US 2021/0371576 A1 · INDOLE-BASED COMPOUNDS

Abstract

The present invention relates to a compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof, formula (I) wherein r, R1, R2, R3, R4, R5, R6 and L1 have the meaning defined in the claims and the description. The present invention also relates to a process for the preparation of the compound of formula (I). The present invention also relates to a composition comprising the compound of formula (I). The present invention also relates to a polyurethane or polyurethane prepolymer obtainable by contacting at least one isocyanate with at least one compound of formula (I), or with a composition comprising a compound of formula (I). The present invention relates to the use of such polyurethane or polyurethane prepolymer, or a compound of formula (I), or a composition comprising a compound of formula (I), for the preparation of foams, adhesives, coatings, or elastomers. The present invention also relates to an article comprising a compound of formula (I), or a composition a compound of formula (I).

A compound of formula (I) or a stereoisomer, enantiomer, racemic, or tautomer thereof,

wherein,
r is an integer selected from 0, 1, 2, 3 or 4;
R1 is selected from the group consisting of C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl;
C6-12aryl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
—OR19;
—SR19;
NR20R21;
—C(O)NR20R21;
OH, SH, COOH, NH2;
NHR20;
and a polymeric group;
and wherein said C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl, C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
or heteroarylC1-6alkyl;
can be unsubstituted or substituted with one or more Z1;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
or R1 is a group of formula (i);
wherein the wavy line () indicates the point of attachment to the indole ring of formula (I);
L2 is selected from the group consisting of C1-10alkylene;
C3-6cycloalkylene;
C2-10alkenylene;
C2-10alkynylene;
C6-12arylene;
and C6-12arylC1-6alkylene;
and wherein said C1-10alkylene;
C3-6cycloalkylene;
C2-10alkenylene;
C2-10alkynylene;
C6-12arylene or C6-12arylC1-6alkylene, can be unsubstituted or substituted with one or more Z2;
Q1 is a single bond or selected from the group consisting of C1-10alkylene;
C3-6cycloalkylene;
—O—;
—S—;
—O—C1-10alkylene;
and —S—C1-10alkylene;
wherein each left side of said groups is attached to L2 and the right side thereof is attached to R7;
and wherein said C1-10alkylene and said C3-6cycloalkylene;
can be unsubstituted or substituted with one or more Z3;
R7 is selected from the group consisting of hydrogen;
OH, SH, COOH, NH2;
NHR20, halo;
nitro;
cyano;
—C(O)NR20R21;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
wherein said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
can be unsubstituted or substituted with one or more Z4;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
or R7 is a group of formula (ii);
wherein the wavy line () indicates the point of attachment to Q1;
q is an integer selected from 0;
1, 2, 3 or 4;
Q2 is a single bond or selected from the group consisting of CR11R12;
O, S, and NR13;
Q3 is a single bond or selected from the group consisting of hydroxyC1-10alkylene;
aminoC1-10alkylene;
mercaptoC1-10alkylene;
C1-20alkylene;
C2-20alkenylene;
C2-20alkynylene;
C6-12arylene, C3-8cycloalkylene;
C6-12arylC1-6alkylene;
heterocyclylene;
heteroarylene;
heterocyclylC1-6alkylene;
and heteroarylC1-6alkylene;
wherein said C1-20alkylene, C2-20alkenylene;
C2-20alkynylene;
C6-12arylene, C3-8cycloalkylene;
C6-12arylC1-6alkylene;
heterocyclylene;
heteroarylene;
heterocyclylC1-6alkylene;
or heteroarylC1-6alkylene, can be unsubstituted or substituted with one or more Z5a;
wherein if q is 0, then one of Q2 and Q3 is not a single bond;
each R9 and R10 is independently selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
each R11 and R12 is independently selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
R13 is selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
R2 is selected from the group consisting of halo;
nitro;
cyano;
—C(O)NR20R21;
C1-20alkyl;
C2-20alkenyl;
C2-20alkynyl;
C6-12aryl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
C6-12arylC1-6alkylC6-12aryl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
R3 is selected from the group consisting of halo;
