IP Library Granted Patent US 8,110,650
Granted Patent B2
US 8,110,650 · App. 13/185,816 · Granted Feb 7, 2012

Methods for making molding resins

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Quick Facts
Patent No.
US 8,110,650
App. No.
13/185,816
Granted
Feb 7, 2012
Kind
B2
Abstract

Methods of making unsaturated polyester compositions are provided and include reacting: (i) plant and animal oil triglycerides, an alkyl ester of a saturated or unsaturated fatty acid or mixtures thereof; (ii) a difunctional, or polyfunctional glycol or mixtures thereof; (iii) a difunctional or polyfunctional acid, their anhydrides or alkyl esters and mixtures thereof; (iv) a strained cycloolefin; (v) a component(s) that function as a compound capable of initiating polymerization at high temperature and which is stable at room temperature; and (vi) low profile additives, fillers and reinforcements.

Claims (21)

1. A method of making a molding resin, comprising the steps of:

(a) reacting a triglyceride with a strained cycloolefin to provide an unsaturated polyester

(b) forming a mixture by combining:

(i) said unsaturated polyester prepared in step (a);

(ii) a polyhydric alcohol; and

(iii) an acid or acid anhydride;

(c) heating said mixture to a temperature above room temperature to allow an esterification of the acid or anhydride with the polyhydric alcohols, while concurrently allowing a transesterification of said modified unsaturated polyester; and

(d) adding to the mixture a compound capable of initiating polymerization at high temperature and which is stable at room temperature to form the molding resin.

2. The method of claim 1 , wherein the mixture comprises 20 to 95 percent by weight of the unsaturated polyester of which 0.5 to 50 percent by weight is the component selected from the group consisting of plant triglycerides, animal triglycerides, alkyl esters of a saturated fatty acid, and alkyl esters of an unsaturated fatty acid.

3. The method of claim 2 , wherein the mixture comprises 20 to 50 percent by weight of said unsaturated polyester.

4. The method of claim 1 , wherein the triglyceride comprises a plant triglyceride.

5. The method of claim 4 , wherein the plant triglyceride comprises an oil selected from the group consisting of soy oil, corn oil, and rapeseed oil.

6. The method of claim 1 , wherein the mixture comprises 10 to 50 percent by weight of the polyhydric alcohol.

7. The method of claim 1 , wherein the mixture comprises 10 to 50 percent by weight of said acid or acid anhydride.

8. The method of claim 1 , wherein the mixture comprises 1 to 25 percent by weight of said strained cycloolefin.

9. The method of claim 8 , wherein the strained cycloolefin comprises dicyclopentadiene.

10. The method of claim 1 , wherein the compound capable of initiating polymerization at high temperature is a nitroxyl oxide.

11. The method of claim 1 , wherein said forming a mixture step further comprises combining a low profile agent.

12. The method of claim 1 , wherein said forming a mixture step further comprises combining one or more additives selected from the group consisting of: fiber reinforcers, antioxidants, solvents, polymerization inhibitors, chain transfer agents, fillers, thickening agents, flow agents, polymerization accelerators, lubricants, air release agents, wetting agents, UV stabilizers, compatibilizers, fire retardants, urethane reaction catalysts, moisture scavengers, and shrink-reducting additives.

13. The method of claim 1 , further comprising: diluting said molding resin in 20 to 60 percent by weight of a reactive monomer.

14. The method of claim 13 , wherein the reactive monomer comprises styrene.

Assignments (15)
MERGER Recorded Jan 28, 2025
From: REICHHOLD LLC 2
To: POLYNT COMPOSITES USA INC.
Reel/Frame 070029/0209 →
RELEASE OF SECURITY INTEREST Recorded Jul 3, 2022
From: U.S. BANK TRUSTEES LIMITED
To: REICHHOLD LLC 2
Reel/Frame 060394/0118 →
SECURITY INTEREST Recorded Mar 1, 2022
From: REICHHOLD LLC 2
To: BNY MELLON CORPORATE TRUSTEE SERVICES LIMITED, AS SECURITY AGENT
Reel/Frame 059133/0612 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2017
From: REICHHOLD LLC 2
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 042480/0046 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2017
From: REICHHOLD, INC.
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 042480/0067 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2017
From: REICHHOLD, INC.
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 042480/0025 →
RELEASE OF SECURITY INTEREST Recorded May 23, 2017
From: REICHHOLD LLC 2
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 042480/0040 →
SECURITY INTEREST Recorded May 17, 2017
From: REICHHOLD LLC 2
To: U.S. BANK TRUSTEES LIMITED
Reel/Frame 042415/0687 →
NOTICE OF SECURITY INTEREST IN PATENTS (SECOND LIEN) Recorded Apr 17, 2015
From: REICHHOLD LLC 2
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 035453/0507 →
NOTICE OF SECURITY INTEREST IN PATENTS (FIRST LIEN) Recorded Apr 17, 2015
From: REICHHOLD LLC 2
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 035453/0234 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 10, 2015
From: REICHHOLD, INC.
To: REICHHOLD LLC 2
Reel/Frame 035385/0017 →
SECURITY INTEREST Recorded Oct 14, 2014
From: REICHHOLD, INC.
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 033977/0776 →
SECURITY INTEREST Recorded Oct 14, 2014
From: REICHHOLD, INC.
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 033977/0756 →
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL/FRAME NO. 28154/0643 Recorded Oct 9, 2014
From: BANK OF AMERICA, N.A.
To: REICHHOLD, INC.
Reel/Frame 033949/0261 →
SECURITY AGREEMENT Recorded May 3, 2012
From: REICHHOLD, INC.
To: BANK OF AMERICA, N.A., AS AGENT
Reel/Frame 028154/0643 →