IP Library › Granted Patent US 12,234,384
Granted Patent B2
US 12,234,384 · App. 17/050,785 · Granted Feb 25, 2025

Adhesion-improving composition for textile material and associated reinforcing textile material

Inventors: Maëlle Gobin (Valence, FR); Léo Poupart (Les Echets, FR)
Assignee: PORCHER INDUSTRIES
C09J109/08C09J5/00C09J11/08C09J111/02C09J2400/266C09J2409/00C09J2411/00C09J2421/008C09J2461/00C09J2497/00
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Quick Facts
Patent No.
US 12,234,384
App. No.
17/050,785
Granted
Feb 25, 2025
Kind
B2
Abstract

The invention relates to a textile bonding composition comprising a salt of lignosulfonate, an aldehyde hardener thereof, and an elastomer latex. The lignosulfonate salt may be sodium, potassium, magnesium, ammonium, or calcium lignosulfonate. The invention also relates to the use of such a composition for imparting adhesion properties to a reinforcement textile, with regard to a rubber, a reinforcement textile, in particular yarn, cord or textile structure, at least partially coated and/or impregnated with this composition, and a part made of rubber or comprising a rubber, in which the rubber comprises at least one reinforcement textile, on the surface and/or integrated inside the rubber.

Claims (21)

1. A bonding composition for textiles, comprising a resin consisting essentially of a product of a reaction between a salt of lignosulfonate and an aldehyde hardener thereof, and an elastomer latex, the aldehyde having at least 2 carbon atoms, wherein the bonding composition does not include resorcinol.

2. The bonding composition according to claim 1 , wherein the hardener is a monoaldehyde compound containing an aldehyde group placed at the end of a hydrocarbon chain, so that the maximum length of the main carbon chain is less than or equal to 20 carbon atoms, the chain being linear, branched or cyclic; a dialdehyde compound containing 2 aldehyde groups so that the aldehyde groups are placed at the end of a hydrocarbon chain, so that the maximum length of the main carbon chain is less than or equal to 20 carbon atoms; a trialdehyde; or a polyaldehyde formed from a polymer chain containing non-enolized aldehyde units.

3. The bonding composition according to claim 2 , wherein the aldehyde is selected from the group consisting of acetaldehyde; priopionaldehyde; butyraldehyde; pentanal (valeraldehyde); hexanal; heptanal; octanal; nonanal; decanal; undecanal; dodecanal; tridecanal; tetradecanal (myristaldehyde); 2-butenal (crotonaldehyde); 3-butenal; 2-hexenal; 3-hexenal; 2-heptenal; 3-heptenal; 5-heptenal; 2-octenal; 2,4-pentadienal; 2,4-hexadienal; 2,4-heptadienal; 3,5-heptadienal; 2,4-octadienal; isobutyraldehyde; isovaleraldehyde; 2-methylbutyraldehyde; 3,5,5-trimethylhexanal; trimethylacetaldehyde; phenylacetaldehyde; 3-phenylpropionaldehyde (hydrocinnamaldehyde); 2-phenylpropionaldehyde (hydratropaldehyde); 2-Methyl-3-(p-isopropylphenyl) propionaldehyde (cyclamen aldehyde); hydrocinnamaldehyde; 2-Methylbut-2-enal (tiglic aldehyde); 2,6-dimethyl-5-heptenal (melonal); 2-methyl-2-pentenal; a-hexylcinnamaldehyde; a-amylcinnamaldehyde; cinnamaldehyde; a-hexylcinnamaldehyde; a-amylcinnamaldehyde; phenylcinnamaldehyde; methylcinnamaldehyde and positional isomers; 7-Hydroxy-3,7-dimethyl-octanal (Hydroxycitronellal); D-erythrosis; benzyloxyacetaldehyde; 2-Hydroxycinnamaldehyde; 4-Hydroxycinnamaldehyde; 2-Methoxycinnamaldehyde; 3,5-Dimethoxy-4-hydroxycinnamaldehyde (Sinapinaldehyde); 4-Acetoxy-3-methoxycinnamaldehyde; 4-Hydroxy-3-methoxycinnamaldehyde (coniferaldhyde); 4-Chlorocinnamaldehyde; 4-Bromocinnamaldehyde; 4-Fluorocinnamaldehyde; 2,6-Difluorocinnamaldehyde; cyclopentanal; cyclopropanal; cyclohexanal; cycloheptenal; cyclooctanal; benzaldehyde; Chloro: 4-chlorobenzaldehyde; 3-chlorobenzaldehyde; 2-Chlorobenzaldehyde; 2,4-dichlorobenzaldehyde; 2,5-dichlorobenzaldehyde; 2,6-dichlorobenzaldehyde; 3,5-dichlorobenzaldehyde; 2,3,6-trichlorobenzaldehyde; 2-bromobenzaldehyde; 3-bromobenzaldehyde; 4-bromobenzaldehyde; 3,4-dibromobenzaldehyde; 3,5-dibromobenzaldehyde; 2,5-dibromobenzaldehyde; 2-iodobenzaldehyde; 3-iodobenzaldehyde; 4-iodobenzaldehyde; 2-methylbenzaldehyde; 3-methylbenzaldehyde; 4-methylbenzaldehyde (o-m-p-isomers of tolualdehyde); 2,4-Dimethylbenzaldehyde; 2,5-dimethylbenzaldehyde; 2,6-dimethylbenzaldehyde; 2,4,6-trimethylbenzaldehyde (mesitaldehyde); 4-ethylbenzaldehyde; 2-ethylbenzaldehyde; Biphenyl-2carboxaldehyde; Biphenyl-3-carboxaldeyde; biphenyl-4-carboxaldehyde; 2,5-di-tertbutyl-benzaldehyde; 4-tertbutylbenzaldehyde; 4-isopropylbenzaldehyde (cuminaldehyde); Isomers of anisaldehyde: 2-methoxybenzaldehyde;

