Aqueous adhesive composition based on polyaldehyde and polyphenol

Patent metadata

Field	Value
Publication number	US-10767086-B2
Application number	US-201715805824-A
Country	US
Kind code	B2
Filing date	Nov 7, 2017
Priority date	Aug 4, 2011
Publication date	Sep 8, 2020
Grant date	Sep 8, 2020

Abstract

An aqueous adhesive composition includes: a phenol/aldehyde resin and an unsaturated elastomer latex. The phenol/aldehyde resin is based on: an aromatic polyaldehyde bearing at least two aldehyde functional groups and including at least one aromatic nucleus; and a polyphenol including at least one aromatic nucleus. If there is just one aromatic nucleus, the nucleus bears two or three hydroxyl functional groups in a meta position with respect to each other or with respect to one another, with a remainder of the nucleus being unsubstituted. If there are plural aromatic nuclei, at least two of the nuclei each bear two or three hydroxyl functional groups in the meta position with respect to each other or with respect to one another, with two positions ortho to at least one of these hydroxyl functional groups being unsubstituted. The adhesive composition is useable to adhere a textile material to a crosslinkable rubber composition.

First claim

The invention claimed is:

1. An aqueous adhesive composition comprising:
an unsaturated elastomer latex; and
a phenol/aldehyde resin, wherein the phenol/aldehyde resin is based on at least:
an aromatic polyaldehyde including at least one aromatic nucleus bearing at least two aldehyde functional groups, and
a flavonoid.

2. The aqueous adhesive composition according to claim 1 , wherein the at least one aromatic nucleus of the aromatic polyaldehyde is a benzene nucleus.

3. The aqueous adhesive composition according to claim 2 , wherein the at least two aldehyde functional groups are in the ortho, meta or para position.

4. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde bears only two aldehyde functional groups.

5. The aqueous adhesive composition according to claim 4 , wherein the two aldehyde functional groups are in the ortho position.

6. The aqueous adhesive composition according to claim 4 , wherein the two aldehyde functional groups are in the meta position.

7. The aqueous adhesive composition according to claim 4 , wherein the two aldehyde functional groups are in the para position.

8. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde is selected from the group consisting of 1,2-benzenedicarboxaldehyde, 1,3-benzenedicarboxaldehyde, 1,4-benzenedicarboxaldehyde, 2-hydroxybenzene-1,3,5-tricarbaldehyde, and mixtures thereof.

9. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde is 1,2-benzenedicarboxaldehyde.

10. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde is 1,3-benzenedicarboxaldehyde.

11. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde is 1,4-benzenedicarboxaldehyde.

12. The aqueous adhesive composition according to claim 1 , wherein the aromatic polyaldehyde is 2-hydroxybenzene-1,3,5-tricarbaldehyde.

13. The aqueous adhesive composition according to claim 1 , wherein the phenol/aldehyde resin includes a basic solvent.

14. The aqueous adhesive composition according to claim 1 , wherein the basic solvent is an aqueous solution having a pH between 9 and 13.

15. The aqueous adhesive composition according to claim 1 , wherein an unsaturated elastomer of the unsaturated elastomer latex is a diene elastomer selected from the group consisting of polybutadienes, butadiene copolymers, polyisoprenes, isoprene copolymers, vinylpyridine/styrene/butadiene terpolymers, and mixtures thereof.

16. The aqueous adhesive composition according to claim 1 , wherein a ratio by weight of the flavonoid to the aromatic polyaldehyde is between 0.1 and 3.0.

17. The aqueous adhesive composition according to claim 1 , wherein a content of the phenol/aldehyde resin as dry matter of the adhesive composition is between 5% and 60% by weight of the dry matter of the adhesive composition.

18. The aqueous adhesive composition according to claim 1 , wherein a content of unsaturated elastomer as dry matter of the adhesive composition is between 40% and 95% by weight of the dry matter of the adhesive composition.

19. The aqueous adhesive composition according to claim 1 , wherein a ratio by weight of dry matter corresponding to the phenol/aldehyde resin to dry matter corresponding to the unsaturated elastomer latex is between 0.1 and 2.0.

20. The aqueous adhesive composition according to claim 1 , wherein a water content of the adhesive composition is between 60% and 90% by weight of the aqueous adhesive composition.

21. A textile material coated at least partially with an adhesive layer, the adhesive layer including an adhesive composition comprising:
an unsaturated elastomer latex; and
a phenol/aldehyde resin, wherein the phenol/aldehyde resin is based on at least:
an aromatic polyaldehyde including at least one aromatic nucleus bearing at least two aldehyde functional groups, and
a flavonoid.

22. The textile material according to claim 21 , wherein the adhesive composition is an aqueous adhesive composition.

23. The textile material according to claim 21 , wherein the textile material has been dried.

24. The textile material according to claim 21 , wherein the textile material is a material selected from the group consisting of films, monofilaments, multifilament fibres, assemblies of monofilaments or multifilament fibres, and mixtures thereof.

25. The textile material according to claim 21 , wherein the textile material is formed of a substance that includes a thermoplastic polymer.

26. The textile material according to claim 25 , wherein the thermoplastic polymer is an aliphatic polyamide or a polyester.

27. A rubber composite reinforced with a textile material coated at least partially with an adhesive layer, the adhesive layer including an adhesive composition comprising:
an unsaturated elastomer latex; and
a phenol/aldehyde resin, wherein the phenol/aldehyde resin is based on at least:
an aromatic polyaldehyde including at least one aromatic nucleus bearing at least two aldehyde functional groups, and
a flavonoid.

28. The rubber composite according to claim 3 , wherein the rubber composite is incorporated in a tire.

29. An adhesive composition comprising:
an unsaturated elastomer latex; and
a phenol/aldehyde resin, wherein the phenol/aldehyde resin is based on at least:
an aromatic polyaldehyde including at least one aromatic nucleus bearing at least two aldehyde functional groups, and
a flavonoid.

30. The adhesive composition according to claim 29 , wherein the adhesive composition is in an uncured state.

31. The adhesive composition according to claim 29 , wherein the adhesive composition is in a cured state.

32. The aqueous adhesive composition according to claim 1 , wherein the flavonoid is 2′,4′,3,5,7-pentahydroxyflavone.

33. The textile material according to claim 21 , wherein the flavonoid is 2′,4′,3,5,7-pentahydroxyflavone.

34. The rubber composite according to claim 27 , wherein the flavonoid is 2′,4′,3,5,7-pentahydroxyflavone.

35. The adhesive composition according to claim 29 , wherein the flavonoid is 2′,4′,3,5,7-pentahydroxyflavone.

Assignees

• Michelin & Cie
• Michelin Rech Tech

Inventors

• Doisneau David
• Decorps Hélène

Classifications

• C09J121/02 Primary

  Latex · CPC title

• C08L21/02

  Latex · CPC title

• C08L61/06

  of aldehydes with phenols · CPC title

• C09J7/21

  Paper; Textile fabrics · CPC title

• C09J161/12

  with polyhydric phenols · CPC title