IP Library Granted Patent US 9,879,113
Granted Patent B2
US 9,879,113 · App. 13/997,309 · Granted Jan 30, 2018

Glycidyl esters of alpha, alpha branched acids compositions

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Quick Facts
Patent No.
US 9,879,113
App. No.
13/997,309
Granted
Jan 30, 2018
Kind
B2
Abstract

The invention relates to compositions of α,α-branched alkane carboxylic acids glycidyl esters with a define isomeric composition where the sum of the concentration of the blocked and of the highly branched isomers is at least 50%, preferably above 60% and most preferably above 75% on total composition.

Claims (6)

1. A composition of α,α-branched alkane carboxylic glycidyl esters from butene oligomers, comprising a glycidyl ester mixture of neo-acid based on dimer or trimer of butene having both blocked isomers and highly branched isomers wherein a sum of a concentration of the blocked isomers and of the highly branched isomers is at least 60% weight based on the weight of the composition, wherein a blocked isomer comprises neo-acids having tertiary or quaternary carbon atoms in the β position and a highly branched isomer comprises neo-acids having at least 5 methyl groups, wherein the glycidyl ester mixture comprises 2,2-dimethyl 3,3-dimethyl pentanoic acid glycidyl ester in 10 to 14 weight %, 2-methyl 2-isopropyl 3-methyl butanoic acid glycidyl ester in 20 to 28 weight % and 2-methyl 2-ethyl 3,3-dimethyl butanoic acid glycidyl ester in 17 to 22 weight % based on the weight of the glycidyl ester mixture, wherein the total amount of the glycidyl ester mixture is 100 weight %.

2. A binder composition for paints or adhesives comprising the composition of claim 1 as a reactive diluent or as a monomer.

3. A resin comprising the composition of claim 1 wherein the resin is selected from the group consisting of a polyester polyol resin, an acrylic polyol resin, a polyether polyol resin, or an epoxy resin formulation.

4. A composition of α,α-branched alkane carboxylic glycidyl esters from butene oligomers, comprising a glycidyl ester mixture of neo-acid based on dimer or trimer of butene having both blocked isomers and highly branched isomers wherein a sum of a concentration of the blocked isomers and of the highly branched isomers is at least 60% weight based on the weight of the composition, wherein a blocked isomer comprises neo-acids having tertiary or quaternary carbon atoms in the β position and a highly branched isomer comprises neo-acids having at least 5 methyl groups, wherein the glycidyl ester mixture comprises 2,2-dimethyl 3-methyl 4-methyl pentanoic acid glycidyl ester in 10 to 18 weight % and 2,2-dimethyl 4,4-dimethyl pentanoic acid glycidyl ester in 15 to 22 weight % based on the weight of the composition.

5. A binder composition for paints or adhesives comprising the composition of claim 4 as a reactive diluent or as a monomer.

6. A resin comprising the composition of claim 4 wherein the resin is selected from the group consisting of a polyester polyol resin, an acrylic polyol resin, a polyether polyol resin, or an epoxy resin formulation.

Assignments (17)
RELEASE OF SECURITY INTEREST IN PATENTS (TERM LOAN) RECORDED AT REEL/FRAME 049741/0425 Recorded Mar 18, 2022
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: HEXION INC.
Reel/Frame 059435/0473 →
RELEASE OF SECURITY INTEREST IN PATENTS (ABL) RECORDED AT REEL/FRAME 049740/0770 Recorded Mar 18, 2022
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: HEXION INC.
Reel/Frame 059435/0490 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0748 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: GOLDMAN SACHS BANK USA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0823 →
SECURITY INTEREST Recorded Mar 18, 2022
From: HEXION INC.; HEXION INVESTMENTS INC.
To: ROYAL BANK OF CANADA, AS ADMINISTRATIVE AGENT
Reel/Frame 059436/0842 →
PATENT SECURITY INTEREST (ABL) Recorded Jul 12, 2019
From: HEXION INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 049740/0770 →
PATENT SECURITY INTEREST (TERM LOAN) Recorded Jul 12, 2019
From: HEXION INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 049741/0425 →
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (030146/0970) Recorded Jul 9, 2019
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT AND COLLATERAL AGENT
To: HEXION INC. (FORMERLY KNOWN AS MOMENTIVE SPECIALTY CHEMICALS INC.)
Reel/Frame 049706/0264 →
PATENT SECURITY INTEREST ASSIGNMENT AGREEMENT Recorded Apr 3, 2019
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS THE PRIOR COLLATERAL AGENT
To: WILMINGTON SAVINGS FUND SOCIETY, FSB, AS THE CURRENT COLLATERAL AGENT
Reel/Frame 048788/0617 →
RELEASE OF SECURITY INTEREST Recorded Feb 23, 2017
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: HEXION INC. (FORMERLY KNOWN AS MOMENTIVE SPECIALTY CHEMICALS INC.)
Reel/Frame 041793/0537 →
SECURITY INTEREST Recorded Feb 13, 2017
From: HEXION INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 041693/0888 →
CHANGE OF NAME Recorded Jan 27, 2015
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: HEXION INC.
Reel/Frame 034817/0806 →
SECURITY AGREEMENT Recorded Feb 11, 2014
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 032239/0170 →
SECURITY AGREEMENT Recorded Jan 31, 2014
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 032145/0764 →
SECURITY AGREEMENT Recorded Aug 26, 2013
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST COMPANY, AS COLLATERAL AGENT
Reel/Frame 031078/0859 →
SECURITY AGREEMENT Recorded Aug 23, 2013
From: MOMENTIVE SPECIALTY CHEMICALS INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 031076/0159 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2013
From: STEINBRECHER, CHRISTOPHE; LE FEVERE DE TEN HOVE, CEDRIC; VAN 'T SAND, ROBERT; HEYMANS, DENIS; KOTLEWSKA, ALEKSANDRA
To: MOMENTIVE SPECIALTY CHEMICALS INC.
Reel/Frame 030974/0986 →