IP Library Granted Patent US 8,987,346
Granted Patent B2
US 8,987,346 · App. 14/228,163 · Granted Mar 24, 2015

High solids cross-linked ethylene propylene diene terpolymer latex

Inventors: Michael J. Molnar (Baton Rouge, LA); George A. Von Bodungen (Baton Rouge, LA); Subir Debnath (Baton Rouge, LA); Harold William Young, Jr. (Baton Rouge, LA); Zhiyong Zhu (Baton Rouge, LA)
Assignee: Lion Copolymer Geismar, LLC
C08K5/42C08K3/20C08K5/14C08K13/02C08L23/08C09D145/00C09D123/145C09J145/00C09J123/145
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Quick Facts
Patent No.
US 8,987,346
App. No.
14/228,163
Granted
Mar 24, 2015
Kind
B2
Abstract

A high solids cross-linked ethylene propylene diene terpolymer latex consisting of 15 weight percent to 88 weight percent ethylene propylene diene terpolymer with a molecular weight from 1300000 Mw to 5000 Mw, 10 weight percent to 70 weight percent of a water, 1 weight percent to 15 weight percent of a surfactant, and 0.3 weight percent to 1.76 weight percent of a curative.

Claims (26)

1. A cross-linked ethylene propylene diene terpolymer latex with a solids content from 30 weight percent to 60 weight percent based on the total weight of the cross-linked ethylene propylene diene terpolymer latex, the cross-linked ethylene propylene diene terpolymer latex comprising:

a. 15 weight percent to 88 weight percent of a premixed liquid ethylene propylene diene terpolymer component in 50 weight percent to 96 weight percent of a solvent, wherein the premixed liquid ethylene propylene diene terpolymer component has a molecular weight from 1300000 Mw to 5000 Mw, and consists of:

(i) 4 weight percent to 50 weight percent of random covalently linked monomers of ethylene and propylene having weight ratios from 40:60 to 85:15 of ethylene:propylene respectively; and

(ii) 0.25 weight percent to 15 weight percent of the polymer component is a non-conjugated diene;

b. 10 weight percent to 70 weight percent of a water, wherein the water is selected from the group consisting of: distilled water, deionized water, tap water, process water, and combinations thereof;

c. 1 weight percent to 30 weight percent of a surfactant; and

d. at least a portion of at least one of: a sulfur donative curative and a free radical generating curative, wherein the portion is within a weight percent from 0.3 weight percent to 1.76 weight percent of a total amount of curative used in the formulation, thereby forming a cross-linked ethylene propylene diene terpolymer miscible with acrylic, urethane, alkyd, and epoxy lattices; and

wherein upon heating the cross-linked ethylene propylene diene terpolymer, the cross-linked ethylene propylene diene terpolymer further cross-links and if the formulation has a cross-link density less than 50 percent when at least 99 percent of the water is removed from the cross-linked ethylene propylene diene terpolymer latex as determined by ASTM test D 3616 effective 2014, adding an additional portion of curative and heating a second time forming a dehydrated cross-linked ethylene propylene diene terpolymer latex which when applied to a substrate, the cross-linked ethylene propylene diene terpolymer latex exhibits: a glass transition temperature of −50 degrees Celsius to −40 degrees Celsius; an impact resistance as measured by a falling dart test that has less than a 50 percent failure at 20 inch-pound at an ambient temperature; a moisture barrier of less than 1.0 perm unit as determined by ASTM D 1735 effective 2014 preventing penetration of water to a substrate; and a color change of delta E of less than 5 as measured by the accelerated weathering tests ASTM G 154 and ASTM D 3632 both with effective dates of 2014.

2. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , further comprising from 1 weight percent to 10 weight percent of an anti-settling stabilizer.

3. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , further comprising from 0.1 weight percent to 0.2 weight percent of a biocide.

4. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , further comprising from 5 weight percent to 30 weight percent of a filler.

5. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , comprising from 0.1 weight percent to 20 weight percent of a pigment.

6. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , wherein the non-conjugated diene comprises at least one of: methylidene norbornene, dicyclopentadiene, ethylidene norbornene, and 1,4-hexadiene, vinyl norbornene.

7. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , wherein the solvent is at least one of: hexane, xylenes, naphtha, isopar, mineral spirits, toluene, and further wherein the solvent is used in conjunction with another hydrocarbon solvent capable of dissolving ethylene propylene diene terpolymer.

8. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , wherein the preset limit for the crosslink density is 30 percent of the terpolymer.

9. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , comprising 0.01 to 0.5 weight percent of a defoaming agent.

10. A coating consisting of the formulation of claim 1 for raincoats, tents, tarps, chemical plant roofs, chemical plant walls, storage tank exteriors, exteriors of transportation vehicles, and conveyor belts.

11. Disposable soft molded gloves for chemical resistant applications made from the formulation of claim 1 .

12. An adhesive made comprising 50 to 80 weight percent of the formulation of claim 1 .

13. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , wherein the surfactant is selected from the group consisting of: a tetra-octyl ammonium chloride, a sulfo-succinate, a carboxylate, a polyoxyethylene sorbate, cetyl ammonium chloride, a sodium alkyl benzyl sulfonate, a sodium lauryl sulfate, a potassium lauryl sulfate, an ammonium lauryl sulfate, a rosin acid, a tallow fatty acid, a polyethylene stearyl ether, a perfluoro butane sulfonic acid, an alkyl naphthalene sulfonate, or combinations thereof.

14. The cross-linked ethylene propylene diene terpolymer latex of claim 1 , wherein the sulfur donative curative if used and the free radical generating curative if used are each selected from the group consisting of: a peroxide, a hydroperoxide, a peroxy-carbonate, a thiuram, a thiazole, a dithiocarbamate, a xanthate, a sulfenamide, a sulfur, a phenolic resin, a benzothiazole, and combinations thereof.

15. The cross-linked ethylene propylene diene terpolymer latex of claim 2 , wherein the anti-settling stabilizer is selected from the group consisting of: a hydroxyethyl cellulose, a glycerin, a hydrophobically modified soluble acrylic emulsion, a polyether urea polyurethane, a polyester of glycerin and an isophthalic acid or a linoleic acid, and combinations thereof.

16. The cross-linked ethylene propylene diene terpolymer latex of claim 3 , wherein the biocide is selected from the group consisting of: a benzisothiazolinone, a 3,5-Dimethyl-2H-1,3,5-thiadiazinane-2-thione biocide, a 4,5 dichloro-2-n-octyl-isothazonline-3-one, or combinations thereof.

17. The cross-linked ethylene propylene diene terpolymer latex of claim 4 , wherein the filler is selected from the group consisting of: a silica, a talc, a starch, a carbon black, or combinations thereof.

18. The cross-linked ethylene propylene diene terpolymer latex of claim 5 , wherein the pigment is selected from the group consisting of: a dye, a carbon black, and a metal oxide.

19. The cross-linked ethylene propylene diene terpolymer latex of claim 9 , wherein the defoaming agent is selected from the group consisting of: a polydimethyl siloxane, a poly-dimethly siloxane with finely divided silica, a petroleum distillate based agent, or combinations thereof.

Assignments (3)
SECURITY INTEREST Recorded Oct 31, 2017
From: LION COPOLYMER HOLDINGS, LLC
To: CORTLAND CAPITAL MARKET SERVICES LLC, AS COLLATERAL AGENT
Reel/Frame 043996/0218 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Mar 25, 2016
From: LION COPOLYMER GEISMAR, LLC
To: BANK OF AMERICA, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 038253/0821 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2014
From: MOLNAR, MICHAEL J.; VON BODUNGEN, GEORGE A.; DEBNATH, SUBIR; YOUNG, HAROLD WILLIAM, JR.; ZHU, ZHIYONG
To: LION COPOLYMER GEISMAR, LLC
Reel/Frame 032546/0173 →
Continuity (4)
Provisional Application 61829961 · May 31, 2013
Provisional Application 61829971 · May 31, 2013
Provisional Application 61829975 · May 31, 2013
Related Publication 20140378574A1 · Dec 25, 2014