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US 8,198,352 B2Granted
High purity monoalkyltin compounds and uses thereof
AssigneeArkema France
InventorsBerth Jan Deelman, Jeroen J. M. de Pater, Evert J. Saman, Isabelle Tartarin
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Abstract
The present invention relates to high purity monoalkyltin compounds, more specifically to alkyltin compound compositions containing monoalkyltin as major compound, and minor quantities of di- and/or trialkyltin compounds. The present invention also relates to the preparation processes of such high purity monoalkyltin compounds, as well as to the uses of said monoalkyltin compounds as chlorine-containing polymer-stabilizers, glass coating chemicals and catalysts, as well as articles comprising at least one polymer matrix and a high purity monoalkyltin compound.
Claims20
Composition comprising:
- from 85 wt % to 99.999 wt % of at least one monoalkyltin compound of formula RSn(T)3;
- from 0.001 wt % to 10 wt % of at least one di-alkyltin compound of formula R2Sn(T)2;
- from 0.001 wt % to 5 wt % of at least one tri-alkyltin compound of formula R3Sn(T);
- and
- from 0 wt % to 5 wt % of one or more impurities,
- wherein R is linear, branched or cyclic C1-C20 alkyl and T is a ligand selected from the group consisting of thioglycolate esters, 2-ethylhexylthioglycolate esters, iso-octylthioglycolates, iso-butylthioglycolates, thioglycolate, hydroxyl, carboxylates, maleates, diketonates, alcoholates, and 2-ethylhexylmercaptoacetate.
3 more elements
Composition comprising a chlorine-containing polymer and a composition comprising:
- from 85 wt % to 99.999 wt % of at least one monoalkyltin compound of formula RSn(T)3;
- from 0.001 wt % to 10 wt % of at least one di-alkyltin compound of formula R2Sn(T)2;
- from 0.001 wt % to 5 wt % of at least one tri-alkyltin compound of formula R3Sn(T);
- from 0 wt % to 5 wt % of one or more impurities;
- and optionally at least one co-stabiliser and/or one or more additive(s), wherein R is linear, branched or cyclic C1-C20 alkyl and T is a ligand selected from the group consisting of thioglycolate esters, 2-ethylhexylthioglycolate esters, iso-octylthioglycolates, iso-butylthioglycolates, thioglycolate, hydroxyl, carboxylates, maleates, diketonates, alcoholates, and 2-ethylhexylmercaptoacetate.
2 more elements
Article comprising at least one polymer matrix and a composition comprising:
- from 85 wt % to 99.999 wt % of at least one monoalkyltin compound of formula RSn(T)3;
- from 0.001 wt % to 10 wt % of at least one di-alkyltin compound of formula R2Sn(T)2;
- from 0.001 wt % to 5 wt % of at least one tri-alkyltin compound of formula R3Sn(T);
- from 0 wt % to 5 wt % of one or more impurities;
- and
- optionally one or more additive(s) and/or co-stabiliser(s), wherein R is linear, branched or cyclic C1-C20 alkyl and T is a ligand selected from the group consisting of thioglycolate esters, 2-ethylhexylthioglycolate esters, iso-octylthioglycolates, iso-butylthioglycolates, thioglycolate, hydroxyl, carboxylates, maleates, diketonates, alcoholates, and 2-ethylhexylmercaptoacetate.
3 more elements
Process of preparation of a composition comprising:
- from 85 wt % to 99.999 wt % of at least one monoalkyltin compound of formula RSn(T)3;
- from 0.001 wt % to 10 wt % of at least one di-alkyltin compound of formula R2Sn(T)2;
- from 0.001 wt % to 5 wt % of at least one tri-alkyltin compound of formula R3Sn(T);
- and from 0 wt % to 5 wt % of one or more impurities, wherein R is linear, branched or cyclic C1-C20 alkyl and T is a ligand selected from the group consisting of thioglycolate esters, 2-ethylhexylthioglgcolate esters, iso-octglthioglycolates, iso-butylthioglycolates, thioglycolate, hydroxyl, carboxylates, maleates, diketonates, alcoholates, and 2-ethylhexylmercaptoacetate, the process comprising:
- α) hydrostannylating a 1-alkene to the corresponding mono-alkyltin trihalide RSn(Hal)3 in the presence of a transition metal catalyst, tin(II) dihalide and hydrogen halide;
- and
- β) converting the mono-alkyltin trihalide RSn(Hal)3 to RSn(T)3 by contacting the mono-alkyltin trihalide RSn(Hal)3 with a compound of formula H-T in the presence of a suitable base or, alternatively, converting RSn(Hal)3 to alkylstannoic acid of formula RSn(O)OH using a hydroxide base followed by contacting the alkylstannoic acid with a compound of formula H-T under elimination of water.
4 more elements
Process of preparation of a composition comprising:
- from 85 wt % to 99.999 wt % of at least one monoalkyltin compound of formula RSn(T)3;
- from 0.001 wt % to 10 wt % of at least one di-alkyltin compound of formula R2Sn(T)2;
- from 0.001 wt % to 5 wt % of at least one tri-alkyltin compound of formula R3Sn(T);
- and from 0 wt % to 5 wt % of one or more impurities, wherein R is linear, branched or cyclic C1-C20 alkyl and T is a ligand selected from the group consisting of thioglycolate esters, 2-ethylhexylthioglycolate esters, iso-octylthioglycolates, iso-butylthioglycolates, thioglycolate, hydroxyl, carboxylates, maleates, diketonates, alcoholates, and 2-ethylhexylmercaptoacetate, the process comprising the steps of:
- a) preparing a solution of stannous halide SnHal2 in a solvent, together with a transition metal-based catalyst;
- b) reacting the obtained solution with a molar excess of an alkene or cycloalkene precursor of the R radical, at a temperature ranging between room temperature to 200° C. in the presence of hydrogen halide (H-Hal) and optionally metallic tin (Sn);
- c) optionally removing the solvent of the reaction medium, by stripping or vacuum-distillation of the solvent;
- d) optionally filtering the crude reaction medium;
- e) adding a 2- to 5-fold molar excess (relative to the obtained monoalkyltin trihalide) of H-T and water under stirring;
- f) neutralising the reaction medium with alkali or alkaline-earth hydroxide, and forming a water layer and an organic layer;
- g) separating the water layer from the organic layer;
- and
- h) removing the solvent from the organic layer, and optionally filtering to recover RSn(T)3 of high purity.
10 more elements
Dependencies are inferred from the claim text.