IP Library Granted Patent US 10,011,740
Granted Patent B2
US 10,011,740 · App. 15/025,081 · Granted Jul 3, 2018

Rosin esters and compositions thereof

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Quick Facts
Patent No.
US 10,011,740
App. No.
15/025,081
Granted
Jul 3, 2018
Kind
B2
Abstract

Rosin esters are provided. The rosin esters can exhibit improved color (e.g., the rosin ester can have a neat Gardner color of 4 or less), improved oxidative stability (e.g., when 1000 ppm or less of an antioxidant is present in combination with the rosin ester, the rosin ester can exhibit an oxidative-induction time at 130° C. of at least 30 minutes), improved color stability (e.g., the rosin ester can retain a neat Gardner color of 5 or less when heated to a temperature of 160° C. for a period of three hours), or combinations thereof. Also provided polymeric compositions comprising the rosin esters, as well as methods of making the rosin esters.

Claims (14)

1. A rosin ester comprising at least 70% by weight of an esterified dehydroabietic acid and an esterified dihydroabietic acid, wherein the weight ratio of the esterified dehydroabietic acid to the esterified dihydroabietic acid ranges from 1.3:1 to 1:2.6,

wherein the rosin ester has a weight average molecular weight of at least 800 g/mol as determined using gel permeation chromatography as described in ATSM D5296-05.

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

3. A composition comprising

(a) a polymer derived from one or more ethylenically-unsaturated monomers, or a blend of two or more polymers derived from one or more ethylenically-unsaturated monomers, and

(b) a rosin ester defined by claim 1 .

4. A method of making a rosin ester comprising:

(a) esterifying a rosin with an alcohol to provide a crude rosin ester, and

(b) hydrogenating the crude rosin ester to form the rosin ester,

wherein the rosin ester has a weight average molecular weight of at least 800 g/mol as determined using gel permeation chromatography as described in ATSM D5296-05.

5. A composition comprising

(a) 45% by weight to 75% by weight of an oil, and

(b) 25% by weight to 55% by weight of a rosin ester defined by claim 1 .

6. A composition comprising a rosin ester, the rosin ester comprising at least 70% by weight of an esterified dehydroabietic acid and an esterified dihydroabietic acid, wherein the weight ratio of the esterified dehydroabietic acid to the esterified dihydroabietic acid ranges from 1.3:1 to 1:2.6 and wherein the rosin ester has a weight average molecular weight of at least 800 g/mol as determined using gel permeation chromatography as described in ATSM D5296-05.

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 →
CHANGE OF NAME Recorded Jan 2, 2018
From: ARIZONA CHEMICAL COMPANY, LLC
To: KRATON CHEMICAL, LLC
Reel/Frame 044979/0714 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2017
From: NELSON, LLOYD A; WILLIAMS, PAUL A; MILLER, HARRY JERROLD; DE PATER, MARC; PHUN, LIEN
To: ARIZONA CHEMICAL COMPANY, LLC
Reel/Frame 044136/0952 →