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US 2007/0179045 A1Published application
Mixed catalytic composition
AssigneeChemtura Organometallics GmbH
InventorsJens Roder, Andrea Kapries, Thorsten Nordhorn, Johannes Canisius
Life of this patent
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Abstract
The present invention relates to catalytic compositions for esterification, transesterification and polycondensation reactions, a process for the catalysis of said reactions employing such catalytic compositions and polyesters or resins obtainable by this process.
Claims21
1-19. (canceled)
A catalytic composition useful for esterification, transesterification and polycondensation reactions, said catalytic composition comprising a mixture of:
- (A) at least one organotin compound of the general formula (I):
- wherein
- R1 is selected from the group consisting of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, and substituents selected from the group:
- —X—RA, wherein RA is —CN, —COOH, —COO-methyl, —COO-ethyl, —COO-n-propyl, —COO-isopropyl, —COO-n-butyl, —COO-2-butyl. —COO-iso-butyl, —COO-tert-butyl, —COO-n-pentyl, —COO-isopentyl, —COO-neo-pentyl, —COO-tert-pentyl, —COO-hexyl, —COO-heptyl, —COO-n-octyl, —COO-iso-octyl, —COO-2-ethyl-1-hexyl, —COO-2,2,4-trimethylpentyl, —COO-nonyl, —COO-decyl, —COO-dodecyl, —COO-n-dodecyl, —COO-cyclopentyl, —COO-cyclohexyl, —COO-cycloheptyl, —COO-methylcyclohexyl, —COO-vinyl, —COO-1-propenyl, —COO-2-propenyl, —COO-naphtyl, —COO-anthranyl, —COO-phenanthryl, —COO-o-tolyl, —COO-p-tolyl, —COO-m-tolyl, —COO-tolyl, —COO-ethylphenyl, —COO-mesityl, —COO-benzyl, —COO-phenyl, —COOC2H4OH, —COOC3H6OH, —COOC4H8OH, —COOCH2C(CH3)2CH2OH;
- and —X—is —CH2—, —C2H4—, —C3H6—, —C4H8—, —C5H10—, and C6H12—;
- R2 is selected from the group consisting of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms and anionic ligands with O-coordination of the group selected from —O, —OH, linear, branched or cyclic alkyl or arylcarboxy groups having 1 to 40 carbon atoms, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms;
- and
- R3 and R4 are each independently selected from the group consisting of anionic ligands with O-coordination of the group selected from —O, —OH, linear, branched or cyclic alkyl groups or arylcarboxy groups having 1 to 40 carbon atoms, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms and anions of a mineral acid selected from the group of sulphate, sulphite, phosphate, halogen- and pseudohalogen anion;
- and
- (B) at least one compound according to one of the formulae (II), (III) and/or (IV),
- Xm(R′)n (formula II)
- O═Xm(R′)o (formula III)
- (O═)rXmOp(R′)q (formula IV)
- wherein X is a heteroatom selected from the group consisting of N, Si, Cl, Br, I and S,
- m is an integer from 1 to 5,
- n is an integer from 1 to 5,
- o is an integer from 1 to 5,
- p is an integer from 0 to 5,
- q is an integer from 0 to 5,
- r is an integer from 0 to 3,
- R′ in formula (II) denotes n different or identical groups, each being independent from each other and selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, anionic ligands with O-coordination selected from the group of —O, —OH, linear, branched and cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ or a metal ion,
- R′ in formula (III) denotes o different or identical groups, each being independent from each other and selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 cartbon atoms, anionic ligands with O-coordination selected from the group of—O, —OH, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ and a metal ion,
