IP Library Granted Patent US 12,503,585
Granted Patent B2
US 12,503,585 · App. 17/655,580 · Granted Dec 23, 2025

Silane functionalized styrenic block copolymer

Inventors: Xavier D.D.J. Muyldermans (Mont-Saint-Guibert, BE); Yongkui Sun (Shanghai, CN)
Assignee: Kraton Corporation
C08L53/025C08L23/10C08L2205/035
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Quick Facts
Patent No.
US 12,503,585
App. No.
17/655,580
Granted
Dec 23, 2025
Kind
B2
Abstract

A silane functionalized block copolymer (SiHSBC) is disclosed comprising: 80 to 99.90 wt. % of a hydrogenated styrenic block copolymer (HSBC) and 0.1 to 20 wt. % of a silane, based on the total weight of the SiHSBC. The HSBC is obtained by hydrogenation of a styrenic block copolymer (SBC) comprising at least one polymer block A derived from a vinyl aromatic monomer, and at least one polymer block B derived from a conjugated diene monomer. The polymer block B has greater than 80 wt. % of a polymerized 1,3-butadiene monomer, based on the total weight of the polymerized conjugated diene monomer in the polymer block B. The SiHSBC as well as thermoplastic elastomer composition containing the SiHSBC show improved adhesion to polar and non-polar substrates without the need of an adhesive layer or primer layer.

Claims (44)

1 . A silane functionalized block copolymer comprising:

(a) 80 to 99.90 wt. % of a hydrogenated styrenic block copolymer; and

(b) 0.1 to 20 wt. % of a silane, based on the total weight of the silane functionalized block copolymer,

wherein the silane has a general formula (I):

RR′ n SiX 3-n   (I)

wherein R is an alkene or an alkyne group, R′ is a H or an alkane group, X is an alkoxy group, and n=0, 1, or 2;

wherein the hydrogenated styrenic block copolymer is obtained by hydrogenation of a styrenic block copolymer comprising at least one polymer block A derived from a vinyl aromatic monomer, and at least one polymer block B derived from a conjugated diene monomer;

wherein the polymer block B has:

a hydrogenation level of greater than 95 mol %, based on the total mol of the polymerized conjugated diene monomer in the polymer block B; and

an amount of polymerized 1,3-butadiene monomer of greater than 80 wt. %, based on the total weight of the polymerized conjugated diene monomer in the polymer block B;

wherein the hydrogenated styrenic block copolymer has:

a molecular weight M p of 40 to 500 kg/mol;

a rubbery aliphatic methyl index of 18 to 38; and

a polystyrene content of 8 to 45 wt. %, based on the total weight of the hydrogenated styrenic block copolymer;

wherein the silane functionalized block copolymer has: a peel adhesion strength to glass substrate of greater than 20 N/cm, measured according to ASTM F88, and

a melt flow rate, at 190° C. with 2.16 kg load, of greater than 15 dg/min, measured according to ASTM D1238.

2 . The silane functionalized block copolymer of claim 1 , wherein the hydrogenated styrenic block copolymer has an order-disorder-transition temperature of less than 300° C.

3 . The silane functionalized block copolymer of claim 1 , wherein the hydrogenated styrenic block copolymer has a solution viscosity at 25 wt. % in toluene at 25° C. of less than or equal to 1800 mPa·s.

4 . The silane functionalized block copolymer of claim 1 , wherein the polymer block A has a molecular weight M p of 3 to 45 kg/mol, and the polymer block B has a molecular weight of M p of 5 to 400 kg/mol.

5 . The silane functionalized block copolymer of claim 1 , wherein the silane functionalized block copolymer has a refractive index of 1.45 to 1.55.

6 . The silane functionalized block copolymer of claim 1 , wherein the vinyl aromatic monomer is selected from the group of styrene, alpha-methylstyrene, methyl styrene, para-methylstyrene, ethyl styrene, propyl styrene, butyl styrene, tert-butyl styrene, dimethyl styrene, halogenated styrene, methoxy styrene, acetoxy styrene, vinyl toluene, isomers of vinyl toluene, vinyl xylene, 1,1 vinyl biphenyl, vinyl naphthalene, vinyl anthracene, and mixture thereof.

