Provided is a method of purifying a terpenoid amino alcohol derivative, including providing a crude terpenoid amino alcohol derivative; performing an acid/base crystallization process of the crude terpenoid amino alcohol derivative to obtain an organic salt; and reacting the organic salt with NaOH and toluene to obtain a purified terpenoid amino alcohol derivative. Also provided is a method of preparing p-mentha-2,8-diene-1-ol from the purified terpenoid amino alcohol derivative.

The invention relates to a method for producing at least one metal amino alcoholate, at least comprising the following steps (A) providing at least one amino alcohol, (B) adding at least one basic compound to the at least one amino alcohol provided in step (A) in order to obtain at least one corresponding amino alcoholate, and (C) adding at least one metal halogenide to the mixture obtained in step (C) in order to obtain a corresponding metal amino alcoholate, wherein in step (C) the at least one metal halogenide is added as a solution in a protic solvent at a concentration of 2.0 to 35.0 wt. %; a solution containing at least one metal alcoholate obtained in this manner; the use of the solution to produce a composition; a corresponding composition; the use of said composition to produce single- or multi-layer paint structures; a method for single- or multi-layer coating of a substrate with a paint structure; and a substrate coated in this manner.

The invention relates to a method for producing at least one metal amino alcoholate, at least comprising the following steps (A) providing at least one amino alcohol, (B) adding at least one basic compound to the at least one amino alcohol provided in step (A) in order to obtain at least one corresponding amino alcoholate, and (C) adding at least one metal halogenide to the mixture obtained in step (C) in order to obtain a corresponding metal amino alcoholate, wherein in step (C) the at least one metal halogenide is added as a solution in a protic solvent at a concentration of 2.0 to 35.0 wt. %; a solution containing at least one metal alcoholate obtained in this manner; the use of the solution to produce a composition; a corresponding composition; the use of said composition to produce single- or multi-layer paint structures; a method for single- or multi-layer coating of a substrate with a paint structure; and a substrate coated in this manner.

An organic amine salt compounds of general formula A.sup.n−[B.sup.m+].sub.p (I) is disclosed, wherein A.sup.n− is a CO.sub.2-donating anion with a valence of −n, wherein n=1, 2 or 3; each B.sup.m+ comprises: ammonium ion, hydrazinium ion and/or organic amine B cation; wherein $m=1\text{-}10;0<p\le \frac{n}{m};$
and wherein A.sup.n− is one or more selected from a group consisting of following anions: (a) carbamate orcarbazate; (b) carbonate; (c) formate; (d) bicarbonate; (e) organic monocarbonate; (f) organic poly-carbamate; (g) orthoformate; or (h) organic poly-carbonate. The compound of general formula (I) has at least one of hydroxyalkyl group linked to N atom, i.e., has alkanolamine residue. They can be used as polyurethane foaming agent, and most of them can be used as polystyrene foaming agent or polyvinyl choride foaming agent.

An organic amine salt compounds of general formula A.sup.n−[B.sup.m+].sub.p (I) is disclosed, wherein A.sup.n− is a CO.sub.2-donating anion with a valence of −n, wherein n=1, 2 or 3; each B.sup.m+ comprises: ammonium ion, hydrazinium ion and/or organic amine B cation; wherein $m=1\text{-}10;0<p\le \frac{n}{m};$
and wherein A.sup.n− is one or more selected from a group consisting of following anions: (a) carbamate orcarbazate; (b) carbonate; (c) formate; (d) bicarbonate; (e) organic monocarbonate; (f) organic poly-carbamate; (g) orthoformate; or (h) organic poly-carbonate. The compound of general formula (I) has at least one of hydroxyalkyl group linked to N atom, i.e., has alkanolamine residue. They can be used as polyurethane foaming agent, and most of them can be used as polystyrene foaming agent or polyvinyl choride foaming agent.

The present invention provides processes for the preparation of a compound of Formula 2 or a salt thereof, wherein R.sup.1 is selected from the group consisting of H, C.sub.1-C.sub.3 alkyl, and C(0)R.sup.3; R.sup.3 is selected from the group consisting of C.sub.1-C.sub.6 alkyl, C.sub.6-C.sub.10aryl and C.sub.7-C.sub.20 arylalkyl; the carbon atom marked with “*” is racemic, enantiomerically enriched in the (R)-configuration, or enantiomerically enriched in the (S)-configuration. Also provided are intermediate compounds of the processes.

##STR00001##

The present invention provides processes for the preparation of a compound of Formula 2 or a salt thereof, wherein R.sup.1 is selected from the group consisting of H, C.sub.1-C.sub.3 alkyl, and C(0)R.sup.3; R.sup.3 is selected from the group consisting of C.sub.1-C.sub.6 alkyl, C.sub.6-C.sub.10aryl and C.sub.7-C.sub.20 arylalkyl; the carbon atom marked with “*” is racemic, enantiomerically enriched in the (R)-configuration, or enantiomerically enriched in the (S)-configuration. Also provided are intermediate compounds of the processes.

##STR00001##

The present invention relates to a process for purifying ethylenediamine (EDA) by distillation, wherein the process comprises the steps a) and b). In step a), a mixture (G1) comprising water, EDA and N-methylethylenediamine (N-MeEDA) is fed into a distillation apparatus (D1), and the major part of the water comprised in the mixture (G1) is separated off overhead at a pressure of greater than 4.8 bara. From the bottom of (D1), the water-enriched mixture (G2) is fed into a distillation apparatus (D2) in step b). At the top of (D2), the major part of the N-MeEDA is distilled off. The stream (S3) obtained from the bottom of (D2) comprises EDA, with the components water and N-MeEDA comprised in the mixture (G1) having been largely or completely removed. Further distillation steps can optionally be carried out in order to obtain pure EDA, for example when diethylenetriamine (DETA) is additionally comprised in the mixture (G1). If ammonia is additionally comprised in the mixture (G1), an ammonia removal is preferably additionally carried out before carrying out the step a) in the process of the invention.

The present invention relates to a process for purifying ethylenediamine (EDA) by distillation, wherein the process comprises the steps a) and b). In step a), a mixture (G1) comprising water, EDA and N-methylethylenediamine (N-MeEDA) is fed into a distillation apparatus (D1), and the major part of the water comprised in the mixture (G1) is separated off overhead at a pressure of greater than 4.8 bara. From the bottom of (D1), the water-enriched mixture (G2) is fed into a distillation apparatus (D2) in step b). At the top of (D2), the major part of the N-MeEDA is distilled off. The stream (S3) obtained from the bottom of (D2) comprises EDA, with the components water and N-MeEDA comprised in the mixture (G1) having been largely or completely removed. Further distillation steps can optionally be carried out in order to obtain pure EDA, for example when diethylenetriamine (DETA) is additionally comprised in the mixture (G1). If ammonia is additionally comprised in the mixture (G1), an ammonia removal is preferably additionally carried out before carrying out the step a) in the process of the invention.

A process for the manufacture of ethyleneamines and ethanolamines, comprising the steps of (i) converting a glycolaldehyde derivative of formula (II), in which R.sup.2, R.sup.3 are—the same or different—hydrogen, alkyl, such as C.sub.1-6-alkyl, or cycloalkyl such as Cs-e-cycloalkyl; and an animating agent of formula (III); in which R1 is hydrogen (H), alkyl, such as C.sub.1-6-alkyl, or cycloalkyl such as C.sub.3-6-cycloalkyl, in the gas or liquid phase; (ii) feeding the reaction products obtained in step (i) into a hydrogenation reactor, where the reaction products are converted with hydrogen in the presence of a hydrogenation catalyst.

##STR00001##