- R′ in formula (IV) denotes q different or identical groups, each being independent from each other and selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, anionic ligands with O-coordination selected from the group of —O, —OH, linear, branched or cyclic alkyl-, and arylalcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ and a metal ion, or
- X is P, then
- m is an integer from 1 to 5,
- n is an integer from 1 to 5,
- o is an integer from 1 to 5,
- p is an integer from 0 to 5
- q is an integer from 0 to 5,
- r is an integer from 0 to 3,
- R′ in formula (II) denotes n different or identical groups, each being independent from each other and selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, anionic ligands with O-coordination selected from the group of —O, —OH, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ and a metal ion,
- R′ in formula (III) denotes o different or identical groups, each being independent from each other and selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, anionic ligands with O-coordination selected from the group of —O, —OH, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ and a metal ion, with the proviso that when o=3, then:
- (a) each R′ is independently, methyl, ethyl, n-propyl, iso-propyl, n-butyl, 2-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl, hexyl, heptyl, n-octyl, iso-octyl, 2,2,4-trimethylpentyl, nonyl, decyl, dodecyl, n-dodecyl, cyclopentyl, cyclohexyl, cycloheptyl, methylcyclohexyl, vinyl, 1-propenyl, 2-propenyl naphthyl, anthryl, phenanthryl, o-tolyl, p-tolyl, m-tolyl, xylyl, ethylphenyl, mesityl, phenyl, benzyl, methanolate, ethanolate, n-propanolate, iso-propanolate, n-butanolate, 2-butanolate, iso-butanolate, tert-butanolate, n-pentanolate, isopentanolate, neo-pentanolate, tert-pentanolate, 2-methyl-1-butanolate, hexanolate, heptanolate, n-octanolate, iso-octanolate, 2,2,4-trimethylpentanolate, nonanolate, decanolate, dodecanolate, n-dodecanolate, cyclopentanolate, cyclohexanolate, cycloheptanolate, methylcyclohexanolate, glycolate, glycerate, pinacolate, neopentylglycolate, vinylalcoholate, propargylalcoholate, 2-ethyl-1-hexanolate, ethyleneglycol, diethyleneglycol, or benzylalcoholate;
- or
- (b) two of the R′s are each independently, methyl, ethyl, n-propyl, iso-propyl, n-butyl, 2-butyl, iso-butyl, tert-butyl, n-pentyl, isopentyl, neo-pentyl, tert-pentyl, hexyl, heptyl, n-octyl, iso-octyl, 2,2,4-trimethylpentyl, nonyl, decyl, dodecyl, n-dodecyl, cyclopentyl, cyclohexyl, cycloheptyl, methylcyclohexyl, vinyl, 1-propenyl, 2-propenyl naphtyl, anthryl, phenanthryl, o-tolyl, p-tolyl, m-tolyl, xylyl, ethylphenyl, mesityl, phenyl, benzyl, methanolate, ethanolate, n-propanolate, iso-propanolate, n-butanolate, 2-butanolate, iso-butanolate, tert-butanolate, n-pentanolate, isopentanolate, neo-pentanolate, tert-pentanolate, 2-methyl-1-butanolate, hexanolate, heptanolate, n-octanolate, iso-octanolate, 2,2,4-trimethylpentanolate, nonanolate, decanolate, dodecanolate, n-dodecanolate, cyclo-pentanolate, cyclohexanolate, cycloheptanolate, methylcyclohexanolate, glycolate, glycerate, pinacolate neopentylglycolate, vinylalcoholate, propargylalcoholate, 2-ethyl-1-hexanolate, ethyleneglycol, diethylene-glycol, triethyleneglycol and benzylalcoholate, and the third R′ is H, and
- R′ in formula (IV) denotes q different or identical groups, each being independent from each other selected from the group of linear, branched or cyclic alkyl groups having 1 to 40 carbon atoms, aryl groups having 1 to 40 carbon atoms, anionic ligands with O-coordination selected from the group of —O, linear, branched or cyclic alkyl-, and aryl alcoholate groups having 1 to 40 carbon atoms, H, Cl, Br, NH4+ and a metal ion.
33 more elements
Dependencies are inferred from the claim text.