Back to results
US 12,410,118 B2Granted
Glycerol (meth)acrylate carboxylic ester having a long shelf life
AssigneeEvonik Operations GmbH
InventorsPatrik Hartmann, Marita Kaufmann, Steffen Krill, Thorben Schütz, Marcel Treskow, Andrea Wittkowski
Life of this patent
Estimating the term…
Abstract
The present invention is to storage-stable compositions containing glycerol (meth)acrylate carboxylic esters, carboxylic acids and, optionally, Broensted acids.
Claims16
A storage stable composition, comprising:
- a) glycerol (meth)acrylate carboxylic esters selected from the group consisting of Formula (I) A, Formula (I) B and mixtures thereof, wherein, structurally, Formula (I) A and Formula (I) B are:
- and wherein:
- R1 is selected from the group consisting of H and CH3;
- R2 is selected from the group consisting of:
- hydrogen;
- a C1 to C30 aliphatic group optionally with a hydroxyl substituent;
- an aliphatic cyclic group with a C4 to C8 ring unsubstituted or substituted by N, S, O, or P;
- a C1 to C8 halogenated aliphatic group;
- an aromatic group having a ring with five or six carbons and optionally with a hydroxyl substituent;
- a heteroaromatic group substituted by N, S, O or P and having a ring with five or six carbons;
- and a C2 to C30 unsaturated aliphatic group;
- b) carboxylic acids of formula (II):
- wherein R2 is hydrogen;
- a C1 to C30 aliphatic group optionally with a hydroxyl substituent;
- an aliphatic cyclic group with a C4 to C8 ring unsubstituted or substituted by N, S, O, or P;
- a C1 to C8 halogenated aliphatic group;
- an aromatic group having a ring with five or six carbons and optionally with a hydroxyl substituent;
- a heteroaromatic group substituted by N, S, O or P and having a ring with five or six carbons;
- or a C2 to C30 unsaturated aliphatic group;
- and
- c) glycidyl (meth)acrylate;
- d) optionally, Broensted acids;
- wherein the sum total of the carboxylic acids of formula (II), and any Broensted acids that may be present, is in a molar ratio of from 1.01:1 to 2:1 relative to glycidyl (meth)acrylate, and this ratio is present after synthesis and before storage;
- and
- when stored at 30° C. for 8 months, the composition maintains at least 85% by weight diester and no more than 3% by weight triester.
22 more elements
Dependencies are inferred from the claim text.