Enzymatic production of (meth)acrylic acid esters
The present invention relates to a process for preparing (meth)acrylic esters of alcohols having C—C triple bonds, to processes for their preparation, and to their use.
1. A process for preparing a (meth)acrylic ester (F), comprising:
subjecting (C) propargyl alcohol or a mono- or di-ethoxylated product thereof, or a mixture thereof, to transesterification with (D) at least one (meth)acrylic ester, in the presence of (E) a lipase B from Candida antarctica ,
wherein
the (meth)acrylic ester (D) comprises a saturated C 1 -C 10 alkyl ester or C 3 -C 12 cycloalkyl ester of (meth)acrylic acid, and
the molar ratio of the (meth)acrylic ester (D), based on (meth)acrylic units, to the (C) propargyl alcohol or a mono- or di-ethoxylated product thereof, or a mixture thereof, based on hydroxyl groups, is from 20:1 to 1:1.
2. The process of claim 1 , wherein (C) is propargyl alcohol.
3. The process of claim 1 , wherein (C) comprises a mono-ethoxylated product of propargyl alcohol.
4. The process of claim 1 , wherein (C) comprises a di-ethoxylated product of propargyl alcohol.
5. The process of claim 1 , wherein the degree of transesterification of the alcohol (C) is 92% or more.
6. The process of claim 1 , wherein the (meth)acrylic ester (D) comprises a saturated C 1 -C 10 alkyl ester.
7. The process of claim 1 , wherein the (meth)acrylic ester (D) is comprises a C 3 -C 12 cycloalkyl ester of (meth)acrylic acid.
8. The process of claim 1 , wherein the molar ratio of the (meth)acrylic ester (D), based on (meth)acrylic units, to the (C) propargyl alcohol or a mono- or di-ethoxylated product thereof, or a mixture thereof, based on hydroxyl groups, is from 10:1 to 1:1.
9. The process of claim 1 , which is conducted in the absence of a solvent.