# US 2019/0169346 A1 · Macromonomers containing polyisobutene groups, and homopolymers or copolymers thereof > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2019/0169346 A1 - Document ID: US20190169346A1 - Status: Published application - Kind: A1 - Application number: 16/322,612 - Filed: 2017-07-26 - Published: 2019-06-06 - Earliest claimed: 2016-08-05 - Assignees: BASF SE - Applicants: BASF SE - Inventors: Andrea MISSKE; Anja THOMAS; Christoph FLECKENSTEIN; Friederike FLEISCHHAKER; Szilard CSIHONY; Matthias GERST; Stephan MOEBIUS; Ulrike LICHT; Andreas SCHWARZ; Eric NEUHAUS - Web page: https://patentgrep.com/patent/US20190169346A1 ## CPC - C08F 2/22: Emulsion polymerisation - C08F 120/30: containing aromatic rings in the alcohol moiety - C08F 220/14: Methyl esters {, e.g. methyl (meth)acrylate} - C08F 220/30: containing aromatic rings in the alcohol moiety - C08F 290/042: {Polymers of hydrocarbons as defined in group C08F10/00} - C08F 290/044: {Polymers of aromatic monomers as defined in group C08F12/00} - C08F 290/046: {Polymers of unsaturated carboxylic acids or derivatives thereof} - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS ## Abstract The present invention describes novel macromonomers containing polyisobutene groups and homo- or copolymers thereof. ## Claims ### Claim 1 A compound (A) of the formula (I) in which R1 to R5 are each independently selected from the group consisting of hydrogen, C1-C20-alkyl, C1-C20-alkyloxy and C8-C3500-polyisobutyl and C8-C3500-polyisobutenyl, R is an alkylene group having 2 to 10 carbon atoms, R6 is hydrogen or methyl, R7 is hydrogen, methyl or COORS, R8 is hydrogen or C1-C20-alkyl and n is a positive integer from 1 to 50, with the proviso that at least one of the R1 to R5 radicals is a C8-C3500-polyisobutyl or C8-C3500-polyisobutenyl, and is derived from polyisobutene having a content of terminal double bonds of at least 50 mol %, based on the total number of polyisobutene macromolecules. ### Claim 2 A polymer comprising, in polymerized form, at least one compound (A) of the formula (I) in which R1 to R5 are each independently selected from the group consisting of hydrogen, C1-C20-alkyl, C1-C20-alkyloxy and C8-C3500-polyisobutyl and C8-C3500-polyisobutenyl, R is an alkylene group having 2 to 10 carbon atoms, R6 is hydrogen or methyl, R7 is hydrogen, methyl or COOR8, R8 is hydrogen or C1-C20-alkyl and n is a positive integer from 1 to 50, with the proviso that at least one of the R1 to R5 radicals is a C8-C3500-polyisobutyl or C8-C3500-polyisobutenyl, and is derived from polyisobutene having a content of terminal double bonds of at least 50 mol %, based on the total number of polyisobutene macromolecules, and optionally at least one monomer (B) selected from the group consisting of (B1) (meth)acrylates other than (A), (B2) fumaric and maleic acid derivatives other than (A), (B3) alkyl vinyl ethers (B4) styrene and α-methylstyrene (B5) acrylonitrile (B6) vinyl alkanoates and (B7) (meth)acrylamides. ### Claim 3 (depends on 1) The compound or polymer according to claim 1, wherein the C8-C3500-polyisobutyl and C8-C3500-polyisobutenyl radicals incorporated into the compounds of the formula (I) are derived from polyisobutene having a content of terminal double bonds of at least 60 mol %, based on the total number of polyisobutene macromolecules. ### Claim 4 (depends on 2) The polymer according to claim 2, wherein the C8-C3500-polyisobutyl and C8-C3500-polyisobutenyl radicals incorporated into the compounds of the formula (I) are derived from polyisobutene comprising at least 60% by weight of isobutene in polymerized form. ### Claim 5 (depends on 1) The compound according to claim 1, wherein exactly one of the R1 to R5 radicals is C8-C3500-polyisobutyl or C8-C3500polyisobutenyl. ### Claim 6 (depends on 1) The compound according to claim 1, wherein R3 is a C8-C3500-polyisobutyl or C8-C3500-polyisobutenyl radical and the other radicals are not. ### Claim 7 (depends on 1) The compound according to claim 1, wherein the R1 to R5 radicals that are not a polyisobutyl or polyisobutenyl radical are selected from the group consisting of hydrogen, methyl and tert-butyl. ### Claim 8 (depends on 1) The compound according to claim 1, wherein R is selected from the group consisting of 1,2-ethylene, 1,2-propylene, 1,2-butylene, 1-phenyl-1,2-ethylene and 2-phenyl-1,2-ethylene. ### Claim 9 (depends on 1) The compound according to claim 1, wherein n is 1. ### Claim 10 (depends on 1) The compound according to claim 1, wherein R7 is hydrogen or COOR8. ### Claim 11 (depends on 1) The compound according to claim 1, wherein the halogen content (determined by combustion IC) is not more than 70 ppm by weight. ### Claim 12 (depends on 1) The compound according to claim 1, wherein the average functionality (determined by means of quantitative 1H NMR spectroscopy) of α,β-unsaturated carbonyl functions, preferably of (meth)acrylate groups, is at least 0.8 and not more than 1.2. ### Claim 13 (depends on 2) The polymer according to claim 2, wherein the polymer is a homopolymer comprising exclusively compounds of the formula (I) in polymerized form. ### Claim 14 (depends on 2) The polymer according to claim 2, wherein the polymer is a copolymer comprising not only at least one compound of the formula (I) but also at least one other monomer (B). ### Claim 15 (depends on 14) The polymer according to claim 14, wherein the at least one other monomer (B) is selected from the group consisting of monomers (B1), (B3), (B4) and (B7). ### Claim 16 (depends on 1) A process for preparing the compound according to claim 1, wherein phenols of the formula are reacted with alkylene carbonates of the formula followed by a decarboxylation and subsequent esterification with (meth)acrylic acid, crotonic acid, fumaric acid, maleic acid or maleic anhydride, or by transesterification with (meth)acrylic esters, crotonic esters, fumaric esters or maleic esters. ### Claim 17 (depends on 2) A process for preparing the polymer according to claim 2, which comprises polymerizing the monomer components (A) and optionally (B) by means of miniemulsion polymerization. ### Claim 18 (depends on 1) The use of compounds according to claim 1 in the production of adhesives, adhesive raw materials, fuel additives, lubricant additives, as elastomers or as base constituent of sealants and sealing compounds.