Dianhydrohexitol diester mixture GC
An ester mixture of dianhydrohexitol, a composition comprising the ester mixture and a polymer composition comprising the ester mixture or the composition, the use thereof, and a process by which the ester mixture can be prepared, where the proportion of C8 based on the sum of C8 and C10 in the overall ester mixture is 45 mol % to 85 mol %.
1. An ester mixture, comprising a compound of formula (I):
wherein:
R 1 and R 2 independently represent a C8-acyl group or a C10-acyl group, in which
the C8-acyl group is derived from a C8-alkyl linear carboxylic acid, a C8-alkyl branched carboxylic acid, or a C8-alkene carboxylic acid that may be partially or completely epoxidized, and
the C10-acyl group is derived from a C10-alkyl linear carboxylic acid, a C10-alkyl branched carboxylic acid, or a C10-alkene carboxylic acid that may be partially or completely epoxidized; and
a proportion of C8-acyl groups relative to a total sum of the C8-acyl groups and C10-acyl groups in the ester mixture is from 50 mol % to 85 mol %.
2. The ester mixture according to claim 1 , wherein the proportion of the C8-acyl groups relative to the total sum of the C8-acyl groups and the C10-acyl groups in the ester mixture is from 50 mol % to 75 mol %.
3. The ester mixture according claim 1 , wherein the proportion of the C8-acyl groups relative to the total sum of the C8-acyl groups and the C10-acyl groups in the ester mixture is from 50 mol % to 65 mol %.
4. The ester mixture according to claim 1 , wherein a sum of the C8-acyl groups and the C10-acyl groups in the ester mixture has a proportion above 50 mol % relative to all acid chains in the ester mixture.
5. The ester mixture according to claim 1 , wherein R 1 is selected from the group consisting of
a C8-acyl group derived from a C8-alkyl linear carboxylic acid, and
a C10-acyl group derived from a C10-alkyl linear carboxylic acid.
6. The ester mixture according to claim 1 , wherein R 2 is selected from the group consisting of
a C8-acyl group derived from a C8-alkyl linear carboxylic acid, and
a C10-acyl group derived from a C10-alkyl linear carboxylic acid.
7. The ester mixture according claim 1 , comprising a mixture of the following three compounds:
8. A composition, comprising:
the ester mixture of claim 1 ; and
a high boiler, a low boiler, or a mixture thereof.
9. The composition according to claim 8 , wherein a proportion of high boilers is less than 15 area % based on ester signals in a gas-chromatographic analysis of the composition.
10. The composition according to claim 8 , wherein a proportion of low boilers is less than 4.5 area % based on the ester signals in a gas-chromatographic analysis of the composition.
11. A polymer composition, comprising:
the ester mixture of claim 1 ; and
a polymer.
12. A method of plasticizing a polymer, the method comprising combining the ester mixture of claim 1 with a polymer.
13. A method for producing an ester mixture of claim 1 , comprising:
a) admixing n-octanoic acid and n-decanoic acid with a dianhydrohexitol;
b) esterifying the n-octanoic acid and the n-decanoic acid with the dianhydrohexitol in the presence of a catalyst; and
c) terminating the esterifying b) when a proportion of monoester of the dianhydrohexitol is below 2.0 area % based on a gas-chromatographic analysis.
14. The method according to claim 13 , wherein the catalyst is hypophosphorous acid.
15. The method according to claim 13 , wherein the n-octanoic acid and the n-decanoic acid are admixed in a molar ratio from 85:15 and 45:55.
16. The method according to claim 13 , wherein the n-octanoic acid and the n-decanoic acid are admixed in a molar ratio from 80:20 and 45:55.
17. The ester mixture according to claim 1 , wherein at least one R 1 or R 2 group contained in a compound of formula (I) in the ester mixture is defined as a C8-alkene carboxylic acid that is partially or completely epoxidized or as a C10-alkene carboxylic acid that is partially or completely epoxidized.