IP Library Granted Patent US 10,336,922
Granted Patent B2
US 10,336,922 · App. 15/947,070 · Granted Jul 2, 2019

Compositions containing ethylene polymers

Inventors: Josephus Hubertus Maria Lange (Almere, NL); Mark c Schaapman (Almere, NL); Erik Kelderman (Almere, NL)
Assignee: Kraton Chemical, LLC
C09J131/04C08L23/0846C08L23/0853C08L93/04C09J133/08C09J193/04C08K5/005C08K5/375
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Quick Facts
Patent No.
US 10,336,922
App. No.
15/947,070
Granted
Jul 2, 2019
Kind
B2
Abstract

Disclosed are compositions which include an ethylene polymer derived from at least one polar monomer with one or more ester groups, which polymerize with ethylene, (e.g., a copolymer derived from ethylene and vinyl acetate or a copolymer derived from ethylene and n-butyl acrylate) and a rosin ester. The rosin ester can have a low hydroxyl number (e.g., a hydroxyl number six or five or less), a low acid number (e.g., an acid number of ten or less), a low PAN number (e.g., a PAN number of eight or less), or combinations thereof. The compositions can exhibit improved viscosity stability and/or color stability and/or a decreased amount of char particle formation upon thermal aging.

Claims (35)

1. A composition comprising,

(a) a polymer derived from ethylene polymer derived from at least one polar monomer with one or more ester groups, which polymerize with ethylene, and

(b) a rosin ester having a hydroxyl number and an acid number,

wherein the sum of the hydroxyl number and the acid number of the rosin ester is eighteen or less;

wherein the rosin ester has a PAN number of eight or less, an acid number of ten or less, and a weight average molecular weight from 800 g/mol to 2000 g/mol.

2. The composition of claim 1 , wherein the rosin ester has an acid number of fifteen or less.

3. The composition of claim 1 , wherein the sum of the hydroxyl number and the acid number is ten or less.

4. The composition of claim 1 , wherein the rosin ester is derived from tall oil rosin, gum rosin, wood rosin, or a combination thereof.

5. The composition of claim 1 , wherein the rosin ester has a Gardner color of four or less.

6. The composition of claim 1 , wherein the rosin ester is derived from a polyhydric alcohol comprising ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, trimethylene glycol, glycerol, trimethylolpropane, trimethylolethane, pentaerythritol, dipentaerythritol, mannitol, and combinations thereof.

7. The composition of claim 1 , wherein the composition exhibits less than a 10% change in viscosity upon incubation at 177° C. for 96 hours.

8. The composition of claim 1 , wherein the composition exhibits less than 20% char formation upon incubation at 177° C. for 9 days.

9. The composition of claim 1 , wherein the composition is a hot-melt adhesive.

10. The composition of claim 1 , wherein

the polymer is a poly(ethylene-co-vinyl acetate) copolymer, and

the rosin ester is derived from tall oil rosin.

11. The composition of claim 1 , wherein

the poly(ethylene-co-vinyl acetate) copolymer is present in an amount from 20% to 60% by weight, based on the total weight of the composition;

the rosin ester is present in an amount ranging from 20% by weight to 50% by weight, based on the total weight of the composition.

12. The composition of claim 1 , wherein

the polymer is an ethylene n-butylacrylate copolymer, and the rosin ester is derived from tall oil rosin.

13. The composition of claim 12 , wherein

the ethylene n-butylacrylate copolymer is present in an amount from 20% to 60% by weight, based on the total weight of the composition;

the rosin ester is present in an amount ranging from 20% by weight to 50% by weight, based on the total weight of the composition.

14. The composition of claim 1 , wherein

the ethylene polymer derived from at least one polar monomer with one or more ester groups, which polymerize with ethylene based on the total weight of the thermoplastic road marking formulation is present in an amount of up to 10 wt. % based on the total weight of the composition;

the rosin ester is present in an amount ranging from 5% by weight to 25% by weight, based on the total weight of the composition; and

wherein the composition is used as a road marking formulation.

15. A method for preparing an adhesive composition, the method comprises mixing:

a polymer derived from ethylene polymer derived from at least one polar monomer with one or more ester groups, which polymerize with ethylene, and

a rosin ester having a hydroxyl number of six or less, an acid number of fifteen or less and a PAN number of eight or less; and

wherein the rosin ester has an acid number of ten or less and a weight average molecular weight of from 800 g/mol to 2000 g/mol.

16. The method of claim 15 , further comprising esterifying a rosin to obtain the rosin ester having a hydroxyl number of six or less, an acid number of fifteen or less and a PAN number of eight or less.

17. The method of claim 15 , further comprising applying the adhesive composition in a hot-melt adhesive application.

18. The method of claim 15 , further comprising applying the adhesive composition in a road-marking application.

Assignments (7)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 24, 2024
From: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
To: KRATON CHEMICAL, LLC; KRATON CORPORATION
Reel/Frame 068671/0836 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059525/0804 →
SECURITY INTEREST Recorded Mar 18, 2022
From: KRATON CHEMICAL, LLC; KRATON POLYMERS LLC; KRATON POLYMERS U.S. LLC
To: GOLDMAN SACHS BANK USA, AS COLLATERAL AGENT
Reel/Frame 059864/0455 →
RELEASE OF SECURITY INTEREST Recorded Mar 16, 2022
From: BANK OF AMERICA, N.A.
To: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION; KRATON CHEMICAL B.V.
Reel/Frame 059910/0017 →
SECURITY INTEREST Recorded Apr 16, 2020
From: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 053020/0101 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: LANGE, JOSEPHUS HUBERTUS MARIA; SCHAAPMAN, MARK C.; KELDERMAN, ERIK
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 049210/0361 →
CHANGE OF NAME Recorded May 17, 2019
From: ARIZONA CHEMICAL COMPANY, LLC
To: KRATON CHEMICAL, LLC
Reel/Frame 049219/0718 →
Continuity (3)
Division 15025112
Provisional Application 61883803 · Sep 27, 2013
Related Publication 20180223136A1 · Aug 9, 2018