In-situ alkylphenol-aldehyde resins

Patent metadata

Field	Value
Publication number	US-9944744-B2
Application number	US-201414514636-A
Country	US
Kind code	B2
Filing date	Oct 15, 2014
Priority date	Oct 17, 2013
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

The invention relates to an in-situ process for preparing an alkylphenol-aldehyde resin. The process comprises the step of providing a raw alkylphenol composition. The raw alkylphenol composition comprises one or more alkylphenol compounds and at least about 1 wt % phenol. Each alkylphenol compound has one or more alkyl substituents. The raw alkylphenol composition is reacted directly, without pre-purification, with one or more aldehydes to form an in-situ alkylphenol-aldehyde resin. The invention also relates to an in-situ alkylphenol-aldehyde resin formed from the in-situ process, and its use in a tackifier composition and rubber composition. The tackifier composition and rubber composition containing the in-situ alkylphenol-aldehyde resin show, inter alia, improved tack performance.

First claim

We claim:

1. An in-situ process for preparing an alkylphenol-aldehyde resin, comprising:
providing a raw alkylphenol composition comprising:
one or more alkylphenol compounds, each compound having one or more alkyl substituents, and
phenol;

reacting, without pre-purification, the raw alkylphenol composition directly with one or more aldehydes to form an in-situ alkylphenol-aldehyde resin; and
wherein the alkylphenol composition comprises:
about 50 to about 85 wt % para-tert-alkylphenol,
about 5 to about 10 wt % phenol,
about 7 to about 14 wt % di-tert-alkylphenol,
0 to about 3 wt % ortho-tert-alkylphenol, and
0 to about 1 wt % tri-tert-alkylphenol.

2. The process of claim 1 , wherein the alkylphenol composition includes para-tert-butylphenol.

3. The process of claim 1 , wherein the alkylphenol composition comprises para-tert-butylphenol, phenol, di-tert-butylphenol, and optionally tri-tert-butylphenol and ortho-tert-butylphenol.

4. The process of claim 1 , wherein the alkylphenol composition comprises:
about 50 to about 85 wt % para-tert-butylphenol,
about 5 to about 10 wt % phenol,
about 7 to about 14 wt % di-tert-butylphenol,
0 to about 3 wt % ortho-tert-butylphenol, and
0 to about 1 wt % tri-tert-butylphenol.

5. The process of claim 1 , wherein the aldehyde is formaldehyde.

6. The process of claim 1 , wherein the alkylphenol composition includes para-tert-butyl phenol and para-tert-octylphenol.

7. The process of claim 1 , wherein the alkylphenol composition comprises para-tert-butylphenol, para-tert-octylphenol, phenol, di-tert-octylphenol, and optionally ortho-tert-octylphenol and tri-tert-octylphenol.

8. The process of claim 1 , wherein the alkylphenol composition comprises para-tert-butylphenol, phenol, di-tert-butylphenol, optionally tri-tert-butylphenol and ortho-tert-butylphenol, para-tert-octylphenol, di-tert-octylphenol, and optionally ortho-tert-octylphenol and tri-tert-octylphenol.

9. The process of claim 1 , further comprising the step of reacting the alkylphenol-aldehyde resin with an amine, forming an amine-modified alkylphenol-aldehyde resin.

10. The process of claim 9 , further comprising the step of reacting the amine-modified alkylphenol-aldehyde resin with an epoxide or a chemical reagent for stabilizing the amine moiety in the alkylphenol-aldehyde resin.

11. The process of claim 9 , further comprising the step of reacting the amine-modified alkylphenol-aldehyde resin with a salicylic acid.

12. The process of claim 11 , wherein the amine is morpholine.

Assignees

• Si Group Inc

Inventors

• Banach Timothy Edward
• Whitney John Morgan
• Hiscock Jeffrey M
• Makenzie Todd Scott
• Barbiero Gennaro

Classifications

• C08L61/14

  Modified phenol-aldehyde condensates · CPC title

• C08L21/00

  Compositions of unspecified rubbers · CPC title

• C08G8/24

  with mixtures of two or more phenols which are not covered by only one of the groups C08G8/10 - C08G8/20 · CPC title

• C08G8/12 Primary

  with monohydric phenols having only one hydrocarbon substituent ortho on para to the OH group, e.g. p-tert.-butyl phenol · CPC title

• C08L61/06

  of aldehydes with phenols · CPC title