3-methoxybenzaldehyde and 4-methoxybenzaldehyde; isomers of veratraldehyde: 2,3-dimethoxybenzaldehyde; 2,4-dimethoxybenzaldehyde; 2,5-dimethoxybenzaldehyde; 2,6-dimethoxybenzaldehyde; 3,4-dimethoxybenzaldehyde; 3,5-dimethoxybenzaldehyde; 2-ethoxybenzaldehyde; 3-ethoxybenzaldehyde; 4-ethoxybenzaldehyde; 3,4-ethoxybenzaldehyde; 3-phenoxybenzaldehyde; 4-phenoxybenzaldehyde; 2-benzyloxybenzaldehyde; 3-benzyloxybenzaldehyde; 4-benzyloxybenzaldehyde; 2-hydroxybenzaldehyde (salicylaldehyde); 3-hydroxybenzaldehyde; 4-hydroxybenzaldehyde; 2,3-dihydroxybenzaldehyde; 2,4-dihydroxybenzaldehyde; 2,5-dihydroxybenzaldehyde (gentisaldehyde); 3,4-dihydroxybenzaldehyde; 3,4,5-trihydroxybenzaldehyde; 2,4,5-trihydroxybenzaldehyde; 2,3,4-trihydroxybenzaldehyde; 2,4,6-trihydroxybenzaldehyde (phloroglucinaldehyde); 2-hydroxy-3-methoxybenzaldehyde; 2-hydroxy-4-methoxybenzaldehyde; 3-hydroxy-4-methoxybenzaldehyde (isovanillin); 4-hydroxy-2-methoxybenzaldehyde; 4-Hydroxy-3-methoxybenzaldehyde (vanillin); 2,6-dimethoxy-4-hydroxybenzaldehyde; 3,4-dimethoxy-5-hydroxybenzaldehyde; 3,5-dimethoxy-4-hydroxybenzaldehyde (syringaldehyde); 4-ethoxy-3-methoxybenzaldehyde; 3-ethoxy-4-methoxybenzaldehyde; 2-ethoxy-3-methoxybenzaldehyde; 2-benzoyloxy-3-methoxybenzaldehyde; 3-benzoyloxy-4-methoxybenzaldehyde; 4-benzoyloxy-3-methoxybenzaldehyde; Myristicin aldehyde; 2-pyridinecarboxaldehyde; 3-pyridinecarboxaldehyde; 4-pyridinecarboxaldehyde; 2-Thiazolecarboxaldehyde; pyrrol-2-carboxaldehyde; 3-thiophenecarboxaldehyde; indol-3-carboxaldehyde; 3-methyl-2-thiophene carboxaldehyde; 6-methylpyridinecarboxaldehyde; N-benzylpyridine-4-carboxaldehyde; 1-methylimidazolecarboxaldehyde; glutaraldehyde; bromomalonaldehyde; terephthalaldehyde; o-Phthalaldehyde; m-Phthalaldehyde; 4-(4-formylphenoxy) benzaldehyde; 4-(2-formylphenoxy) benzaldehyde; and Tris (4-formylphenyl) amine.

4. The bonding composition according to claim 1 , comprising a latex of acrylonitrile/carboxylated butadiene copolymer (XNBR), a latex of acrylonitrile/hydrogenated butadiene (HNBR), a latex of chlorosulfonated polyethylene (CSM), a latex of styrene-butadiene-vinylpyridine copolymer (VPSBR), a latex of styrene/butadiene copolymer (SBR), an acrylonitrile/butadiene copolymer latex (NBR), a polybutadiene (BR) latex, a chlorobutadiene (CR) latex, a natural rubber latex (NR), a polyurethane latex, or a mixture of at least two of them.

5. The bonding composition according to claim 1 , wherein the mass content of dry matter of the composition is between approximately 2 and approximately 38%.

6. The bonding composition according to claim 1 comprising from about 40 to about 95% by weight of elastomer based on the composition.

7. The bonding composition according to claim 1 , wherein the hardener/lignosulphonate salt mass ratio is between approximately 0.1 and approximately 3.

8. The bonding composition according to claim 1 , in which the mass ratio of [hardener+lignosulfonate salt]/latex is between approximately 0.05 and approximately 0.6.

9. A reinforcement textile comprising a textile at least partially coated and/or impregnated with the bonding composition according to claim 1 .

10. A rubber part or a part comprising a rubber, wherein the rubber part or part comprising a rubber comprises at least one reinforcement textile according to claim 9 , on the surface and/or integrated within the rubber part or the part comprising a rubber.

11. The rubber part or a part comprising a rubber according to claim 10 , wherein the rubber part or a part comprising a rubber is an article selected from the group consisting of a belt, a flexible or rigid hose, a pneumatic spring, a kinetic coupling disc, a pipe plug, a compensation joint, and a tire.

12. The reinforcement textile according to claim 9 , wherein the textile is a yarn, a cord, or a textile structure.

13. The bonding composition according to claim 1 , wherein the aldehyde is a monoaldehyde or a dialdehyde with a main carbon chain having from 2 to 20 carbon atoms, and wherein the aldehyde group in the monoaldehyde and the aldehyde groups in the dialdehyde is/are placed at the end of said main hydrocarbon chain.

14. The bonding composition according to claim 13 , wherein the monoaldehyde is trans-2-hexenal or 2-octenal.

15. The bonding composition according to claim 13 , wherein the monoaldehyde is isobutyraldehyde, 2-methylbutyraldehyde, cinnamaldehyde, methylcinnamaldehyde and positional isomers, 7-hydroxy-3,7-dimethyl-octanal, or 2-methoxycinnamaldehyde.

16. The bonding composition according to claim 13 , wherein the monoaldehyde is a cyclic monoaldehyde selected from the group consisting of cyclohexanal, benzaldehyde, 2-chlorobenzaldéhyde, 4-chlorobenzaldéhyde, 3-chlorobenzaldehyde, 2,4-dichlorobenzaldéhyde, 2,6-dichlorobenzaldéhyde, 3-bromobenzaldéhyde, 2-méthylbenzaldéhyde, 4-méthylbenzaldehyde, 4-éthylbenzaldéhyde, 2,5-di-tertbutyl-benzaldéhyde, 4-isopropylbenzaldéhyde, 2-methoxybenzaldéhyde, 4-methoxybenzaldéhyde, 2,5-dimethoxybenzaldéhyde, 3,4-diméthoxybenzaldéhyde, 4-ethoxybenzaldéhyde, 4-benzyloxybenzaldehyde, 2-hydroxybenzaldéhyde, 3-hydroxybenzaldéhyde, 4-hydroxybenzaldéhyde, 2-hydroxy-3-methoxybenzaldéhyde, or 3,5-dimethoxy-4-hydroxybenzaldéhyde, ethylvanilline, 3-hydroxy-4-methoxybenzaldéhyde, 4-Hydroxy-3-methoxybenzaldéhyde, 2-pyridinecarboxaldehyde, 3-pyridinecarboxaldehyde, 4-pyridinecarboxaldehyde, and 3-methyl-2-thiophene carboxaldehyde.

17. The bonding composition according to claim 13 , wherein the dialdehyde is glutaraldehyde, bromomalonaldehyde, terephthalaldehyde, o-Phthalaldehyde, m-Phthalaldéhyde, 4-(4-formylphenoxy) benzaldehyde, or 4-(2-formylphenoxy) benzaldehyde.

18. The bonding composition according to claim 1 , wherein the hardener/lignosulphonate salt mass ratio is between approximately 0.1 and approximately 3, and the mass ratio of [hardener+lignosulfonate salt]/latex is between approximately 0.05 and approximately 0.6.

19. The bonding composition according to claim 1 , wherein the bonding composition consists essentially of said resin and of said elastomer latex.

20. A bonding composition for textiles, comprising a resin consisting essentially of a product of a reaction between a salt of lignosulfonate and an aldehyde hardener thereof, and an elastomer latex, the aldehyde having at least 2 carbon atoms, wherein the bonding composition does not include resorcinol and the aldehyde is trans-2-hexenal or 2-octenal.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 2, 2020
From: GOBIN, MAËLLE; POUPART, LÉO
To: PORCHER INDUSTRIES
Reel/Frame 054516/0546 →
Priority Claims (1)
FR 1853655 · Apr 26, 2018 · national
Continuity (1)
Related Publication 20210115310A1 · Apr 22, 2021
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