Process for synthesizing specific complete mixed polyol esters

Claim 2

A process for preparing specific complete mixed polyol esters from .[.unsymmetrically substituted.]. partial polyol esters with substantially no ester group rearrangement comprising esterifying .[.said.]. .Iadd.a .Iaddend.partial polyol .[.esters.]. .Iadd.ester .Iaddend.with an acid anhydride in the presence of a catalytic amount of a boron trifluoride source.Iadd., said partial polyol ester being from the group consisting of partial polyol esters from aliphatic diols having the hydroxyl groups unsymmetrically substituted with respect to the carbon chain and partial polyol ester from aliphatic polyol containing at least three hydroxyl groups.Iaddend..

Claim 3

A process according to claim 1 wherein the boron trifluoride source is selected from the group consisting of gaseous boron trifluoride boron trifluoride-Lewis base adducts and fluoroboric acid.

Claim 4

A process according to claim 1 comprising admixing: (1) a polyol selected from the group consisting of aliphatic diols wherein the hydroxyl groups are unsymmetrically substituted with respect to the carbon chain and aliphatic polyols containing at least three hydroxyl groups, said polyols having been partially esterified with a monocarboxylic acid containing about 8 to 22 carbon atoms, with; (2) a member selected from the group consisting of acidic lipid anhydrides of the formula ##EQU9## wherein X is a substituent selected from the group consisting of: (1) alkyl and alkenyl groups containing from 7 to 23 carbon atoms and having the formula R-- (2) residues of alkyl half-esters of a dicarboxylic acid having the formula ##EQU10## (3) residues of monoacyl diol half-esters of a dicarboxylic acid having the formula ##EQU11## (4) residues of diacyl glyceride half-esters of a dicarboxylic acid having the formula ##EQU12## and (5) residues of monoacyl derivatives of a primary monohydroxy monocarboxylic acid having the formula ##EQU13## wherein in (1)-(5) above: R is an alkyl or alkenyl group containing 7 to 23 carbon atoms; R 1 is an alkylene group containing 2 to 4 carbon atoms; R 2 is an alkylene group containing 0 to 4 carbon atoms; R 3 is an alkylene group containing 2 to 5 carbon atoms; Z is a substituent selected from the group consisting of hydrogen and methyl; and Y is a substituent selected from the group consisting of benzyl, p-nitrobenzyl, and phosphoryl ester; and (3) a catalyst selected from the group consisting of boron trifluoride gas, boron trifluoride etherate and fluoboric acid at a molar ratio of said catalyst to acidic lipid anhydride of at least about 0.01 to 1.

Claim 5

The process of claim 1 which is carried out at a temperature from 0° F. to 212° F.

Claim 6

The process of claim 1 which is carried out using a molar excess of the acid anhydride.

Claim 7

The process of claim 1 wherein the partial polyol ester is a partial glyceride ester.

Claim 8

The process of claim 1 wherein the partial polyol ester is a 1,3-diglyceride.

Claim 9

The process of claim 1 wherein the partial polyol ester is a partial ester or 1,2-propylene glycol.

Claim 10

The process of claim 1 wherein the acid anhydride is symmetrical.

Claim 11

The process of claim 1 wherein the acid anhydride is an alkyl anhydride wherein the alkyl group contains from 7 to about 23 carbon atoms.

Claim 12

The process of claim 1 wherein the acid anhydride is oleic anhydride.

Claim 13

The process of claim 1 wherein the partial polyol ester is a monoglyceride and the reaction is carried out in an organic solvent selected from the group consisting of benzene and pyridine.

Claim 14

A process for preparing a confectioner's hard butter comprising acylating the 2-hydroxyl groups in a diglyceride mixture comprising 1-palmitoyl-3-stearoyl glycerol, 1,3-distearoyl glycerol and 1,3-dipalmitoyl glycerol with oleic anhydride in the presence of a boron trifluoride catalyst, and separating the hard butter thus formed.

Claim 15

A process for preparing a confectioner's hard butter comprising acylating the 2-hydroxyl groups in a diglyceride mixture comprising 1-palmitoyl-3-stearoyl glycerol, 1,3-distearoyl glycerol and 1,3-dipalmitoyl glycerol with oleic anhydride in the presence of a boron trifluoride catalyst, and separating the hard butter thus formed.

Claim 16

A process for preparing a confectioner's hard butter comprising: (1) admixing substantially completely hydrogenated palm oil with glycerol in the presence of a sodium alkoxide catalyst; (2) separating the 1,3-diglycerides formed; (3) acylating the 2-hydroxyl groups of the 1,3-diglycerides with oleic anhydride in the presence of a catalyst selected from the group consisting of boron trifluoride, boron trifluoride-Lewis base adducts and fluoroboric acid; and (4) separating the hard butter thus formed.

Claim 17

A process for preparing a confectioner's hard butter comprising: (1) admixing substantially completely hydrogenated palm oil with glycerol in the presence of a sodium alkoxide catalyst; (2) separating the 1,3-diglycerides formed; (3) acylating the 2-hydroxyl groups of the 1,3-diglycerides with oleic anhydride in the presence of a catalyst selected from the group consisting of boron trifluoride, boron trifluoride-Lewis base adducts and fluoroboric acid; and (4) separating the hard butter thus formed.

Claim 18

The process of claim 14 wherein the catalyst to oleic anhydride molar ratio is at least 0.01:1.

Claim 19

The process of claim 14 which is carried out at from about 0° F. to about 212° F.

Claim 20

The process of claim 14 which is carried out in the presence of a molar excess of oleic anhydride.