IP Library Granted Patent US 10,647,795
Granted Patent B2
US 10,647,795 · App. 16/002,743 · Granted May 12, 2020

Adhesive composition comprising amorphous propylene-ethylene copolymer and polyolefins

Inventors: Terri Roxanne Carvagno (Church Hill, TN); Susana Marques (Middelburg, NL); Ming Allison Yuan (Shanghai, CN); Da Yu Vincent Zhang (Shanghai, CN); Boon Hui Janice Ang (Singapore, SG); Marc Stacey Somers (Kilgore, TX); Raymond Prescott Cottle (Longview, TX); Bennett H. Novak (Longview, TX); Puthenkovilakom Rajesh Raja (Baytown, TX)
Assignee: Eastman Chemical Company
C08F210/06C08F4/6465C08F4/6543C08F10/06C08K5/01C08K5/134C08K11/00C08L23/10C08L53/02C08L53/025C09J11/06C09J123/08C09J123/10C09J123/14C08L2205/025
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Quick Facts
Patent No.
US 10,647,795
App. No.
16/002,743
Granted
May 12, 2020
Kind
B2
Abstract

Amorphous propylene-ethylene copolymers are described herein that can include high amounts of ethylene and exhibit desirable softening points and needle penetrations. The desirable combinations of softening points and needle penetrations in these propylene-ethylene copolymers allow them to have a broad operating window. Due their broad operating window, the propylene-ethylene copolymers can be utilized in a wide array of applications and products, including hot melt adhesives.

Claims (47)

1. An adhesive comprising at least one propylene-ethylene copolymer and at least one polyolefin, wherein said at least one propylene-ethylene copolymer comprises at least 10 weight percent of ethylene, a softening point of at least 99° C., and a glass transition temperature (Tg) in the range of −60 to 20° C.

2. The adhesive of claim 1 , wherein said at least one polyolefin is selected from the group consisting of amorphous polyolefins, semi-crystalline polyolefins, alpha-polyolefins, reactor-ready polyolefins, metallocene-catalyzed polyolefin polymers and elastomers, reactor-made thermoplastic polyolefin elastomers, olefin block copolymers, thermoplastic polyolefins, atactic polypropylene, polyethylenes, ethylene-propylene polymers, propylene-hexene polymers, ethylene-butene polymers, ethylene-octene polymers, propylene-butene polymers, propylene-octene polymers, metallocene-catalyzed polypropylene polymers, metallocene-catalyzed polyethylene polymers, propylene-based terpolymers including ethylene-propylene-butylene terpolymers, copolymers produced from propylene and linear or branched C4-C10alpha-olefin monomers, copolymers produced from ethylene and linear or branched C4-C10 alpha-olefin monomers, and functionalized polyolefins.

3. The adhesive of claim 1 , wherein said at least one propylene-ethylene copolymer comprises 12 to 40 weight percent of ethylene.

4. The adhesive of claim 1 , wherein said at least one propylene-ethylene copolymer comprises a softening point in the range of 105 to 145° C.

5. The adhesive of claim 1 , wherein said at least one propylene-ethylene copolymer comprises a needle penetration in the range of 8 to 75 dmm as measured according to ASTM D5.

6. The adhesive of claim 1 , wherein said at least one propylene-ethylene copolymer comprises a crystallinity of less than 30 percent as measured using DSC according to ASTM E 794-85 and a number average molecular weight (Mn) of less than 25,000 as determined by gel permeation chromatography.

7. The adhesive of claim 1 , wherein said at least one propylene-ethylene copolymer comprises a Brookfield viscosity at 190° C. of less than 30,000 cps as measured according to ASTM D3236.

8. The adhesive of claim 1 , wherein said adhesive comprises:

(a) 5 to 95 weight percent of said at least one propylene-ethylene copolymer;

(b) 5 to 90 weight percent of said at least one polyolefin;

(c) not more than 70 weight percent of at least one tackifier;

(d) not more than 20 weight percent of a processing oil; and

(e) not more than 30 weight percent of at least one wax.