7 . The silane functionalized block copolymer of claim 1 , wherein any additional conjugated diene monomer is selected from the group of isoprene, 2,3-dimethyl-1,3-butadiene, 1-phenyl-1,3-butadiene, 1,3-pentadiene, 1,3-hexadiene, 3-butyl-1,3-octadiene, myrcene, farnesene, 1,3-cyclohexadiene, piperylene, and mixtures thereof.

8 . The silane functionalized block copolymer of claim 1 , wherein the silane functionalized block copolymer comprises 0.1 to 10 wt. % of silane grafted onto the hydrogenated styrenic block copolymer.

9 . The silane functionalized block copolymer of claim 1 , wherein the polymer block A has a hydrogenation level of less than 30 mol %, and the polymer block B has a hydrogenation level of greater than 70 mol %, based on the total mol of the hydrogenated styrenic block copolymer.

10 . The silane functionalized block copolymer of claim 1 , wherein the styrenic block copolymer has a structure selected from the group of A-B, A-B-A, (A-B) n X, (A-B-B′) n X, and mixtures thereof,

wherein A is a polystyrene block; B and B′ are same or different and are selected from the group of polybutadiene, poly(isoprene-r-butadiene), and poly(butadiene-r-styrene); n is a positive integer; and X is residue of a coupling agent.

11 . The silane functionalized block copolymer of claim 1 , wherein the silane is selected from the group of vinyltrimethoxysilane, vinyltriethoxysilane, vinyltributoxysilane, vinyldimethoxyethoxysilane, vinyldimethoxybutoxysilane, vinyldiethoxybutoxysilane, allyltrimethoxysilane, allyltriethoxysilane, vinyltriacetoxysilane; methacryloxypropyltrimethoxysilane, methacryloxypropyltriethoxysilane, dimethoxymethylsilane, diethoxymethylvinylsilane, p-styryltrimethoxysilane, p-styryltriethoxysilane and mixture thereof.

12 . The silane functionalized block copolymer of claim 1 , wherein the silane functionalized block copolymer has a molecular weight (M p ) of 45 to 250 Kg/mol.

13 . A thermoplastic polymer composition comprising:

5 to 95 parts by weight of the silane functionalized block copolymer of claim 1 ; and

5 to 95 parts by weight of a thermoplastic elastomer compound, based on the total weight of the thermoplastic polymer composition.

14 . The thermoplastic polymer composition of claim 13 , wherein the thermoplastic elastomer compound comprises: 100 parts of one or more thermoplastic elastomer, 50-250 parts of a plasticizer, and 0-50 parts of at least an additive; wherein the thermoplastic elastomer is selected from the group consisting of polyolefins, hydrogenated styrenic block copolymers, styrenic block copolymer, thermoplastic copolyester or copolyester-ether, thermoplastic vulcanizates, thermoplastic polyurethanes, and mixtures thereof.

15 . A thermoplastic polymer composition comprising:

100 parts by weight of the silane functionalized block copolymer of claim 1 ;

0 to 150 parts of a polyolefin;

30 to 300 parts of a plasticizer; and

0 to 50 parts of at least an additives.

16 . The thermoplastic polymer composition of claim 15 , wherein the plasticizer is selected from the group consisting of vegetable oils, process oils, mineral oils, phthalates, and mixtures thereof.

17 . A thermoplastic polymer composition comprising:

100 parts by weight of the silane functionalized block copolymer of claim 1 ;

10 to 150 parts of a polyolefin;

0 to 300 parts of a plasticizer; and

0 to 50 parts of at least an additives.

18 . The thermoplastic polymer composition of claim 17 , wherein the polyolefin is selected from a polypropylene, an ethylene-propylene copolymer, a high density polyethylene (HDPE), a low density polyolefin (LDPE), a linear low density polyethylene (LLDPE), an ultra high molecular weight polyethylene (UHMW-PE), a very low-density polyethylene (VLDPE), and mixture thereof.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2025
From: MUYLDERMANS, XAVIER D.D.J.; SUN, YONGKUI
To: KRATON POLYMERS LLC
Reel/Frame 072972/0214 →
CHANGE OF NAME Recorded Nov 20, 2025
From: KRATON POLYMERS LLC
To: KRATON CORPORATION
Reel/Frame 073638/0794 →
Continuity (2)
Provisional Application 63200672 · Mar 22, 2021
Related Publication 20220298351A1 · Sep 22, 2022
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