The present invention concerns a method to prepare and purify the ester glyceryl-tris-(3-hydroxybutyrate) of formula (I): and its optically active isomers, in particular the enantiomer (R, R, R).

##STR00001##

The present disclosure addresses the problem of providing a method for purifying a halogen-containing (meth)acrylic acid ester, the method being capable of removing an alcohol to a high degree. This problem can be solved by a method for purifying a compound represented by formula (1):

##STR00001##

(wherein R.sup.1 and R.sup.2 are be the same or different and represent an alkyl group, a fluoroalkyl group, an aryl group optionally having one or more substituents, a halogen atom, or a hydrogen atom, R.sup.3 represents an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents, and X represents a fluoroalkyl group or a halogen atom),
the method comprising step (A) of mixing a composition comprising the compound represented by formula (1) and a compound represented by formula (2):

R.sup.4—OH  (2)

(wherein R.sup.4 is an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents) with (i) a salt and/or (ii) a specific organic solvent to obtain a mixture; and step (B) of separating the mixture into two or more phases that are different from each other in terms of the content of the compound represented by formula (1).

The present disclosure addresses the problem of providing a method for purifying a halogen-containing (meth)acrylic acid ester, the method being capable of removing an alcohol to a high degree. This problem can be solved by a method for purifying a compound represented by formula (1):

##STR00001##

(wherein R.sup.1 and R.sup.2 are be the same or different and represent an alkyl group, a fluoroalkyl group, an aryl group optionally having one or more substituents, a halogen atom, or a hydrogen atom, R.sup.3 represents an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents, and X represents a fluoroalkyl group or a halogen atom),
the method comprising step (A) of mixing a composition comprising the compound represented by formula (1) and a compound represented by formula (2):

R.sup.4—OH  (2)

(wherein R.sup.4 is an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents) with (i) a salt and/or (ii) a specific organic solvent to obtain a mixture; and step (B) of separating the mixture into two or more phases that are different from each other in terms of the content of the compound represented by formula (1).

The present disclosure addresses the problem of providing a method for purifying a halogen-containing (meth)acrylic acid ester, the method being capable of removing an alcohol to a high degree. This problem can be solved by a method for purifying a compound represented by formula (1):

##STR00001##

(wherein R.sup.1 and R.sup.2 are be the same or different and represent an alkyl group, a fluoroalkyl group, an aryl group optionally having one or more substituents, a halogen atom, or a hydrogen atom, R.sup.3 represents an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents, and X represents a fluoroalkyl group or a halogen atom),
the method comprising step (A) of mixing a composition comprising the compound represented by formula (1) and a compound represented by formula (2):

R.sup.4—OH  (2)

(wherein R.sup.4 is an alkyl group, a fluoroalkyl group, or an aryl group optionally having one or more substituents) with (i) a salt and/or (ii) a specific organic solvent to obtain a mixture; and step (B) of separating the mixture into two or more phases that are different from each other in terms of the content of the compound represented by formula (1).

A process for obtaining product streams enriched with polyol esters from the secondary streams from polyol ester preparation, comprising a) the reaction of polyols of the general formula (II)
H—(—O—[—CR.sup.1R.sup.2—].sub.m—).sub.o—OH  (II) in which R.sup.1 and R.sup.2 are each independently hydrogen, an alkyl radical having 1 to 5 carbon atoms or a hydroxyalkyl radical having 1 to 5 carbon atoms, m is an integer from 1 to 10, o is an integer from 2 to 15, with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atom, with removal of the water formed; b) the removal of unconverted starting compounds from the crude ester formed; c) the treatment of the crude ester obtained in step b) with steam to form a volatile secondary stream; and d) the removal of the volatile secondary stream obtained in step c), characterized in that the volatile secondary stream obtained in step d) is separated into an aqueous phase and an organic phase and the organic phase removed is subjected to a further treatment with steam and a product stream enriched with polyol esters is obtained as residue.