nitro;
cyano;
—C(O)NR20R21;
C1-20alkyl;
C2-20alkenyl;
C2-20alkynyl;
C6-12aryl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
C6-12arylC1-6alkylC6-12aryl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
R4 is selected from the group consisting of halo;
nitro;
cyano;
—C(O)NR20R21;
C1-20alkyl;
C2-20alkenyl;
C2-20alkynyl;
C6-12aryl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
C6-12arylC1-6alkylC6-12aryl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
wherein for R2, R3 and R4, each independently;
said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl, heteroarylC1-6alkyl, can be unsubstituted or substituted with one or more Z6;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
or R2 and R3 and R4 together with the carbon atom to which they are attached can form a saturated or unsaturated 4-, 5-, 6-, 7- or 8-membered ring;
wherein said saturated or unsaturated 4-, 5-, 6-, 7- or 8-membered ring optionally comprises one or more heteroatoms, said heteroatoms being each independently selected from O, S and N;
wherein said saturated or unsaturated 4-, 5-, 6-, 7- or 8-membered ring can be unsubstituted or substituted with one or more R8;
each R8 is independently selected from the group consisting of hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl;
C6-12arylC1-6alkyl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
OH;
SH;
COOH;
NH2;
NHR20;
halogen;
haloC1-6alkyl;
haloC1-6alkyloxy;
—OR19;
—SR19;
nitro;
NR20R21;
—C(O)NR20R21;
cyano;
and a polymeric group;
wherein said hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl;
C6-12arylC1-6alkyl;
C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
or heteroarylC1-6alkyl, can be unsubstituted or substituted with one or more Z7;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
or R8 is a group of formula (iii);
wherein the wavy line () indicates the point of attachment to the ring formed by R2 and R3 and R4 together;
p is an integer selected from 0;
1, 2, 3 or 4;
Q4 is a single bond or selected from the group consisting of CR16R17;
O, S, and NR18;
Q5 is a single bond or selected from the group consisting of hydroxyC1-10alkylene;
aminoC1-10alkylene;
mercaptoC1-10alkylene;
C1-20alkylene, C2-20alkenylene;
C2-20alkynylene;
C6-12arylene, C3-8cycloalkylene;
C6-12arylC1-6alkylene;
heterocyclylene;
heteroarylene;
heterocyclylC1-6alkylene;
and heteroarylC1-6alkylene;
wherein said C1-20alkylene, C2-20alkenylene;
C2-20alkynylene;
C6-12arylene, C3-8cycloalkylene;
C6-12arylC1-6alkylene;
heterocyclylene;
heteroarylene;
heterocyclylC1-6alkylene;
or heteroarylC1-6alkylene, can be unsubstituted or substituted with one or more Z8a;
wherein if p is 0, then one of Q4 and Q5 is not a single bond;
each R14 and R15 is independently selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
each R16 and R17 is independently selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
heteroarylC1-6alkyl;
and a polymeric group;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
R18 is selected from the group consisting of hydrogen;
C1-20alkyl, C2-20alkenyl;
C2-20alkynyl;
hydroxyC1-10alkoxy;
aminoC1-10alkoxy;
mercaptoC1-10alkoxy;
C6-12aryl, C3-8cycloalkyl;
C6-12arylC1-6alkyl;
heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
each R6 is independently selected from the group consisting of hydrogen, halogen;
C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl;
C6-12arylC1-6alkyl;
haloC1-6alkyl;
haloC1-6alkyloxy;
—OR19;
—SR19;
nitro;
NR20R21;
—C(O)NR20R21;
cyano;
and a polymeric group;
wherein said C1-10alkyl;
C2-10alkenyl;
C2-10alkynyl;
or C6-12arylC1-6alkyl, can be unsubstituted or substituted with one or more Z9;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
L1 is selected from the group consisting of C1-10alkyleneC3-8cycloalkylene;
C3-8cycloalkyleneC1-10alkylene;
C1-10alkylene;
C3-8cycloalkylene;
C3-8cycloalkyleneC1-10alkylC3-8cycloalkylene;
C2-10alkenylene;
C2-10alkynylene;
C6-12arylene;
C6-12aryleneC1-6alkylene;
C6-12aryleneC1-6alkylC6-12arylene;
and C1-6alkyleneC6-12arylC1-6alkylene;
wherein said C1-10alkyleneC3-8cycloalkylene;
C3-8cycloalkyleneC1-10alkylene;
C1-10alkylene;
C3-8cycloalkylene;
C3-8cycloalkyleneC1-10alkylC3-8cycloalkylene;
C2-10alkenylene;
C2-10alkynylene;
C6-12arylene;
C6-12aryleneC1-6alkylene;
C6-12aryleneC1-6alkylC6-12arylene;
