IP Library Granted Patent US 6,933,337
Granted Patent B2
US 6,933,337 · App. 10/393,214 · Granted Aug 23, 2005

Plastisol compositions comprising vinyl chloride polymers and mixtures of aromatic and aliphatic esters of diols as plasticizers

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Quick Facts
Patent No.
US 6,933,337
App. No.
10/393,214
Granted
Aug 23, 2005
Kind
B2
Abstract

Mixtures of esters produced by reacting a mixture of aromatic and aliphatic monocarboxylic acids with a diol containing from 2 to 12 carbon atoms are effective plasticizers for plastisols containing dispersion grade polymers of vinyl chloride. The freezing point of the present ester mixtures and their efficacy as plasticizers can be varied by adjusting the type and relative concentration of the aliphatic acid used to prepare the plasticizer. The ester mixtures can also be used as plasticizers for other organic polymers.

Claims (15)

1. A liquid plastisol comprising

A) particles of a dispersion grade polymer selected from the group consisting of homopolymers and copolymers of vinyl chloride, the particles having an average size of less than 10 microns;

B) from 10 to 100 weight percent, based on the weight of said polymer, of a plasticizer composition comprising

1) a diester corresponding to formula (I)

R 1 C(O)OR 2 O(C))CR 3 ;  I

2) a diester corresponding to formula (II)

R 1 C(O)OR 2 O(O)CR 1 ; and  II

3) a diester corresponding to formula (III)

R 3 C(O)OR 2 O(O)CR 3   III

wherein R 1 is at least one radical selected from the group consisting of phenyl and alkyl-substituted phenyl, R 2 is a divalent radical of the formula —R 4 (OR 4 )—, R 3 is an alkyl radical containing from 3 to 21 carbon atoms, R 4 is an alkyl radical containing m 2 to 4 carbon atoms, m represents 0 or the integer 1 or 2 and the molar ratio of R 1 to R 3 radicals is from 3:1 to 12:1, and

C) at least one monoester exhibiting a formula selected from the group consisting of R 1 C(O)OR 2 OH and R 3 C(O)OR 2 OH and said monoester constitutes up 5 weight percent of said plasticizer composition.

2. A plastisol according to claim 1 wherein R 1 is phenyl, m is 1 or 2 and R 3 contains from 8 to 16 carbon atoms.

3. A plastisol according to claim 2 wherein R 4 is ethyl or propyl and R 3 contains 11 carbon atoms.

4. A plastisol according to claim 1 wherein said plastisol additionally comprises at least one ester derived from a monohydric alcohol and a carboxylic acid a plasticizer for said polymer.

5. A plastisol according to claim 4 wherein said carboxylic acid is selected from the group consisting of benzoic acid, phthalic acid and adipic acid.

Assignments (4)
CHANGE OF NAME Recorded Apr 11, 2011
From: GENOVIQUE SPECIALTIES HOLDINGS CORPORATION
To: EASTMAN SPECIALTIES HOLDINGS CORPORATION
Reel/Frame 026151/0540 →
RELEASE OF SECURITY INTEREST Recorded May 7, 2010
From: FORTRESS VALUE RECOVERY FUND I LLC (F/K/A D.B. ZWIRN SPECIAL OPPORTUNITES FUND LLC, AS SUCCESSOR BY CONVERSION TO D.B. ZWIRN SPECIAL OPPORTUNITES FUND, L.P.)
To: VELSICOL CHEMICAL LLC (F/K/A VELSICOL CHEMICAL CORPORATION
Reel/Frame 024351/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2008
From: VELSICOL CHEMICAL CORPORATION
To: GENOVIQUE SPECIALTIES HOLDINGS CORPORATION
Reel/Frame 021794/0015 →
SECURITY AGREEMENT Recorded Sep 29, 2005
From: VELSICOL CHEMICAL CORPORATION
To: D.B. ZWIRN SPECIAL OPPORTUNITES FUND, L.P., AS AGENT
Reel/Frame 016610/0350 →