9. The adhesive of claim 1 , wherein said adhesive has Brookfield viscosity at 177° C. in the range of 800-5000 cP and at least one of the following:

(a) a greater holding power at 50° C.;

(b) a lower viscosity at 177° C.; or

(c) a higher peel adhesion failure temperature, than the same composition without the at least one propylene-ethylene copolymer and the at least one polyolefin.

10. The adhesive of claim 1 , wherein said adhesive comprises:

(a) 10 to 70 weight percent of said at least one propylene-ethylene copolymer;

(b) 5 to 55 weight percent of said at least one polyolefin;

(c) not more than 70 weight percent of at least one tackifier;

(d) not more than 20 weight percent of a processing oil; and

(e) not more than 20 weight percent of at least one wax.

11. An adhesive comprising at least one propylene-ethylene copolymer and at least one polyolefin, wherein said at least one propylene-ethylene copolymer comprises a polydispersity of 3 to 25.

12. The adhesive of claim 11 , wherein said at least one polyolefin is selected from the group consisting of amorphous polyolefins, semi-crystalline polyolefins, alpha-polyolefins, reactor-ready polyolefins, metallocene-catalyzed polyolefin polymers and elastomers, reactor-made thermoplastic polyolefin elastomers, olefin block copolymers, thermoplastic polyolefins, atactic polypropylene, polyethylenes, ethylene-propylene polymers, propylene-hexene polymers, ethylene-butene polymers, ethylene-octene polymers, propylene-butene polymers, propylene-octene polymers, metallocene-catalyzed polypropylene polymers, metallocene-catalyzed polyethylene polymers, propylene-based terpolymers including ethylene-propylene-butylene terpolymers, copolymers produced from propylene and linear or branched C4-C10alpha-olefin monomers, copolymers produced from ethylene and linear or branched C4-C10 alpha-olefin monomers, and functionalized polyolefins.

13. The adhesive of claim 11 , wherein said at least one propylene-ethylene copolymer comprises 10 to 40 weight percent of ethylene and a softening point in the range of 99 to 145° C.

14. The adhesive of claim 12 , wherein said at least one polyolefin comprises an amorphous polyolefin having a heat of fusion of less than 25 J/g and/or wherein said at least one propylene-ethylene copolymer comprises a Brookfield viscosity at 190° C. of less than 30,000 cps as measured according to ASTM D3236.

15. The adhesive of claim 11 , wherein said at least one propylene-ethylene copolymer comprises a crystallinity of less than 30 percent as measured using DSC according to ASTM E 794-85, and a number average molecular weight (Mn) of less than 20,000 as determined by gel permeation chromatograph.

16. The adhesive of claim 11 , wherein said at least one propylene-ethylene copolymer comprises a needle penetration in the range of 8 to 75 dmm as measured according to ASTM D5 and a melt temperature in the range of 90° C. to 135° C.

17. The adhesive of claim 11 , wherein said adhesive comprises:

(a) 5 to 95 weight percent of said at least one propylene-ethylene copolymer;

(b) 5 to 90 weight percent of said at least one polyolefin;

(c) not more than 70 weight percent of at least one tackifier;

(d) not more than 20 weight percent of a processing oil; and

(e) not more than 20 weight percent of at least one wax.

18. The adhesive of claim 11 , wherein said adhesive comprises:

(a) 20 to 80 weight percent of said at least one propylene-ethylene copolymer;

(b) 1 to 45 weight percent of said at least one polyolefin;

(c) not more than 70 weight percent of at least one tackifier;

(d) not more than 20 weight percent of a processing oil; and

(e) not more than 20 weight percent of at least one wax.

19. An article comprising the adhesive of claim 1 wherein said article is selected from the group consisting of adhesives, sealants, caulks, roofing membranes, waterproof membranes and underlayments, carpet, laminates, laminated articles, tapes (e.g., tamper evident tapes, water activated tapes, gummed tape, sealing tape, scrim reinforced tape, veneer tape, reinforced and non-reinforced gummed paper tape, box makers tape, paper tape, packaging tape, HVAC duct tape, masking tape, invisible tape, electrical tape, gaffer tape, hockey tape, medical tape, etc.), labels (e.g., general purpose label, beverage label, freezer label, smart label, consumer electronics etc.), mastics, polymer blends, wire coatings, molded articles, heat seal coatings, disposable hygiene articles, insulating glass (IG) units, bridge decking, water proofing membranes, waterproofing compounds, underlayments, cable flooding/filling compounds, sheet molded compounds, dough molded compounds, overmolded compounds, rubber compounds, polyester composites, glass composites, fiberglass reinforced plastics, wood-plastic composites, polyacrylic blended compounds, lost-wax precision castings, investment casting wax compositions, candles, windows, films, gaskets, seals, o-rings, motor vehicle molded parts, motor vehicle extruded parts, clothing articles, rubber additive/processing aids, and fibers.

20. The adhesive of claim 11 , wherein said adhesive has Brookfield viscosity at 177° C. in the range of 800-5000 cP and at least one of the following:

(a) a greater holding power at 50° C.;

(b) a higher peel adhesion failure temperature;

(c) a lower viscosity at 177° C.; or

(d) a greater percent fiber tear at −15° C. on corrugated cardboard, than the same composition without the at least one propylene-ethylene copolymer and the at least one polyolefin.

Assignments (11)
SECURITY INTEREST Recorded May 1, 2026
From: SYNTHOMER ADHESIVE TECHNOLOGIES LLC
To: GLAS TRUST CORPORATION LIMITED, AS SECURITY AGENT
Reel/Frame 075312/0405 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2022
From: EASTMAN CHEMICAL COMPANY
To: SYNTHOMER ADHESIVE TECHNOLOGIES LLC
Reel/Frame 059701/0618 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 25, 2020
From: SOMERS, MARC STACEY; COTTLE, RAYMOND PRESCOTT; NOVAK, BENNETT H.; RAJA, PUTHENKOVILAKOM RAJESH
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 052223/0249 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2020
From: EASTMAN CHEMICAL, ASIA PACIFIC PTE
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 052192/0193 →
CORRECTIVE ASSIGNMENT TO CORRECT THE RECEIVING PARTY DATA PREVIOUSLY RECORDED AT REEL: 051645 FRAME: 0605. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT . Recorded Jan 30, 2020
From: ANG, BOON HUI JANICE
To: EASTMAN CHEMICAL, ASIA PACIFIC PTE LIMITED
Reel/Frame 051758/0264 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 28, 2020
From: ANG, BOON HUI JANICE
To: EASTMAN CHEMICAL, ASIA PACIFICE PTE. LIMITED
Reel/Frame 051645/0605 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2019
From: EASTMAN CHEMICAL MIDDELBURG B.V.
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 050932/0402 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2019
From: EASTMAN CHEMICAL (CHINA) CO., LTD.
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 050932/0446 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2019
From: YUAN, MING ALLISON; ZHANG, DA YU VINCENT
To: EASTMAN CHEMICAL (CHINA) CO., LTD.
Reel/Frame 050816/0413 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2019
From: MARQUES, SUSANA DUARTE
To: EASTMAN CHEMICAL MIDDELBURG B. V.
Reel/Frame 050816/0470 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2019
From: CARVAGNO, TERRI ROXANNE
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 050816/0464 →
Continuity (8)
Continuation In Part 15443278 · Feb 27, 2017
Continuation 14567028 · Dec 11, 2014
Continuation 16002743
Continuation In Part 15683964 · Aug 23, 2017
Provisional Application 62517255 · Jun 9, 2017
Provisional Application 61937024 · Feb 7, 2014
Provisional Application 62378698 · Aug 24, 2016
Related Publication 20180282451A1 · Oct 4, 2018