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Urethane-compatible polyester adhesion promoters

a technology of adhesion promoter and polyester, which is applied in the field of adhesion promoter compounds, can solve the problems of difficulty in the printing process or inadvertent removal of printed ink films, undesirable yellow color of ink, and inability to achieve the desired effect of ink color,

Inactive Publication Date: 2019-09-19
SUN CHEM CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a hydroxyl-functional polyester resin and a hydroxyl- and carboxy-functional polyester resin. These resins can be produced by a reaction of dibasic organic acids, one or more organic compounds with multiple functional groups, and one or more polyols. The resins have certain properties, such as a specific hydroxyl value, acid value, and Tg. The resins can be used in various applications, such as in the production of polyester films and fibers. The invention also provides a method for producing these resins and a composition comprising the resins.

Problems solved by technology

Failure of adhesion leads to difficulties in the printing process or inadvertent removal of the printed ink film.
While providing good adhesion between the ink and substrate, simple titanium compounds such as titanium alkoxides have tended to impart undesirable yellow color to the ink.
In some applications, however, the addition of alcohol to the solvent is either undesirable (when VOC levels must remain low) or impractical due to incompatibility with solvents or polymers in the formulation.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

examples

[0080]The following examples illustrate specific aspects of the present invention and are not intended to limit the scope thereof in any respect and should not be so construed.

General Synthetic Methods:

[0081]The reactor was thoroughly purged and cleaned, and components (A), (B), and (C) (as described below) were added. The reactor was then purged with nitrogen and the temperature was increased to about 170° C. over 1 to 2 hours. The temperature was slowly increased to about 180 to 220° C. The reaction was continued at that temperature until the acid value was below 10. Component (E) was slowly added over 10-15 minutes while bubbling nitrogen through the batch, as the mixture was cooled to about 150° C. Then component (F) as added to yield the final product.

polymer synthesis examples

[0082]A novel hydroxyl functional polyester (Example 1) and a novel hydroxyl / carboxyl functional polyester (Example 2) were synthesized as follows:

example 1

ased Hydroxyl Functional Polyester Formula

[0083]

Material%ATrimethylol Propane25.7%B1,4 Butanediol12.3%CTetrahydrophthalic Anhydride36.8%DWater-decanted from condensation polymerization−4.8%En-Propyl Acetate6.0%Fn-Propanol24.0%Total100.0

[0084]After the reactor was thoroughly purged and cleaned, components (A), (B), and (C) were added. The reactor was purged with nitrogen and the temperature was increased to 185° C. over 2 hours. The temperature was slowly increased to 220° C. The reaction was continued at that temperature until the acid value was 6. Component (E) was slowly added over 15 minutes while bubbling nitrogen through the batch, as the mixture was cooled to 150° C. Then component (F) was added to yield the final product.

Solids=70.05%

Tg=−5.42° C.

[0085]Hydroxyl value=290

Mw=4,555

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Abstract

The present invention concerns polyester resins of General Formula I (HO—[R1R2C(CH2—)]a[—OCOCxHyCO2—]b[—CpHzO—]c—H) or General Formula II (HO—[R1R2C(CH2—)2]a[—OCOCxHyCO2—]b[—CH2CR3(CO2H)CH2O]d—H), wherein R1, R2, a, b, c, d, x, y, p, and z are as defined herein, for use in inks and coating compositions. The polyester resins of the present invention are particularly, but not exclusively, suitable to enhance the adhesion between a printing ink or coating composition and a substrate, especially a plastic substrate, to which it is applied. The polyester adhesion promoters of the invention are compatible with urethane-based inks and coating compositions.

Description

[0001]This application claims priority to U.S. Provisional Application Nos. 61 / 930,051 and 62 / 016,135, filed 22 Jan. 2014 and 24 Jun. 2014 respectively, each of which is incorporated herein in its entirety.FIELD OF THE INVENTION[0002]The present invention concerns adhesion promoting compounds for use in inks and coating compositions, in particular, but not exclusively, to enhance the adhesion between a printing ink or coating composition and a substrate, especially a plastic substrate, to which it is applied.BACKGROUND[0003]Adhesion promoting compounds are used in commercial ink formulations in order to enhance the adhesion between the ink and the substrate onto which it is printed. Failure of adhesion leads to difficulties in the printing process or inadvertent removal of the printed ink film. Printing of plastics food packaging is widespread and it is particularly important in such applications that the printed ink remains on the packaging and that parts of the ink composition do ...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08G63/199C08G63/78C09D11/104C08G63/52C08G63/54
CPCC08G63/52C08G63/78C08G63/54C08G63/199C09D11/104C08G18/4263C08G18/4241
Inventor ARCURIO, RALPHCHUDOLIJ, ALEXKRISHNAN, RAMASAMYSCHNEIDER, MARKHUNT, PAULSMALES, PAUL
Owner SUN CHEM CORP