A process for obtaining product streams enriched with polyol esters from the secondary streams from polyol ester preparation, comprising a) the reaction of polyols of the general formula (II)
H—(—O—[—CR.sup.1R.sup.2—].sub.m—).sub.o—OH  (II) in which R.sup.1 and R.sup.2 are each independently hydrogen, an alkyl radical having 1 to 5 carbon atoms or a hydroxyalkyl radical having 1 to 5 carbon atoms, m is an integer from 1 to 10, o is an integer from 2 to 15, with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atom, with removal of the water formed; b) the removal of unconverted starting compounds from the crude ester formed; c) the treatment of the crude ester obtained in step b) with steam to form a volatile secondary stream; and d) the removal of the volatile secondary stream obtained in step c), characterized in that the volatile secondary stream obtained in step d) is separated into an aqueous phase and an organic phase and the organic phase removed is subjected to a further treatment with steam and a product stream enriched with polyol esters is obtained as residue.

A process for obtaining product streams enriched with polyol esters from the secondary streams from polyol ester preparation, comprising a) the reaction of polyols of the general formula (II)
H—(—O—[—CR.sup.1R.sup.2—].sub.m—).sub.o—OH  (II) in which R.sup.1 and R.sup.2 are each independently hydrogen, an alkyl radical having 1 to 5 carbon atoms or a hydroxyalkyl radical having 1 to 5 carbon atoms, m is an integer from 1 to 10, o is an integer from 2 to 15, with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atom, with removal of the water formed; b) the removal of unconverted starting compounds from the crude ester formed; c) the treatment of the crude ester obtained in step b) with steam to form a volatile secondary stream; and d) the removal of the volatile secondary stream obtained in step c), characterized in that the volatile secondary stream obtained in step d) is separated into an aqueous phase and an organic phase and the organic phase removed is subjected to a further treatment with steam and a product stream enriched with polyol esters is obtained as residue.

A method for separation of fatty acid from a mixture having fatty acid, the corresponding acyl lactylate and lactic acid, method having steps of: a) providing dispersion of mixture in polar carrier; b) adjusting dispersion mixture to pH from 5-9; and, c) extracting fatty acid from dispersion carrier mixture into solvent immiscible with polar carrier, obtaining fatty acid solution and aqueous raffinate having lactic acid and fatty acid lactylate. Polar carrier has from 70-100 wt. % of water and from 0-30 wt. % of one or more miscible, polar co-solvents. Aqueous raffinate may be further processed by: i) acidifying raffinate to pH from 0-3; and, either ii)a) allowing acidified raffinate to separate into two layers and separating lower, aqueous layer from residual layer of acyl lactylate, or ii)b) extracting fatty acid lactylate from acidified raffinate into second solvent which is immiscible with aqueous raffinate, obtaining an acyl lactylate solution.

A method for separation of fatty acid from a mixture having fatty acid, the corresponding acyl lactylate and lactic acid, method having steps of: a) providing dispersion of mixture in polar carrier; b) adjusting dispersion mixture to pH from 5-9; and, c) extracting fatty acid from dispersion carrier mixture into solvent immiscible with polar carrier, obtaining fatty acid solution and aqueous raffinate having lactic acid and fatty acid lactylate. Polar carrier has from 70-100 wt. % of water and from 0-30 wt. % of one or more miscible, polar co-solvents. Aqueous raffinate may be further processed by: i) acidifying raffinate to pH from 0-3; and, either ii)a) allowing acidified raffinate to separate into two layers and separating lower, aqueous layer from residual layer of acyl lactylate, or ii)b) extracting fatty acid lactylate from acidified raffinate into second solvent which is immiscible with aqueous raffinate, obtaining an acyl lactylate solution.

A method for separation of fatty acid from a mixture having fatty acid, the corresponding acyl lactylate and lactic acid, method having steps of: a) providing dispersion of mixture in polar carrier; b) adjusting dispersion mixture to pH from 5-9; and, c) extracting fatty acid from dispersion carrier mixture into solvent immiscible with polar carrier, obtaining fatty acid solution and aqueous raffinate having lactic acid and fatty acid lactylate. Polar carrier has from 70-100 wt. % of water and from 0-30 wt. % of one or more miscible, polar co-solvents. Aqueous raffinate may be further processed by: i) acidifying raffinate to pH from 0-3; and, either ii)a) allowing acidified raffinate to separate into two layers and separating lower, aqueous layer from residual layer of acyl lactylate, or ii)b) extracting fatty acid lactylate from acidified raffinate into second solvent which is immiscible with aqueous raffinate, obtaining an acyl lactylate solution.