IP Library Granted Patent US 7,772,345
Granted Patent B2
US 7,772,345 · App. 11/355,178 · Granted Aug 10, 2010

Modified novolak resin for use as tackifier

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Quick Facts
Patent No.
US 7,772,345
App. No.
11/355,178
Granted
Aug 10, 2010
Kind
B2
Abstract

The invention is related to a hydrocarbylphenol-formaldehyde linear novolak resin modified with a vinyl monomer. A modified, hydrocarbylphenol-formaldehyde linear novolak resin of the invention is prepared by reacting a hydrocarbyl phenol-formaldehyde linear novolak resin with a vinyl monomer in the presence of an acid catalyst. The invention also relates to a rubber compositions with improved tack comprising a rubber or mixture of rubbers, and the modified, hydrocarbylphenol-formaldehyde linear novolak resin.

Claims (21)

1. A modified, hydrocarbylphenol-formaldehyde linear novolak resin prepared by reacting hydrocarbylphenol-formaldehyde linear novolak resin with about 1 to about 25 weight percent of a vinyl monomer in the presence of an acid catalyst, wherein the hydrocarbylphenol-formaldehyde resin is prepared from a hydrocarbylphenol having one hydroxyl group and one hydrocarbyl substituent, the hydrocarbyl substituent being in either the ortho position or the para position, relative to the hydroxyl group of the hydrocarbylphenol.

2. The modified, hydrocarbylphenol-formaldehyde linear novolak resin of claim 1 , wherein the hydrocarbyl group is selected from the group consisting of a C 1 -C 60 hydrocarbyl group.

3. The modified, hydrocarbylphenol-formaldehyde linear novolak resin of claim 2 , wherein the hydrocarbyl group is a t-butyl or t-octyl group.

4. The modified, hydrocarbylphenol-formaldehyde linear novolak resin of claim 1 , wherein the vinyl monomer is selected from the group consisting of a styrenic monomer, an olefin, a (meth)acrylic monomer, a (meth)acrylate monomer, a vinylpyridine and mixtures thereof.

5. The modified, hydrocarbylphenol-formaldehyde linear novolak resin of claim 4 , wherein the vinyl monomer is a styrenic monomer selected from the group consisting of styrene, alpha-methylstyrene, chlorostyrene, N,N-dimethylaminostyrene, aminostyrene, hydroxystyrene, t-butylstyrene, carboxystyrene, divinylbenzene, vinylnaphthalene and mixtures thereof.

6. A rubber composition having improved tack comprising

a rubber or mixtures of rubbers, and

0.5 to 7 phr of the modified, hydrocarbylphenol-formaldehyde linear novolak resin of claim 1 .

7. The rubber composition of claim 6 , wherein the hydrocarbyl group of hydrocarbylphenol-formaldehyde linear novolak resin is a C 1 -C 60 hydrocarbyl group.

8. The rubber composition of claim 6 , wherein the hydrocarbyl group of hydrocarbylphenol-formaldehyde linear novolak resin is a t-butyl or t-octyl group.

9. The rubber composition of claim 6 , wherein the vinyl monomer is selected from the group consisting of a styrenic monomer, an olefin, a (meth)acrylic monomer, a (meth)acrylate monomer, a vinylpyridine and mixtures thereof.

10. The rubber composition of claim 9 , wherein the vinyl monomer is a styrenic monomer selected from the group consisting of styrene, alpha-methylstyrene, chlorostyrene, N,N-dimethylaminostyrene, aminostyrene, hydroxystyrene, t-butylstyrene, carboxystyrene, divinylbenzene, vinylnaphthalene and mixtures thereof.

11. A process for preparing a modified, hydrocarbylphenol-formaldehyde linear novolak resin having improved tack, comprising the steps of:

reacting a hydrocarbylphenol with formaldehyde to form a hydrocarbylphenol-formaldehyde linear novolak resin, wherein the hydrocarbylphenol has a hydrocarbyl substituent in either the ortho position or the para position, relative to the hydroxyl group of the hydrocarbylphenol, and

reacting the hydrocarbylphenol-formaldehyde linear novolak resin with about 1 to about 25 weight percent of a vinyl monomer in the presence of an acid catalyst.

12. The process of claim 11 further comprising the step of neutralizing the acid catalyst with a base after the completion of the reaction.

13. The process of claim 11 , wherein the hydrocarbyl group of the hydrocarbylphenol-formaldehyde linear novolak resin is a C 1 -C 60 hydrocarbyl group.

14. The process of claim 11 , wherein the hydrocarbyl group of hydrocarbylphenol-formaldehyde linear novolak resin is a t-butyl or t-octyl group.

15. The process of claim 11 , wherein the vinyl monomer is selected from the group consisting of a styrenic monomer, an olefin, a (meth)acrylic monomer, a (meth)acrylate monomer, a vinylpyridine and mixtures thereof.

16. The process of claim 15 , wherein the vinyl monomer is a styrenic monomer selected from the group consisting of styrene, alpha-methylstyrene, chlorostyrene, N,N-dimethylaminostyrene, aminostyrene, hydroxystyrene, t-butylstyrene, carboxystyrene, divinylbenzene, vinylnaphthalene and mixtures thereof.

17. The process of claim 11 , wherein hydrocarbylphenol has one hydroxyl group and one hydrocarbyl substituent.

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Dec 30, 2025
From: ALTER DOMUS (US) LLC, AS COLLATERAL AGENT
To: SI GROUP, INC.
Reel/Frame 074136/0039 →
ASSIGNMENT OF SECURITY INTEREST IN PATENTS [REEL 068968/FRAME 0001] Recorded Dec 24, 2024
From: JPMORGAN CHASE BANK, N.A.
To: ALTER DOMUS (US) LLC
Reel/Frame 069770/0736 →
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 Sep 19, 2024
From: SI GROUP, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 068968/0001 →
SECURITY INTEREST Recorded Sep 19, 2024
From: SI GROUP, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 068968/0024 →
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 →