or C1-6alkyleneC6-12arylC1-6alkylene, can be unsubstituted or substituted with one or more Z1a;
or L1 is selected from a group of formula (iv);
wherein the wavy line () indicates the point of attachment to the nitrogen of the formula (I) and the crossed line () indicates the point of attachment to R5;
wherein n is an integer selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
R5 is selected from the group consisting of OH, SH, COOH, NH2, and NHR20;
or R5 is a group of formula (v);
wherein the wavy line () indicates the point of attachment to L1;
or R5 is a group of formula (vi);
wherein the wavy line () indicates the point of attachment to L1;
each R19 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
wherein said C1-10alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-6alkyl, heterocyclylC1-6alkyl;
heteroarylC1-6alkyl, 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 said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl, can be unsubstituted or substituted with one or more OH, SH, COOH, or NH2;
each R20 is independently selected from the group consisting of C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
wherein said C1-10alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-6alkyl, heterocyclylC1-6alkyl;
heteroarylC1-6alkyl, 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 said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl, can be unsubstituted or substituted with one or more OH, SH, COOH, or NH2;
each R21 is independently selected from the group consisting of hydrogen, C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl;
wherein said C1-10alkyl, C2-20alkenyl, C2-20alkynyl, C6-12arylC1-6alkyl, heterocyclylC1-6alkyl;
heteroarylC1-6alkyl, 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 said C1-20alkyl, C2-20alkenyl, C2-20alkynyl, C6-12aryl, C3-8cycloalkyl, C6-12arylC1-6alkyl, heterocyclyl;
heteroaryl;
heterocyclylC1-6alkyl;
and heteroarylC1-6alkyl, can be unsubstituted or substituted with one or more OH, SH, COOH, or NH2;
or wherein R20 and R21 together with the atom to which they are attached form a 5-, 6-, or 7-membered heterocycle.
each Z1a is selected from the group consisting of C1-6alkyl;
C2-6alkenyl;
C2-6alkynyl;
haloC1-6alkyl;
haloC1-6alkyloxy;
halogen;
isocyanate;
or Z1a is a group of formula (vii);
wherein the wavy line () indicates the point of attachment to L1;
L3 is a single bond or is selected from the group consisting of C1-10alkylene;
C2-10alkenylene;
C2-10alkynylene;
and C6-12aryl;
R1b is a group of formula (viii);
wherein the wavy line () indicates the point of attachment to L3;
or R1b is a group of formula (ix);
wherein the wavy line () indicates the point of attachment to L3;
Z1, Z2, Z3, Z4, Z6 are each independently selected from the group consisting of OH;
SH;
COOH;
NH2;
NHR20;
halogen;
C1-6alkyl;
haloC1-6alkyl;
haloC1-6alkyloxy;
—OR19;
—SR19;
nitro;
NR20R21;
—C(O)NR20R21;
cyano;
Z5, Z5a, Z7, Z8, Z8a, Z9 are each independently selected from the group consisting of OH;
hydrogen;
SH;
COOH;
NH2;
NHR20;
halogen;
C1-6alkyl;
haloC1-6alkyl;
haloC1-6alkyloxy;
—OR19;
—SR19;
nitro;
NR20R21;
—C(O)NR20R21;
cyano;
and a polymeric group;
and wherein said polymeric group is selected from the group consisting of polyurethane;
isocyanate containing prepolymer, hydroxyl containing prepolymer, polyethylene oxide;
polyacrylate;
polymethacrylate;
polystyrene;
copolymer of acrylate;
poly(methyl methacrylate);
methacrylate and/or styrene;
poly(isobornyl acrylate);
polyacrylonitrile;
polyether;
polyester;
polylactic acid;
polyamide;
polyester amide;
polycarbonate;
poly-alpha-olefin;
ethylene propylene diene monomer (M-class) rubber (EPDM) ethylene propylene rubber (EPM);
polybutadienes;
acrylonitrile butadiene styrene (ABS);
styrene-butadiene rubber (SBR);
polysiloxanes;
and/or hydrogenated derivatives thereof;
and/or block, comb and/or star copolymers of the polymeric group;
and when none of R1, R2, R3, R4, R6, R7, R8, R9, R19, R11, R12, R14, R15, R16, R17, Z5, Z5a, Z7, Z8, Z8a or Z9 is a polymeric group, then at least one of R7, R8, Z1, Z2, Z3, Z4, Z5, Z5a, Z6, Z7, Z8, Z8a or Z9 is selected from the group consisting of OH, SH, COOH, NH2, and NHR20.

660 more elements

Indole-based compounds

Life of this patent

Indole-based compounds

Life of this patent

Abstract

Claims20