IP Library Granted Patent US 7,425,602
Granted Patent B2
US 7,425,602 · App. 10/992,234 · Granted Sep 16, 2008

Novolak resins and rubber compositions comprising the same

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Quick Facts
Patent No.
US 7,425,602
App. No.
10/992,234
Granted
Sep 16, 2008
Kind
B2
Abstract

The present invention relates to novolak resins prepared with, inter alia, one or more alkylphenols. The invention further relates to compositions comprising the novolak resins, such as vulcanizable rubber compositions, and to products obtained therewith.

Claims (47)

1. A novolak resin, wherein the resin comprises:

(a) 1-30 wt % alkylphenols;

(b) 5-20 wt % resorcinol;

(c) 45-98 wt % phenol; and

(d) one or more aldehydes;

wherein the weight percentages are based on the total weight of components (a), (b), and (c).

2. The novolak resin of claim 1 , wherein one or more of the alkyl groups in the alkylphenols is a C 4 -C 60 alkyl group.

3. The novolak resin of claim 2 , wherein one or more of the alkyl groups in the alkylphenols is a C 24 -C 28 alkyl group.

4. The novolak resin according to claim 1 , wherein one or more of the aldehydes is formaldehyde.

5. The novolak resin according to claim 1 , wherein the resin comprises:

(a) 5-20 wt % alkylphenols;

(b) 5-15 wt % of resorcinol;

(c) 65-90 wt % of phenol; and

(d) one or more aldehydes;

wherein the weight percentages are based on the total weight of components (a), (b), and (c).

6. The novolak resin according to claim 5 , wherein the resin comprises:

(a) 5-15 wt % alkylphenols;

(b) 5-15 wt % resorcinol;

(c) 70-90 wt % phenol; and

(d) formaldehyde;

wherein the weight percentages are based on the total weight of components (a), (b), and (c).

7. A composition comprising one or more rubber compounds and the novolak resin according to claim 1 .

8. The composition of claim 7 , wherein the weight ratio of said one or more rubber compounds to said novolak resin ranges from about 99:1 to about 9:1.

9. A product prepared at least in part by vulcanizing the composition according to claim 7 .

10. The product of claim 9 , wherein said product is selected from the group consisting of tires, hoses, power belts, conveyor belts, printing rolls, rubber shoe heels, rubber shoe soles, rubber wringers, automobile floor mats, mud flaps for trucks, ball mill liners, and weather strips.

11. The product of claim 9 , wherein said product is a wire belt skim coat.

12. A tire comprising a novolak resin, wherein the novolak resin comprises:

(a) 1-30 wt % alkylphenols;

(b) 5-20 wt % resorcinol;

(c) 45-98 wt % phenol; and

(d) one or more aldehydes;

wherein the weight percentages are based on the total weight of components (a), (b), and (c).

13. The tire of claim 12 , wherein one or more of the alkyl groups in the alkylphenols is a C 4 -C 60 alkyl group.

14. The tire of claim 12 , wherein one or more of the alkyl groups in the alkylphenol is a C 24 -C 28 alkyl group.

15. A process for preparing a rubber composition, comprising the steps of:

(a) mixing one or more oils with one or more novolak resins of claim 1 to produce a novolak-oil composition; and

(b) mixing said novolak-oil composition with one or more rubber compounds to produce a rubber composition.

16. The process according to claim 15 , wherein mixing said one or more oils with said one or more novolak resins is effected by melt blending.

17. The process according to claim 15 , wherein one or more of the oils is a naturally derived oil.

18. The process according to claim 15 , wherein one or more of the oils is a tall oil, a linseed oil, or a tung oil.

19. The process according to claim 15 , wherein the weight percentage of said one or more oils ranges from about 0.5 to about 20 wt %, based on the total weight of said novolak-oil composition.

20. The process according to claim 19 , wherein the weight percentage of said one or more oils ranges from about 2 to about 10 wt %.

21. The process according to claim 15 , wherein one or more of the alkyl groups in the alkylphenols is a C 8 -C 60 alkyl group.

22. The process according to claim 15 , wherein the weight ratio of said one or more rubber compounds to said novolak-oil composition ranges from about 99:1 to about 4:1.

23. The process according to claim 22 , wherein said ratio ranges from about 49:1 to about 9:1.

24. The process according to claim 15 , wherein one or more of the alkyl groups in the alkylphenols in the novolak resins is a C 4 -C 60 alkyl group.

25. The process according to claim 15 , wherein one or more of the alkyl groups in the alkylphenols in the novolak resins is a C 24 -C 28 alkyl group.

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 →