁢
f
a
⁢
N
a
⁢
∑
⁢
f
b
⁢
N
b
=
R
<
1
wherein faNa denotes the number of moles of —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5 functions of the at least one compound A, and fbNb denotes the number of moles of —NH2, and/or —NH3+ groups or the number of moles of functional groups which could generate —NH2 or NH3+ in situ, of the at least one compound B;
R1 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z1; each Z1 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SRo1; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9; and
R4 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z4; each Z4 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
or wherein the ratio R=(sum(functionality of compound A×number of moles of compound A ))/(sum(functionality of compound A×number of moles of compound A)+sum(functionality of compound B×number of moles of all compound B)) is <1;
∑
⁢
f
a
⁢
N
a
∑
⁢
f
a
⁢
N
a
+
∑
⁢
f
b
⁢
N
b
=
R
<
1
when R1 and R4 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl or heteroaryl; wherein each of said heterocyclyl; or heteroaryl; can be unsubstituted or substituted with one or more Z5; each Z5 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; halogen; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; C(O)NR11R12; and —C(O)R9;
wherein X is selected from O, NR13, or CR14R15;
R2 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z2; each Z2 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12;
nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
or wherein R2 and R4 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl or heteroaryl; wherein each of said heterocyclyl; or heteroaryl; can be unsubstituted or substituted with one or more Z6; each Z6 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; halogen; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R5 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z7; each Z7 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
each R9 is independently selected from hydroxyl; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R10 is independently selected from the group consisting of hydrogen, C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R11 and R12 is independently selected from the group consisting of hydrogen; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
or wherein R11 and R12 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl;
R13 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R14 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R15 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2.

### Claim 10

A compound comprising at least two units and at most 5 units of formula (I), (II), and/or (III);
wherein R1 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z1; each Z1 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9; and
X is selected from O, NR13, or CR14R15; or
X and R3 together form a group R6, wherein R6 is selected from the group consisting of C6-12aryl, heteroaryl or heterocyclyl; wherein said C6-12aryl, heteroaryl or heterocyclyl can be unsubstituted or substituted with one or more Z31; and Z31 is independently selected from the group consisting of —C(═O)—C═C—R2; —X—C(═O)—CHR1—C(═O)—R2, or —C(═O)—CR1═CR2—NR4R5; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9; or
R3 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cyclo alkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cyclo alkyl; C1-20alkylC6-12arylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cyclo alkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cycloalkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; C1-20alkylC3-8cycloalkylC1-20alkyl; C3-8cycloalkylC1-20alkylC3-8cycloalkyl; C1-20alkylC6-12arylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; C1-20alkylheterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z3; each Z3 is independently selected from the group consisting of —X—C(═O)—CHR1—C(═O)—R2, —C(═O)—C≡C—R2; or —C(═O)—CR1═CR2—NR4R5; halogen; C1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9;
NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
L1 is selected from the group consisting of C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene;
wherein said C1-20alkylene, C2-20alkenylene, C2-20alkynylene, C3-8cycloalkyleneC1-20alkylene; C6-12arylC1-20alkylene, heterocyclyleneC1-20alkylene; and heteroaryleneC1-20alkylene, optionally comprises one or more heteroatoms in the alkylene, alkenylene, alkynylene moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be unsubstituted or substituted with one or more Z21; each Z21 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R2 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z2; each Z2 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6a12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
L2 is selected from the group consisting of C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene;
wherein said C1-20alkylene, C2-20alkenylene, C2-20alkynylene, C3-8cycloalkyleneC1-20alkylene; C6-12arylC1-20alkylene, heterocyclyleneC1-20alkylene; and heteroaryleneC1-20alkylene, optionally comprises one or more heteroatoms in the alkylene, alkenylene, alkynylene moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkylene, C2-20alkenylene; C2-20alkynylene; C6-12arylene, C3-8cycloalkylene; C6-12aryleneC1-20alkylene; C3-8cycloalkyleneC1-20alkylene; heteroC1-20alkylene; heterocyclylene; heterocyclyleneC1-20alkylene; heteroarylene; and heteroaryleneC1-20alkylene; can be unsubstituted or substituted with one or more Z22 each Z22 is independently selected from the group consisting of halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R4 is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z4; each Z4 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
or R1 and R4 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl or heteroaryl; wherein each of said heterocyclyl; or heteroaryl; can be unsubstituted or substituted with one or more Z5; each Z5 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; halogen; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
R5 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl; C2-20alkynyl; C6-12aryl, C3-8cycloalkyl; C6-12arylC1-20alkyl; C3-8cycloalkylC1-20alkyl; heteroC1-20alkyl; heterocyclyl; heterocyclylC1-20alkyl; heteroaryl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C3-8cycloalkylC1-20alkyl; C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; and heteroarylC1-20alkyl, optionally comprises one or more heteroatoms in the alkyl, alkenyl, alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be unsubstituted or substituted with one or more Z7; each Z7 is independently selected from the group consisting of NR11R12; halogen; C1-20alkyl; C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; C3-8cycloalkylC1-20alkyl; heterocyclylC1-20alkyl; heteroarylC1-20alkyl; haloC1-20alkyl; haloC1-20alkyloxy; —OR10; —SR10; —S(O)R9; —S(O)2R9; —SO2NR11R12; nitro; —NR10C(O)R9; —NR10S(O)2R9; —NR10C(O)NR11R12; cyano; —CO2R10; —C(O)NR11R12; and —C(O)R9;
each R9 is independently selected from hydroxyl; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R10 is independently selected from the group consisting of hydrogen, C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
each R11 and R12 is independently selected from the group consisting of hydrogen; C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
or wherein R11 and R12 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocyclyl;
R13 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R14 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2;
R15 is hydrogen or is selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-20alkyl, heterocyclylC1-20alkyl; heteroarylC1-20alkyl, optionally comprise one or more heteroatoms in the alkyl, alkenyl or alkynyl moiety, said heteroatoms being each independently selected from O, S and N;
and wherein at least one carbon atom or heteroatom of said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-20alkyl, heteroC1-20alkyl; heterocyclyl; heteroaryl; heterocyclylC1-20alkyl; and heteroarylC1-20alkyl; can be oxidized to form at least one C═O, C═S, N═O, N═S, S═O or S(O)2.

### Claim 11 (depends on 1)

A method of preparing a polymeric network comprising providing a composition according to claim 1, and polymerizing said composition.

### Claim 12 (depends on 1)

A polymer obtained using a composition according to claim 1.

### Claim 13 (depends on 1)

An article comprising the composition according to claim 1.

### Claim 14 (depends on 13)

A process for recycling an article according to claim 13, comprising: a) reducing the article into particles by application of mechanical grinding, b) transforming the particles from step a) by applying a mechanical constraint to the particles at a temperature (T) above room temperature.

### Claim 15 (depends on 13)

A process for reshaping and/or repairing an article according to claim 13, comprising the step of thermally treating the article at a temperature (T) above room temperature.

### Claim 16 (depends on 10)

A method of preparing a polymeric network comprising providing a compound according to claim 10, and polymerizing said compound.

### Claim 17 (depends on 10)

A polymer obtained using a composition according to a compound according to claim 10.

### Claim 18 (depends on 12)

An article comprising the composition according to a polymer according to claim 12.