Alkyd polymer compositions and product formulations formed therefrom

Patent metadata

Field	Value
Publication number	US-11814477-B2
Application number	US-201716331168-A
Country	US
Kind code	B2
Filing date	Aug 25, 2017
Priority date	Sep 7, 2016
Publication date	Nov 14, 2023
Grant date	Nov 14, 2023

Abstract

An alkyd polymer composition for use in low volatile organic compound (VOC) containing products that exhibits a Gardner-Holdt viscosity with 30 weight % mineral spirits at 25° C. that is less than or equal to Z4, a thy-hard time of less than 10 hours when tested with metal driers according to ASTM D 1640-03, and a clear appearance. The alkyd polymer composition includes, as polymerized units an alkyd polymer of one or more fatty acids; a sugar alcohol having at least 6 carbon atoms; a polyol with four or more hydroxyl functional groups; and an aromatic polyacid with two carboxylic acid groups located in a meta-position relative to one another. The alkyd polymer composition includes at least one aliphatic oxide ring having one or more peaks located between 75 to 90 ppm as measured using C 13 Nuclear Magnetic Resonance (NMR) spectroscopy.

First claim

What is claimed is:

1. An alkyd polymer consisting of, as polymerized units:
15 to 75 wt. % of one or more fatty acids selected from the group consisting of dehydrated castor oil fatty acid, soybean oil fatty acid, tall oil fatty acid, sunflower fatty acid, coconut fatty acid, castor oil fatty acid, linseed oil fatty acid, tung oil fatty acid, safflower fatty acid, lineloic acid, and mixtures thereof;
5 to 35 wt. % of a sugar alcohol having at least 6 carbon atoms, wherein the sugar alcohol is one or more selected from the group consisting of fucitol, galactitol, iditol, inositol, mannitol, sorbitol, and a combination thereof;
2 to 10 wt. % of a polyol with four or more hydroxyl functional groups selected from the group consisting of pentaerythitrol, dipentaerythritol, and mixtures thereof;
a monocarboxylic acid; and
5 to 25 wt. % of one or more aromatic polyacid with at least two carboxylic acid groups located in a meta-position relative to one another selected from the group consisting of isophthalic acid, trimellitic anhydride, trimellitic acid, 5-(sodiosulfo)-isophthalic acid, pyromellitic dianhydride, and a mixture thereof;
optionally further including as part of the polymerized units, one or more acrylic polymers, vinyl polymers, or mixtures thereof, obtained by radical polymerization of ethylenically unsaturated (meth)acrylate or vinyl monomers in the presence of the alkyd polymer and a radical initiator;
wherein the alkyd polymer comprises at least one aliphatic oxide ring having one or more peaks located between 75 to 90 ppm measured using C 13 Nuclear Magnetic Resonance (NMR) spectroscopy; and
wherein the alkyd polymer has a Gardner-Holdt viscosity with 30 weight % mineral spirits at 25° C. that is less than or equal to Z4, a dry-hard time of less than 10 hours when tested with metal driers according to ASTM D 1640 -03, and a clear appearance that transmits 20% or more of impinging visible light having a wavelength of 540 nm.

2. The alkyd polymer according to claim 1 , wherein the dry-hard time is less than 4 hours.

3. The alkyd polymer according to claim 1 , wherein the fatty acid is dehydrated castor oil fatty acid, soybean oil fatty acid, or a mixture thereof.

4. The alkyd polymer according to claim 1 , wherein the polyol with four or more hydroxyl functional groups is pentaerythitrol.

5. The alkyd polymer according to claim 1 , wherein the aromatic polyacid with at least two carboxylic acid groups located in the meta-position relative to one another is isophthalic acid.

6. The alkyd polymer according to claim 1 , wherein the alkyd polymer has a number average molecular weight between 500 and 100,000 Daltons.

7. The alkyd polymer according to claim 1 , wherein the Gardner-Holdt viscosity with 30 weight % mineral spirits at 25° C. is greater than or equal to Z2.

8. The alkyd polymer according to claim 1 , wherein the alkyd polymer is diluted with an organic carrier selected from the group consisting of a drying oil, an organic solvent, a varnish, a lacquer, a resin solution, an enamel, and an oil-based paint.

9. The alkyd polymer according to claim 8 , wherein the organic solvent is selected from the group consisting of mineral spirits, naphtha, methyl amyl ketone, xylene, toluene, methyl isobutyl ketone, ethyl acetate, diethylene glycol monobutyl ether acetate, ethylene glycol monobutyl ether acetate, dipropylene glycol monobutyl ether acetate, propylene glycol monobutyl ether acetate, ethylene glycol monobutyl ether, isobutyl acetate, n-propyl acetate, ethylene glycol monopropyl ether, ethyl 3-ethoxypropionate, n-butyl propionate, dipropylene glycol monobutyl ether, triethylene glycol monobutyl ether, methyl isoamyl ketone, oxo-hexyl acetate, tripropylene glycol monomethyl ether, aromatic hydrocarbon, propylene glycol phenyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether acetate, isophorone, methyl propyl ketone, n-butyl acetate, propylene glycol monomethyl ether, para-chlorobenzotrifluoride, acetone, dimethyl carbonate, t-butylacetate and a mixture thereof.

10. A coating, a paint, an adhesive, a sealant, or an ink comprising the alkyd polymer according to claim 1 .

11. The coating, paint, adhesive, sealant, or ink according to claim 10 , further comprising one or more additives selected from the group of additional polymers, pigments, colorants, fillers, dispersants surfactants, plasticizers, defoamers, thickeners, biocides, solvents-, rheology modifiers, wetting agents, spreading agents, leveling agents, conductive additives, adhesion promoters, anti-blocking agents, anti-cratering agents, anti-crawling agents-, corrosion inhibitors, thermal insulating fillers, anti-static agents, flame retardants, optical brighteners, UV absorbers, light stabilizers, chelating agents, crosslinking agents, flattening agents, flocculants, humectants, insecticides, lubricants, odorants, oils, waxes anti-slip aids, soil repellants, or stain resistant agents.

12. The coating, paint, adhesive, sealant, or ink according to claim 10 , selected from a metal coating, a rail car coating, an agricultural machinery coating, an automobile parts coating, a log cabin coating, a wood stain, a porch stain, a deck stain, a traffic paint, a kitchen cabinetry coating, an automobile refinish, a lawn equipment coating, a garden equipment coating, a bus top coating, a truck top coating, a metal primer, a furniture coating, a stain blocking coating, a appliance coating, or a dumpster coating.

13. The alkyd polymer of claim 1 wherein the product formulation exhibits a Gardner-Holt viscosity at 25° C. that ranges from about Z2 to Z4 and a dry-hard time of less than 4 hours when tested according to ASTM D1640-03.

14. The alkyd polymer of claim 1 wherein the fatty acid is dehydrated castor oil fatty acid, soybean oil fatty acid, or a mixture there; the polyol with four or more hydroxyl functional groups is pentaerythitrol; the aromatic polyacid with at least two carboxylic acid groups located in the meta-position relative to one another is isophthalic acid; and the sugar alcohol is sorbitol.

Assignees

• Arkema Inc

Inventors

• Kim Kyu-Jun

Classifications

• C08G63/672 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08G81/027

  containing polyester or polycarbonate sequences · CPC title

• C09D11/105

  Alkyd resins · CPC title

• C09D11/30

  Inkjet printing inks · CPC title

• C09D15/00

  Woodstains · CPC title