IP Library Granted Patent US 10,214,628
Granted Patent B2
US 10,214,628 · App. 14/771,347 · Granted Feb 26, 2019

Plasticizer blends and plastisol compositions comprised thereof

Inventors: William D. Arendt (Libertyville, IL); Emily McBride (Kalama, WA); Rebecca Hanes (Woodland, WA)
Assignee: Emerald Kalama Chemical, LLC
C08K5/103C08J3/18C08K5/101C08J2300/00C08K2201/014
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Quick Facts
Patent No.
US 10,214,628
App. No.
14/771,347
Granted
Feb 26, 2019
Kind
B2
Abstract

A novel plasticizer blend(s) useful for plastisol compositions, including organisols, having good solvating properties, good viscosity profiles and compatibility with other plasticizers and solvents traditionally used in plastisols, comprising benzoate ester plasticizer(s) and a compatibilizing plasticizer component. Methods for preparing a plastisol having low viscosity and good rheology characteristics and for rendering a benzoate ester plasticizer, or blends thereof, compatible with organic solvents traditionally used in plastisols, by incorporating the novel plasticizer blend(s), which do not require adjusting the solubility parameters of the solvents to accommodate the plasticizer, are disclosed.

Claims (27)

1. A plastisol composition comprising:

a) a polymer;

b) an organic solvent as a diluent to reduce viscosity wherein the organic solvent is a mineral spirit, cycloaliphatic or other petroleum distillate, detergent alkylate or isoparaffin; and,

c) a plasticizer blend comprising a dibenzoate plasticizer as the primary plasticizer mixed in combination with a compatibilizing component consisting of dioctyl succinate, 1,2-propylene glycol dibenzoate or 3-phenyl propyl benzoate, present in the plastisol in an amount of about 30 to about 120 phr total plasticizer content,

wherein 1,2-propylene glycol dibenzoate is not used as a compatibilizing component when it comprises a part of the primary plasticizer.

2. The plastisol composition of claim 1 , where the primary dibenzoate plasticizer is selected from the group consisting of diethylene glycol dibenzoate, dipropylene glycol dibenzoate, 1,2-propylene glycol dibenzoate and mixtures thereof.

3. A method of achieving compatibility between a mixture of a primary dibenzoate plasticizer and an organic solvent in a plastisol, comprising: adding a compatibilizing plasticizer component to the primary dibenzoate plasticizer prior to mixing with the organic solvent, wherein the dibenzoate plasticizer is selected from the group consisting of diethylene glycol dibenzoate, dipropylene glycol dibenzoate, 1,2-propylene glycol dibenzoate and mixtures thereof, and wherein the compatibilizing plasticizer component is dioctyl succinate, 3-phenyl propyl benzoate or 1,2-propylene glycol dibenzoate or mixtures thereof, provided that 1,2-propylene glycol dibenzoate is not used as a compatibilizing component when it comprises a part of the primary plasticizer,

wherein the compatibilizing plasticizer component and primary dibenzoate plasticizer, combined, are present in the plastisol in an amount of about 30 to about 120 phr total plasticizer content, and

wherein the organic solvent is a mineral spirit, cycloaliphatic or other petroleum distillate, detergent alkylate or isoparaffin.

4. A method of achieving compatibility between a mixture of a primary dibenzoate plasticizer and an organic solvent in a plastisol, comprising: adding a compatibilizing plasticizer component to the primary dibenzoate plasticizer/organic solvent mixture, wherein the dibenzoate plasticizer is selected from the group consisting of diethylene glycol dibenzoate, dipropylene glycol dibenzoate, 1,2-propylene glycol dibenzoate and mixtures thereof, and wherein the compatibilizing plasticizer component is dioctyl succinate, 3-phenyl propyl benzoate, 1,2-propylene glycol dibenzoate or mixtures thereof, provided that 1,2-propylene glycol dibenzoate is not used as a compatibilizing component when it comprises a part of the primary plasticizer,

wherein the compatibilizing plasticizer component and primary dibenzoate plasticizer, combined, are present in the plastisol in an amount of about 30 to about 120 phr total plasticizer content, and

wherein the organic solvent is a mineral spirit, cycloaliphatic or other petroleum distillate, detergent alkylate or isoparaffin.

5. A method for preparing a plastisol having low viscosity comprising:

adding a plasticizer blend to an organic solvent and dispersing a polymer therein,

wherein the plasticizer blend consists essentially of:

a) a dibenzoate ester plasticizer as a primary plasticizer selected from the group consisting of diethylene glycol dibenzoate, dipropylene glycol dibenzoate, or 1,2-propylene glycol dibenzoate, and mixtures thereof; and

b) a compatibilizing plasticizer component selected from the group consisting of dioctyl succinate, 3-phenyl propyl benzoate, 1,2-propylene glycol dibenzoate, and mixtures thereof, provided that 1,2-propylene glycol dibenzoate is not used as a compatibilizing plasticizer component when it comprises a part of the primary plasticizer,

wherein the plasticizer blend is present in the plastisol in an amount of about 30 to about 120 phr total plasticizer content, and

wherein the organic solvent is a mineral spirit, cycloaliphatic or other petroleum distillate, detergent alkylate or isoparaffin.

6. A plasticizer blend comprising:

a) a dibenzoate plasticizer diblend comprising a 4:1 ratio of diethylene glycol dibenzoate to dipropylene glycol dibenzoate, as a primary plasticizer; and

b) a compatibilizing plasticizer component that is dioctyl succinate,

wherein the ratio of the diblend to the dioctyl succinate is 4:1.

7. A plasticizer blend comprising:

a) a dibenzoate plasticizer diblend comprising a 4:1 ratio of diethylene glycol dibenzoate to dipropylene glycol dibenzoate, as a primary plasticizer; and

b) a compatibilizing plasticizer component that is 1, 2-propylene glycol dibenzoate,

wherein the ratio of the diblend to the 1, 2-propylene glycol dibenzoate is 3:7.

Assignments (3)
RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT R/F 053495/0016 Recorded Aug 3, 2021
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: EMERALD KALAMA CHEMICAL, LLC
Reel/Frame 057177/0982 →
SECURITY INTEREST Recorded Aug 14, 2020
From: KALAMA CHEMICAL, LLC
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 053495/0016 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 28, 2015
From: ARENDT, WILLIAM D; MCBRIDE, EMILY; HANES, REBECCA
To: EMERALD KALAMA CHEMICAL, LLC
Reel/Frame 036448/0748 →
Continuity (2)
Provisional Application 61788555 · Mar 15, 2013
Related Publication 20160017119A1 · Jan 21, 2016