Granted Patent B2

US 12,305,085 · App. 17/415,795 · Granted May 20, 2025

Inventors: Claire Garnier (Venette, FR); Olivier Laferte (Venette, FR)

Assignee: BOSTIK SA

C09J183/08C08K3/34C09J7/29C09J7/35C09J2203/334

Abstract

Claims (66)

1. A heat-crosslinkable adhesive composition comprising:

at least one polymer (A) comprising a hydrolyzable alkoxysilane group;

at least one tackifying resin (B);

from 2% to 30% by weight of at least one silsesquioxane resin (C) on the total weight of the adhesive composition; and

at least one crosslinking catalyst (D),

wherein the silsesquioxane resin (C) corresponds to the general formula (V):

wherein each one from among R′ 1 to R′ 8 represents, independently of each other, a group chosen from:

a hydrogen atom,

a radical chosen from the group consisting of a linear or branched C1-C4 alkoxy radical, a linear or branched alkyl radical comprising from 1 to 30 carbon atoms, an alkenyl radical comprising from 2 to 30 carbon atoms, an aromatic radical comprising from 6 to 30 carbon atoms, an allyl radical comprising from 3 to 30 carbon atoms, a cyclic aliphatic radical comprising from 3 to 30 carbon atoms and an acyl radical comprising from 1 to 30 carbon atoms, and

a group —OSiR′ 9 R′ 10 wherein R′ 9 and R′ 10 each represents, independently of each other, a hydrogen atom or a radical chosen from the group consisting of linear or branched C1-C4 alkyls, linear or branched C1-C4 alkoxys, C2-C4 alkenyls, a phenyl, a C3-C6 allyl radical, a cyclic C3-C8 aliphatic radical and a C1-C4 acyl radical;

on condition:

that at least one radical from among the radicals R′ 1 to R′ 8 is a C1-C4 alkoxy radical; and

that at least one radical from among the radicals R′ 1 to R′ 8 is a phenyl radical.

2. The adhesive composition as claimed in claim 1 , wherein the polymer (A) comprises at least one hydrolyzable group of formula (I):

—Si(R 4 ) p (OR 5 ) 3-p   (I)

wherein:

R 4 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, with the possibility that when there are several radicals R 4 , these radicals are identical or different;

R 5 represents a linear or branched alkyl radical comprising from 1 to 4 carbon atoms, with the possibility that when there are several radicals R 5 , these radicals are identical or different, with the possibility that two groups OR 5 may be engaged in the same ring;

p is an integer equal to 0, 1 or 2.

3. The adhesive composition as claimed in claim 2 , wherein the polymer (A) corresponds to One of the formulae (II), (III) or (IV):

wherein:

P represents a saturated or unsaturated, linear or branched polymeric radical optionally comprising one or more heteroatoms, and having a number-average molar mass ranging from 100 g/mol to 48,600 g/mol,

R 1 represents a divalent hydrocarbon-based radical comprising from 5 to 15 carbon atoms, which may be aromatic or aliphatic, linear, branched or cyclic,

R 3 represents a linear or branched divalent alkylene radical comprising from 1 to 6 carbon atoms,

X represents a divalent radical chosen from —NH—, —NR 7 — or —S—,

R 7 represents a linear or branched alkyl radical comprising from 1 to 20 carbon atoms and which may also comprise one or more heteroatoms, and

f is an integer ranging from 1 to 6.

4. The adhesive composition as claimed in claim 3 , wherein the polymer (A) corresponds to one of the formulae (II′), (III′) or (IV′):

wherein:

R 2 represents a saturated or unsaturated, linear or branched divalent hydrocarbon-based radical optionally comprising one or more heteroatoms, and having a number-average molar mass ranging from 100 g/mol to 48,600 g/mol, and

n is an integer greater than or equal to 0.

5. The adhesive composition as claimed in claim 4 , wherein the polymer (A) is a silyl polymer of formula (III′) wherein R 2 is a divalent radical derived from a polyether.

6. The adhesive composition as claimed in claim 1 , wherein the resin (B) is chosen from:

i. resins obtained by polymerization of terpene hydrocarbons and of phenols, in the presence of Friedel-Crafts catalysts;

ii. resins obtained by a process comprising the polymerization of α-methylstyrene, it also being possible for said process to comprise a reaction with phenols;

iii. rosins of natural origin or modified rosins;

iv. resins obtained by hydrogenation, polymerization or copolymerization (with an aromatic hydrocarbon) of mixtures of unsaturated aliphatic hydrocarbons containing approximately 5, 9 or 10 carbon atoms obtained from petroleum fractions;

v. terpene resins;

vi. copolymers based on natural terpenes; or

vii. acrylic resins having a viscosity at 100° C. of less than 100 Pa·s.

7. The adhesive composition as claimed in claim 1 , wherein it is in the form of a one-component composition comprising:

from 3% to 90% by weight of the polymer (A);

from 15% to 80% by weight of the tackifying resin (B);

from 2% to 30% by weight of the silsesquioxane resin (C); and

from 0.01% to 10% by weight of the crosslinking catalyst (D);

wherein the weight percentages are indicated on the basis of the total weight of one-component composition.

8. The adhesive composition as claimed in claim 1 , wherein it is in the form of a multicomponent composition comprising:

a composition U comprising:

the polymer (A); and

the tackifying resin (B); and

a composition V comprising:

the crosslinking catalyst (D); and

at least one compound (E) chosen from:

a compound (E1) with a number-average molecular mass ranging from 300 g/mol to 100,000 g/mol; and

a compound (E2) with a vapor pressure at 20° C. of greater than or equal to 0.08 kPa;

the silsesquioxane resin (C) being included in composition U or in composition V.

9. The heat-crosslinkable adhesive composition of claim 1 , comprising:

at least one polymer (A) comprising a hydrolyzable alkoxysilane group;

at least one tackifying resin (B);

from 2% to 15% by weight of at least one silsesquioxane resin (C); and

at least one crosslinking catalyst (D).

10. The heat-crosslinkable adhesive composition of claim 9 , comprising:

at least one polymer (A) comprising a hydrolyzable alkoxysilane group;

at least one tackifying resin (B);

from 3% to 12% by weight of at least one silsesquioxane resin (C); and

at least one crosslinking catalyst (D).

Assignments (2)

Priority Claims (1)

Continuity (1)

References Cited (9)