IP Library Granted Patent US 7,488,784
Granted Patent B2
US 7,488,784 · App. 11/394,235 · Granted Feb 10, 2009

Novolac alkylphenol resin formed with fatty acid

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Quick Facts
Patent No.
US 7,488,784
App. No.
11/394,235
Granted
Feb 10, 2009
Kind
B2
Abstract

The invention relates to novolac alkylphenol resins having a low level of free alkylphenol, a method for the production thereof, and the use thereof as tackifying resins and reinforcing resins for rubbers. The resins may be used advantageously in the production of tires.

Claims (30)

1. A novolac alkylphenol resin comprising 2-20% by weight, based on the weight of the alkylphenol, of at least one saturated or unsaturated fatty acid, wherein the resin has a rate of residual alkylphenol of less than 2% and a softening point temperature between 85-105° C.

2. The resin of claim 1 , wherein the rate of residual alkylphenol is less than or equal to 1.5%.

3. The resin of claim 2 , wherein the rate of residual alkylphenol is less than or equal to 1%.

4. The resin of claim 1 , wherein the softening point temperature is between 95-105° C.

5. The resin of claim 1 , wherein the amount of fatty acid ranges from 5-10% by weight, based on the weight of the alkylphenol.

6. The resins of claim 1 , wherein the alkylphenols comprise phenols alkylated by a C 6 -C 10 hydrocarbon in the para position of the phenol group.

7. The resin of claim 6 , wherein the alkylphenol is para-tertiary octylphenol.

8. The resin of claim 1 , wherein up to 30% of the total mass of the phenols of the resin is selected from the group consisting of phenol, resorcinol, cardanol, dialkylphenols, xylenols 2,4-ditertiary octylphenol, 2,6-ditertiary octylphenol, and combinations thereof.

9. The resins of claim 1 , wherein the fatty acid is a saturated mono-carboxylic acid or a mono-olefinic acid having at least 8 carbon atoms.

10. The resin of claim 9 , wherein the fatty acid is a saturated fatty acids having 8 to 32 carbon atoms, or a synthetic or natural mixture of fatty acids obtained by saponification of vegetable oils or animal fats.

11. The resin of claim 10 , wherein the fatty acid is stearic acid.

12. A process for preparing a novolac alkylphenol resin, comprising:

(a) reacting an alkylphenol with an aldehyde to form a first resin, wherein the molar ratio of the alkylphenol:aldehyde is at least 0.9:1.0, and

(b) mixing the first resin with from 2-20% by weight, base on the weight of the alkylphenol, of at least one saturated or unsaturated fatty acid in a melted state,

to form a novolac alkylphenol resin, wherein the novolac alkylphenol resin has a residual alkylphenol of less than 2% and a softening point temperature between 85-105° C.

13. The method of claim 12 , wherein the rate of residual alkylphenol is less than or equal to 1.5%.

14. The method of claim 13 , wherein the rate of residual alkylphenol is less than or equal to 1%.

15. The method of claim 12 , wherein the softening point temperature is between 95-105° C.

16. The method of claim 12 , wherein the amount of fatty acid ranges from 5-10% by weight, based on the weight of the alkylphenol.

17. The process of claim 12 , wherein the aldehyde comprises formol.

18. A process for the preparing a novolac alkylphenol resin, comprising condensing an aldehyde and an alkylphenol in the presence of from 2-20% by weight based on the weight of the alkylphenol, of at least one saturated or unsaturated fatty acid at a temperature of less than or equal to 200° C., to form a novolac alkylphenol resin,

wherein the novolac alkylphenol resin has a residual alkylphenol of less than 2% and a softening point temperature between 85-105° C.

19. The method of claim 18 , wherein the rate of residual alkylphenol is less than or equal to 1.5%.

20. The method of claim 19 , wherein the rate of residual alkylphenol is less than or equal to 1%.

21. The method of claim 18 , wherein the softening point temperature is between 95-105° C.

22. The method of claim 18 , wherein the amount of fatty acid ranges from 5-10% by weight, based on the weight of the alkylphenol.

23. The process of claim 18 , wherein the aldehyde comprises formol.

24. The process of claim 18 , wherein the condensing temperature is less than or equal to 180° C.

25. The process of claim 24 , wherein the temperature is less than or equal to 160° C.

26. The process of claim 18 , wherein the process is conducted in a batch or continuous process.

Assignments (3)
RELEASE OF SECURITY INTEREST Recorded Nov 1, 2024
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: SI GROUP, INC.; ADDIVANT USA, LLC; SI GROUP USA (USAA), LLC (F/K/A ADDIVANT USA, LLC)
Reel/Frame 069290/0057 →
SECURITY INTEREST Recorded Nov 16, 2018
From: SI GROUP, INC.; ADDIVANT USA, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 048822/0965 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 27, 2006
From: JUHUE, DIDIER; SAGE, JEAN-MARC
To: SCHENECTADY INTERNATIONAL INC.
Reel/Frame 018551/0687 →