IP Library Granted Patent US 9,303,195
Granted Patent B2
US 9,303,195 · App. 14/468,482 · Granted Apr 5, 2016

Aliphatically modified rosin resin and tackified adhesive

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Quick Facts
Patent No.
US 9,303,195
App. No.
14/468,482
Granted
Apr 5, 2016
Kind
B2
Abstract

Aliphatically modified rosin resins are prepared by reacting rosin esters with aliphatic monomers. These aliphatically modified rosin resins are compatible with metallocene catalyzed polyolefins and other aliphatic base polymers and are used as tackifiers in combination with metallocene catalyzed polyolefins and other aliphatic base polymers to form adhesive compositions for hot melt and pressure sensitive applications.

Claims (24)

1. A method of producing an aliphatically modified rosin resin comprising the steps of:

esterifying a rosin by reaction with a polyol to produce a rosin polyol ester and

reacting said rosin polyol ester with a monomer material to produce said aliphatically modified rosin resin,

wherein said monomer material is selected from: C 6 to C 22 alpha-olefins; vinyl-terminated ether monomers; C 6 to C 22 alpha-beta unsaturated esters and acids; fumaric, maleic, or acrylic esters or diesters of C 4 to C 22 aliphatic chains or rings; and combinations thereof.

2. The method of claim 1 wherein said rosin is reacted with said polyol in step (a) in the presence of a catalyst effective for 4+2 additions and other electrophilic substitutions.

3. The method of claim 2 wherein said catalyst is bentonite clay (F-100).

4. The method of claim 1 wherein said monomer material is a C 6 to C 22 alpha-olefin.

5. The method of claim 1 wherein said monomer material is 1-decene.

6. The method of claim 1 wherein said monomer material is a branched, cyclic, or straight chained C 6 to C 22 vinyl ether.

7. The method of claim 1 wherein said monomer material is ethyl vinyl ether, isobutyl vinyl ether, n-butyl vinyl ether, tert-butyl vinyl ether, cyclohexyl vinyl ether, dodecyl vinyl ether, octadecyl vinyl ether, or 2-ethyl hexyl vinyl ether.

8. An aliphatically modified rosin resin produced by the method of claim 1 .

9. An aliphatically modified rosin resin produced by the method of claim 2 .

10. An aliphatically modified rosin resin produced by the method of claim 3 .

11. An aliphatically modified rosin resin produced by the method of claim 4 .

12. An aliphatically modified rosin resin produced by the method of claim 5 .

13. An aliphatically modified rosin resin produced by the method of claim 6 .

14. An aliphatically modified rosin resin produced by the method of claim 7 .

15. A thermoplastic adhesive composition comprising an aliphatic base polymer material and an aliphatically modified rosin resin produced by (a) esterifying a rosin by reaction with a polyol to produce a rosin polyol ester and (b) reacting said rosin polyol ester with a monomer material to produce said aliphatically modified rosin resin, wherein said monomer material is selected from: C 6 to C 22 alpha-olefins; vinyl-terminated ether monomers; C 6 to C 22 alpha-beta unsaturated esters and acids; fumaric, maleic, or acrylic esters or diesters of C 4 to C 22 aliphatic chains or rings; and combinations thereof.

16. The thermoplastic adhesive composition of claim 15 wherein said aliphatic base polymer material comprises one or more metallocene catalyzed polyolefins, one or more amorphous poly alpha olefins, atactic polypropylene, one or more polyethylene resins, one or more hydrogenated rubber polymers, or a combination thereof.

17. The thermoplastic adhesive composition of claim 16 wherein said aliphatic base polymer material is present in said thermoplastic adhesive composition in an amount of from about 40 to about 80 parts by weight and said aliphatically modified rosin resin is present in said thermoplastic adhesive composition in an amount of from about 20 to about 60 parts by weight.

18. A thermoplastic adhesive composition comprising a metallocene catalyzed polyolefin and an aliphatically modified rosin resin produced by (a) esterifying a rosin by reaction with glycerin to produce a rosin glycerin ester and (b) reacting said rosin glycerin ester with 1-decene.

19. The thermoplastic adhesive composition of claim 18 wherein said rosin is reacted with said glycerin in the presence of a catalyst.

20. The thermoplastic adhesive composition of claim 18 wherein said aliphatically modified rosin resin is a vacuum stripped rosin resin.

21. The thermoplastic adhesive composition of claim 18 wherein said metallocene catalyzed polyolefin is present in said thermoplastic adhesive composition in an amount of from about 40 to about 80 parts by weight and said aliphatically modified rosin resin is present in said thermoplastic adhesive composition in an amount of from about 20 to about 60 parts by weight.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 29, 2026
From: INGEVITY SOUTH CAROLINA, LLC
To: MAINSTREAM PINE PRODUCTS, LLC
Reel/Frame 073626/0470 →
NOTICE OF SUCCESSION OF AGENCY Recorded Nov 23, 2020
From: WELLS FARGO BANK, N.A.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 054501/0049 →
SECURITY AGREEMENT Recorded May 12, 2016
From: INGEVITY CORPORATION; INGEVITY SOUTH CAROLINA, LLC; INVIA PAVEMENT TECHNOLOGIES, LLC
To: WELLS FARGO BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 038693/0358 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2015
From: MEADWESTVACO CORPORATION
To: INGEVITY SOUTH CAROLINA, LLC
Reel/Frame 036466/0100 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2014
From: NEUMANN, BRETT A.; FITZGERALD, RUSS N.; WIDDERS, JOHN C.
To: MEADWESTVACO CORPORATION
Reel/Frame 033786/0119 →