IP Library Granted Patent US 10,344,118
Granted Patent B2
US 10,344,118 · App. 15/547,930 · Granted Jul 9, 2019

Romp polymers having improved resistance to hydrocarbon fluids

Inventors: Daryl P. Allen (Pasadena, CA); Christopher J. Cruce (Poway, CA); James J. Danford (Murrieta, CA)
Assignee: MATERIA, INC.
C08G61/02C08G61/08C08K5/13C08K5/14C08G2261/11C08G2261/122C08G2261/135C08G2261/3325C08G2261/418C08G2261/598C08G2261/76
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Quick Facts
Patent No.
US 10,344,118
App. No.
15/547,930
Granted
Jul 9, 2019
Kind
B2
Abstract

The present invention relates to compositions comprising at least one cyclic olefin, at least one metal carbene olefin metathesis catalyst, and dicumyl peroxide. The present invention relates to a method of making ROMP polymers and articles of manufacture with improved resistance to hydrocarbon fluids. Particularly the invention relates to ROMP polymer compositions with improved resistance to hydrocarbon fluids. Such ROMP polymers and ROMP polymer compositions can be used in a variety of materials and composite applications.

Claims (12)

1. A ROMP composition having an improved resistance to hydrocarbon fluids determined by the gel swell, the ROMP composition comprising a resin composition and a catalyst composition, wherein the resin composition comprises dicumyl peroxide and a cyclic olefin composition formed by a mixture of dicyclopentadiene/tricyclopentadiene in % ratios of 65-60/35-40 or 80-75/20-25 or 95-93/5-7 or 99.83/0.17, and the catalyst composition comprises at least one metal carbene olefin metathesis catalyst; wherein, the ROMP composition exhibits a gel swell which is at least 10% lower than a comparable ROMP composition containing an equimolar amount of di-tert-butyl peroxide.

2. The ROMP composition according to claim 1 , wherein the resin composition further comprises at least one antioxidant.

3. The ROMP composition according to claim 1 , wherein the resin composition further comprises at least one impact modifier.

4. The ROMP composition according to claim 1 , wherein the resin composition further comprises at least one exogenous inhibitor.

5. The ROMP composition according to claim 1 , wherein the at least one cyclic olefin is a polycyclic olefin.

6. A method of making a ROMP composition having an improved resistance to hydrocarbon fluids determined by gel swell, the method comprising: providing a catalyst composition comprising at least one metal carbene olefin metathesis catalyst; providing a resin composition comprising a cyclic olefin composition and dicumyl peroxide, wherein the cyclic olefin composition is formed by a mixture of dicyclopentadiene/tricyclopentadiene in % ratios of 65-60/35-40 or 80-75/20-25 or 95-93/5-7 or 99.83/0.17; combining the catalyst composition and the resin composition to form a ROMP composition; and subjecting the ROMP composition to conditions effective to promote polymerization of the ROMP composition, wherein the ROMP composition exhibits a gel swell which is at least 10% lower than a comparable ROMP composition containing an equimolar amount of di-tert-butyl peroxide.

7. The method according to claim 6 , wherein the ROMP composition further comprises at least one antioxidant.

8. The method according to claim 6 , wherein the ROMP composition further comprises at least one impact modifier.

9. The method according to claim 6 , wherein the ROMP composition further comprises at least one exogenous inhibitor.

10. The method according to claim 6 , wherein the at least one cyclic olefin is a polycyclic olefin.

11. An article of manufacture made by the method of claim 6 .

12. An article of manufacture having an improved resistance to hydrocarbon fluids, determined by gel swell, the article of manufacture comprising a ROMP composition comprising a resin composition and a catalyst composition, wherein the resin composition comprises dicumyl peroxide and a cyclic olefin composition formed by a mixture of dicyclopentadiene/tricyclopentadiene in % ratios of 65-60/35-40 or 80-75/20-25 or 95-93/5-7 or 99.83/0.17, and the catalyst composition comprises at least one metal carbene olefin metathesis catalyst, wherein article of manufacture exhibits a gel swell which is at least 10% lower than a comparable article of manufacture comprising a ROMP composition comprising an equimolar amount of di-tert-butyl peroxide.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 15, 2025
From: MATERIA, INC.
To: EXXONMOBIL PRODUCT SOLUTIONS COMPANY
Reel/Frame 073085/0216 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 1, 2017
From: ALLEN, DARYL P.; CRUCE, CHRISTOPHER J.; DANFORD, JAMES J.
To: MATERIA, INC.
Reel/Frame 043155/0288 →
Continuity (2)
Provisional Application 62116389 · Feb 14, 2015
Related Publication 20180022863A1 · Jan 25, 2018
Cited By (1)
US 12,435,163