Method for Preparing Liquid Rubber and Liquid Rubber Prepared Therefrom
US-2022289875-A1 · Sep 15, 2022 · US
US11987651B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11987651-B2 |
| Application number | US-202017435097-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 25, 2020 |
| Priority date | Aug 26, 2019 |
| Publication date | May 21, 2024 |
| Grant date | May 21, 2024 |
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A catalyst composition and a method for preparing a hydrocarbon resin using the same are disclosed herein. In some embodiments, a catalyst composition includes an oxonium ion-based catalyst and an additive. In some embodiments, a method includes polymerizing a monomer mixture in the presence of a catalyst composition, wherein the monomer mixture comprises a C5 unsaturated hydrocarbon monomer, a C9 unsaturated hydrocarbon monomer, or a mixture thereof, wherein the catalyst composition comprising a catalyst represented by the following Formula 1 and an additive represented by the following Formula 2.
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The invention claimed is: 1. A method for preparing a hydrocarbon resin, the method comprising: polymerizing a monomer mixture in the presence of a catalyst composition, wherein the monomer mixture comprises a C5 unsaturated hydrocarbon monomer, a C9 unsaturated hydrocarbon monomer, or a mixture thereof, wherein the catalyst composition comprises a catalyst represented by Formula 1 and an additive represented by Formula 2: in Formula 1, R is an alkyl group of 4 to 12 carbon atoms, R 1 to R4 are each independently hydrogen, a halogen group, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, and o, p, q and r are each an integer of 5, R a —X [Formula 2] in Formula 2, R a is hydrogen, an alkyl group of 1 to 20 carbon atoms, a cycloalkyl group of 3 to 20 carbon atoms, an aryl group of 6 to 20 carbon atoms, an alkylaryl group of 7 to 20 carbon atoms or an arylalkyl group of 7 to 20 carbon atoms, and X is a nitrile group, a pyridine group, an alkoxy group of 1 to 20 carbon atoms, or an aryloxy group of 6 to 20 carbon atoms. 2. The method for preparing a hydrocarbon resin according to claim 1 , wherein the C5 unsaturated hydrocarbon monomer is one or more selected from the group consisting of isoprene, 1-pentene, 2-pentene, 2-methyl-2-butene, cyclopentene, cyclopentadiene, 1,3-pentadiene, and 1,4-pentadiene. 3. The method for preparing a hydrocarbon resin according to claim 1 , wherein the C9 unsaturated hydrocarbon monomer is one or more selected from the group consisting of vinyl toluene, indene, and alpha-methylstyrene. 4. The method for preparing a hydrocarbon resin according to claim 1 , wherein the monomer mixture further comprises one or more of isobutylene, 2-methyl-1-pentene, 2-methyl-2-pentene, 1,3-hexadiene, 1,4-hexadiene, or dicyclopentadiene. 5. The method for preparing a hydrocarbon resin according to claim 1 , wherein the additive represented by Formula 2 is one or more selected from the group consisting of acetonitrile, benzonitrile, 2-phenylpyridine, diethyl ether, and dibutyl ether. 6. The method for preparing a hydrocarbon resin according to claim 1 , wherein, in Formula 1, R is a n-butyl group, an isobutyl group, a t-butyl group, a n-pentyl group, an isopentyl group, or a hexyl group. 7. The method for preparing a hydrocarbon resin according to claim 1 , wherein, in Formula 1, R 1 to R 4 are each independently a halogen group or a halogen group-substituted alkyl group of 1 to 12 carbon atoms. 8. The method for preparing a hydrocarbon resin according to claim 1 , wherein of the catalyst represented by Formula 1 is one or more selected from the group consisting of tetrakis(phenyl)borate, tetrakis(pentafluorophenyl)borate, tetrakis [3,5-bis(trifluoromethyl)phenyl]borate, and derivatives thereof. 9. The method for preparing a hydrocarbon resin according to claim 1 , wherein the catalyst represented by Formula 1 is dissolved in a halogenated hydrocarbon solvent prior to polymerization of the monomer mixture. 10. The method for preparing a hydrocarbon resin according to claim 1 , wherein the polymerization of the monomer mixture is performed at a temperature of −10° C. to 30 20 C. for 30 minutes to 2 hours.
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