Use of a silylated aromatic polyphenol derivative for the production of a phenol-aldehyde resin for reinforcement of a rubber composition
An aromatic polyphenol derivative comprising at least one aromatic ring bearing at least two —O—Z groups in the meta position relative to one another, the two positions ortho to at least one of the —O—Z groups being unsubstituted, is used for the manufacture of a phenol-aldehyde resin for reinforcing a rubber composition. Each —O—Z group represents an —O—Si(R 1 R 2 R 3 ) group with R 1 , R 2 , R 3 representing, independently of one another, a hydrocarbon-based radical or a substituted hydrocarbon-based radical.
1. A method for the manufacture of a phenol-aldehyde resin for reinforcing a rubber composition comprising the steps of:
mixing at least one aldehyde and an aromatic polyphenol derivative comprising at least one aromatic ring bearing at least two —O—Z groups in the meta position relative to one another, the two positions ortho to at least one of the —O—Z groups being unsubstituted, and in which each —O—Z group represents an —O—Si(R 1 R 2 R 3 ) group with R 1 , R 2 , R 3 representing, independently of one another, a hydrocarbon-based radical or a substituted hydrocarbon-based radical; and
crosslinking the aromatic polyphenol derivative and the at least one aldehyde to produce the phenol-aldehyde resin.
2. The method according to claim 1 , wherein the crosslinking step occurs after a delay phase generated by the aromatic polyphenol derivative.
3. The method according to claim 1 , wherein using the aromatic polyphenol derivative in a phenol-aldehyde resin maintains stiffness of a rubber composition with an increase in temperature.
4. The method according to claim 1 , wherein the aldehyde is an aromatic aldehyde.
5. The method according to claim 2 , wherein the aromatic aldehyde is selected from the group consisting of 1,3-benzenedicarboxaldehyde, 1,4-benzenedicarboxaldehyde and an aldehyde of formula
in which X comprises N, S or O; R represents —H or —CHO, and mixtures thereof.
6. The method according to claim 2 , wherein the aromatic aldehyde is selected from the group consisting of 1,4-benzenedicarboxaldehyde, furfuraldehyde, 2,5-furandicarboxaldehyde and mixtures thereof.
7. The method according to claim 1 , wherein each R 1 , R 2 , R 3 group represents, independently of one another, a radical selected from the group consisting of alkyl, aryl, arylalkyl, alkylaryl, cycloalkyl and alkenyl radicals.
8. The method according to claim 1 , wherein each R 1 , R 2 , R 3 group represents, independently of one another, a radical selected from the group consisting of methyl, ethyl, propyl, phenyl, allyl and vinyl radicals.
9. The method according to claim 1 , wherein each R 1 , R 2 , R 3 group represents, independently of one another, a radical selected from the group consisting of methyl, ethyl, propyl, butyl, allyl and vinyl radicals.
10. The method according to claim 1 , wherein the at least one aromatic ring bears three —O—Z groups in the meta position relative to one another.
11. The method according to claim 1 , wherein the two positions ortho to each —O—Z group are unsubstituted.
12. The method according to claim 1 , wherein the remainder of the at least one aromatic ring is unsubstituted.
13. The method according to claim 1 , wherein the aromatic polyphenol derivative comprises several aromatic rings, at least two of these each bearing at least two —O—Z groups in the meta position relative to one another, the two positions ortho to at least one of the —O—Z groups of at least one aromatic ring being unsubstituted.
14. The method according to claim 1 , wherein the, or each, aromatic ring is a benzene ring.
15. The method according to claim 1 , wherein the aromatic polyphenol derivative is selected from the group consisting of the aromatic polyphenol derivatives (I), (II), (IV), (V), and mixtures thereof: