IP Library Granted Patent US 11,339,239
Granted Patent B2
US 11,339,239 · App. 16/981,358 · Granted May 24, 2022

Polymer composition and use for making adhesive and article containing it

Inventors: Christine-Joy Richardson (Lyons, FR); Stéphane Kressmann (Communay, FR); Steven Henning (Downington, PA); Keith Nelson (Exton, PA); Delphine Minoux (Nivelles, BE)
Assignee: FINA TECHNOLOGY, INC.
C08F236/10C08F4/14C08F210/14C08F212/12C09J109/06C09J123/20C08F236/045C08F236/06C08F236/08C08F236/22
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,339,239
App. No.
16/981,358
Granted
May 24, 2022
Kind
B2
Abstract

Polymer composition obtained from polymerization of C 5 olefin composition, use for making an adhesive, and article or composite containing it.

Claims (21)

1. A composition resulting from polymerization, in the presence of a catalyst or initiating system, of at least

(i) a C 4 -C 6 conjugated diene or a C 15 hydrocarbon having at least one olefinic functional group,

(ii) a C 5 olefin mixture,

and optionally

(iii) an optionally substituted vinyl aromatic,

the composition having a glass transition temperature Tg above 35° C., wherein the C 5 olefin mixture contains at least 5 wt % of an olefin mixture comprising (a) 2-methyl-but-2-ene, (b) 2-methyl-but-1-ene and (c) 3-methyl-but-1-ene.

2. The composition according to claim 1 , wherein the C 5 olefin mixture contains at least 5 wt % of an olefin mixture comprising (a) 2-methyl-but-2-ene, (b) 2-methyl-but-1-ene, (c) 3-methyl-but-1-ene and (d) cis-2-pentene and/or trans-2-pentene.

3. The composition according to claim 1 , having a number average molecular mass Mn from 400 to 2400 g/mol, a mass average molecular mass Mw from 900 to 4000 g/mol, a Z-average molecular mass Mz from 1500 to 6000 g/mol, a molecular weight distribution Mw/Mn from 1.50 to 1.90.

4. The composition according to claim 3 , having a number average molecular mass Mn from 600 to 1400 g/mol, a mass average molecular mass Mw from 1000 to 2400 g/mol, and a Z-average molecular mass Mz from 2000 to 4000 g/mol.

5. The composition according to claim 1 , wherein the C 5 olefin mixture contains at least one C 6 olefin chosen among 1-hexene, 2-hexene, 3-hexene, 2-methyl-1-pentene, 3-methyl-1-pentene, 4-methyl-1-pentene, 2-ethyl-1-butene, 2,3-dimethyl-1butene, 2,3 dimethyl-2butene, cyclohexene, 2-methyl-2-pentene, 3-methyl-2-pentene, 3,3-dimethyl-1-butene, 1-methyl-cyclopentene, 3-methyl-cyclopentene, 4-methyl-cyclopentene, methylene-cyclopentane.

6. The composition according to claim 1 , wherein the C 5 olefin mixture contains at least one C 4 olefin chosen among 1-butene, 2-butene, 2-methyl-1-propene.

7. The composition according to claim 1 , wherein the optionally substituted vinyl aromatic is chosen among styrene, alpha-methyl-styrene, a vinyl toluene, a vinyl xylene, a vinyl ethyl benzene, a vinyl ethyl toluene, a vinyl ethyl xylene, a vinyl isopropyl toluene, a vinyl isopropyl xylene, and their mixtures, and wherein the C 4 -C 6 conjugated diene or C 15 hydrocarbon having at least one olefinic functional group is selected from 1,3-butadiene, isoprene, piperylene, 1-methyl-cyclopentadiene, 2-methyl-cyclopentadiene, 5-methyl-cyclopentadiene, α-farnesene, β-farnesene, and their mixtures and their cis and/or trans isomers.

8. The composition according to claim 1 , wherein the catalyst or initiating system is a Lewis acid, or a Friedel-Crafts catalyst.

9. The composition according to claim 8 , wherein the Friedel-Crafts catalyst comprises a metal halide, wherein the metal comprises B, Al, Ti or Sn, and the halide comprises fluoride, chloride or bromide.

10. The composition according to claim 1 , wherein the C 5 olefin mixture is obtained from dehydration of a C 5 alcohol or a C 5 alcohol mixture.

11. The composition according to claim 10 , wherein the C 5 alcohol or C 5 alcohol mixture comes from fermentation from a fusel oil.

12. A tackifying resin comprising a composition according to claim 1 .

13. An adhesive composition comprising the tackifying resin according to claim 12 , and an elastomer.

14. The adhesive composition according to claim 13 , wherein the elastomer is selected from the group consisting of styrene-isoprene block copolymers, polyacrylate resins, poly ethylene vinyl acetate (EVA) resins, poly styrene butadiene resins, random styrene butadiene (SBR) copolymers, styrene butadiene block copolymers, styrene butadiene styrene (SBS) block copolymers, styrene isoprene butadiene styrene (SIBS) copolymers, styrene ethylene propylene styrene (SEPS) copolymers, styrene ethylene butylene styrene (SEBS) block copolymers, amorphous polyolefin (APO) resins, and mixtures thereof.

15. An article comprising a substrate and an adhesive composition according to claim 13 applied to at least one part of at least one surface of the substrate, wherein the substrate is selected from the group consisting of a tape, a label, wood, wood composite, woven or non-woven fabric, paper, cardboard, carton, and a book-binding.

16. A case and carton assembly line comprising an adhesive station, wherein the adhesive station dispenses an adhesive composition according to claim 14 .

Assignments (6)
RELEASE OF SECURITY INTEREST Recorded Aug 15, 2025
From: KEYBANK NATIONAL ASSOCIATION
To: RESIN SOLUTIONS LLC
Reel/Frame 072038/0331 →
PATENT SHORT FORM SECURITY AGREEMENT Recorded Aug 15, 2025
From: RESIN SOLUTIONS LLC
To: AQUARIAN CREDIT FUNDING LLC
Reel/Frame 072505/0413 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT Recorded Jul 25, 2023
From: RESIN SOLUTIONS LLC
To: KEYBANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 064382/0240 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 21, 2023
From: FINA TECHNOLOGY, INC.
To: RESIN SOLUTIONS LLC
Reel/Frame 064338/0070 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 7, 2020
From: RICHARDSON, CHRISTINE-JOY; KRESSMANN, STÉPHANE; HENNING, STEVEN; NELSON, KEITH; MINOUX, DELPHINE
To: TOTAL RAFFINAGE CHIMIE
Reel/Frame 053997/0087 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 7, 2020
From: TOTAL RAFFINAGE CHIMIE
To: FINA TECHNOLOGY, INC.
Reel/Frame 053997/0115 →
Priority Claims (2)
EP 18305300 · Mar 16, 2018 · regional
EP 19305170 · Feb 11, 2019 · regional
Continuity (1)
Related Publication 20210371563A1 · Dec 2, 2021