IP Library Granted Patent US 9,988,565
Granted Patent B2
US 9,988,565 · App. 14/781,140 · Granted Jun 5, 2018

Rosin ester tackifiers for pressure-sensitive adhesives

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Quick Facts
Patent No.
US 9,988,565
App. No.
14/781,140
Granted
Jun 5, 2018
Kind
B2
Abstract

Water-dispersible adducted rosin esters, a process for making them, and their use in aqueous tackifier dispersions for pressure-sensitive adhesives are disclosed. Reaction of a rosin with a polyol gives a rosin ester intermediate, which is then reacted with a dienophile to produce an adducted rosin ester. The adducted rosin ester is further esterified with a polyethylene glycol having an Mw<700 to produce the water-dispersible adducted rosin ester. Esterification with the low-molecular-weight PEG imparts good water dispersibility to the adducted rosin ester while maintaining compatibility with other tackifier components. Combination of the aqueous tackifier dispersions with polymer emulsions, particularly acrylics, gives pressure-sensitive adhesives that deliver good loop tack and peel properties compared with commercial alternatives, even when the coat weight is reduced by 20%.

Claims (18)

1. A rosin ester dispersion composition comprising:

(a) an adducted rosin ester produced by:

reacting a rosin with a polyol to provide a rosin ester intermediate; and

reacting the rosin ester intermediate with a dienophile to provide an adducted rosin ester; and

(b) water;

wherein said adducted rosin ester is esterified with a polyethylene glycol having a weight-average molecular weight less than 700.

2. The rosin ester dispersion composition of claim 1 wherein the polyethylene glycol has a weight-average molecular weight within the range of 200 to 400.

3. The rosin ester dispersion composition of claim 1 wherein the adducted rosin ester has an acid value within the range of 45 to 55 mg KOH/g.

4. The rosin ester dispersion composition of claim 1 wherein the adducted rosin ester has a ring-and-ball softening point within the range of 65 to 72° C.

5. The rosin ester dispersion composition of claim 1 wherein the adducted rosin ester comprises at least 5 wt. % of adducted itaconic acid.

6. The rosin ester dispersion composition of claim 1 further comprising a surfactant and a tackifier.

7. The rosin ester dispersion composition of claim 6 comprising 35 to 60 wt. % of water, 0.1 to 10 wt. % of the surfactant, and 40 to 65 wt. % of the tackifier.

8. The rosin ester dispersion composition of claim 6 wherein the tackifier further comprises a resin selected from the group consisting of polyterpenes, terpene-phenol resins, aromatic-terpene resins, aromatic-terpene-phenol resins, rosin esters, hydrocarbon resins, liquid hydrocarbon resins, aromatic resins, and mixtures thereof.

9. The rosin ester dispersion composition of claim 6 wherein the surfactant comprises a sulfate or phosphate of an ethoxylated fatty alcohol or an ethoxylated fatty acid.

10. The rosin ester dispersion composition of claim 1 further comprising a polymer emulsion.

11. The rosin ester dispersion composition of claim 10 wherein the polymer emulsion is selected from the group consisting of acrylic polymers, natural rubbers, and styrene-butadiene polymers.

12. The rosin ester dispersion composition of claim 1 , wherein the adducted rosin ester esterified with the polyethylene glycol is insoluble in water.

13. The rosin ester dispersion composition of claim 1 , wherein the polyol is selected from the group consisting of glycerin, pentaerythritol, trimethylolpropane, trimethylolethane, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipentaerythritol, and sorbitol 1,3-propanediol, 2-methyl-1,3-propanediol, 1,4-butanediol, 1,6-hexanediol, 1,4-cyclohexanedimethanol, diglycerol, dipentaerythritol, mannitol, sorbitol, hexitol, and mixtures thereof.

Assignments (11)
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 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NO. 8837224 TO PATENT NO. 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 11, 2022
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 060344/0919 →
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 →
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 →
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 →
RELEASE OF SECURITY INTEREST Recorded Mar 15, 2022
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 059366/0727 →
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 →
CHANGE OF NAME Recorded Apr 1, 2020
From: ARIZONA CHEMICAL COMPANY, LLC
To: KRATON CHEMICAL, LLC
Reel/Frame 052282/0011 →
PATENT SECURITY AGREEMENT Recorded Jan 7, 2016
From: ARIZONA CHEMICAL COMPANY, LLC
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 037457/0928 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NUMBER 8837224 TO PATENT NUMBER 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Jan 6, 2016
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 037448/0453 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 12, 2015
From: PERNECKER, TIBOR; HOLMES, CHRISTOPHER J; QUINLAN, LEIGH E
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 036772/0142 →