In-situ alkylphenol-aldehyde resins

Patent metadata

Field	Value
Publication number	US-11155667-B2
Application number	US-202016842221-A
Country	US
Kind code	B2
Filing date	Apr 7, 2020
Priority date	Oct 17, 2013
Publication date	Oct 26, 2021
Grant date	Oct 26, 2021

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 an alkylphenol composition comprising:
a butylphenol composition comprising one or more butylphenol compounds, each compound having one or more butyl substituents; and an octylphenol composition comprising one or more octylphenol compounds, each compound having one or more octyl substituents, wherein at least one of the butylphenol composition and the octylphenol composition is a raw alkylphenol composition; and
about 5 wt % to about 10 wt % phenol; and

reacting, without pre-purifying the raw alkylphenol composition, the alkylphenol composition directly with one or more aldehydes to form an in-situ alkylphenol-aldehyde resin.

2. The in-situ process of claim 1 , wherein the alkylphenol-aldehyde resin is a novolak type resin.

3. The in-situ process of claim 1 , wherein the alkylphenol-aldehyde resin is a resole type resin.

4. The in-situ process of claim 1 , wherein the alkylphenol-aldehyde resin further comprises alkylphenol-aldehyde resins prepared from pure alkylphenol.

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

6. The in-situ process of claim 1 , wherein the alkylphenol composition comprises about 6% to about 8 wt % phenol.

7. The in-situ process of claim 1 , 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.

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

9. The in-situ process of claim 1 , wherein the octylphenol composition comprises para-tert-octylphenol, di-tert-octylphenol, and optionally ortho-tert-octylphenol and tri-tert-octylphenol.

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

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

12. The in-situ process of claim 11 , 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.

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

14. The in-situ process of claim 11 , wherein the amine is morpholine.

15. The in-situ process of claim 1 , wherein the butylphenol composition is a raw alkylphenol composition, and the octylphenol composition is a raw alkylphenol composition.

16. The in-situ process of claim 15 , wherein the ratio of the raw butylphenol composition to the raw octylphenol composition ranges from about 90:10 to about 10:90.

17. The in-situ process of claim 16 , wherein the ratio of the raw butylphenol composition to the raw octylphenol composition ranges from about 75:25 to about 25:75.

18. The in-situ process of claim 17 , wherein the ratio of the raw butylphenol composition to the raw octylphenol composition ranges from about 60:40 to about 40:60.

Assignees

• Si Group Inc

Inventors

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

Classifications

• C08L7/00

  Compositions of natural rubber · CPC title

• C08L21/00

  Compositions of unspecified rubbers · CPC title

• C08L61/06

  of aldehydes with phenols · 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

• 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