# US 4,394,295 A · Coordination complexes as polyesterification catalysts

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- Number: US 4,394,295 A
- Document ID: US4394295A
- Status: Granted
- Kind: A
- Application number: 06/336,293
- Filed: 1981-12-31
- Granted: 1983-07-19
- Earliest claimed: 1981-12-31
- Assignees: Union Carbide Corporation
- Inventors: Kurt Weinberg; Gordon C. Johnson
- Web page: https://patentgrep.com/patent/US4394295A

## CPC

- C08G 63/87: Non-metals or inter-compounds thereof (boron C08G63/84)
- C08G 63/82: characterised by the catalyst used
- C08G 63/83: Alkali metals, alkaline earth metals, beryllium, magnesium, copper, silver, gold, zinc, cadmium, mercury, manganese, or compounds thereof {(C08G63/823 takes precedence)}
- C08G 63/85: Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof {(C08G63/823 takes precedence)}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

The process and the catalyst used therein for producing polyesters and copolyesters, useful for making films and fibers, by the polycondensation of dicarboxylic acids and aliphatic glycols using coordinations complexes of metal halides and silicon compounds as catalysts.

## Claims

### Claim 1

A polyesterification catalyst for the manufacture of solid fiber-forming polyesters or copolyester of dicarboxylic acid compounds and aliphatic glycols comprising a coordination complex of (A) and (B), wherein:
(A) is a metal alkoxy halide selected from the group consisting of
M(OR).sub.a x.sub.b
wherein m is at least one of titanium, zinc, germanium, tin, lead, antimony and; R is alkyl, aryl, alkylaryl, arylalkyl, haloalkyl having from 1 to 20 carbon atoms; a and b are integers having a value of from 1 to 3; the sum of (a+b) is equal to or less than the integer 4; x is at least one of F, Cl, Br or I; with the proviso that when M is antimony a is an integer having a value of from 1 to 4 and the sum (a+b) is equal to or less than 5;
(B) is a silicon compound selected from the group consisting of: ##STR5## X is hydrogen or methyl and is methyl only when m is one; R* is alkyl or haloalkyl having from 1 to 4 carbon atoms;
R** is is methyl, ethyl, butyl, acetoxy, methoxy, ethoxy or butoxy;
R is methyl, ethyl, butyl, methoxy, ethoxy, butoxy, or trimethylsiloxy;
R' is methyl, methoxy, ethoxy, butoxy or trimethylsiloxy;
R" is methoxy, ethoxy, butoxy, trimethylsiloxy or vinyldimethylsiloxy;
R'" is methyl, ethyl, butyl or trimethylsilyl;
Me is methyl;
Z is methyl or T;
Q is an NCCH.sub.2 --, NH.sub.2 CH.sub.2 NHCH.sub.2 --, NC--HS-- or HSCH.sub.2 CH.sub.2 S-- group;
n is an integer having a value of from 2 to 5;
m is an integer having a value of zero or one;
x is an integer having a value of from 1 to 100; and
y is an integer having a value of from 1 to 100;
wherein the mole ratio of A:B in said coordination complex is from 2:1 to 1:10.

### Claim 2 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein silicon compound (B) is a compound of the general formula: ##STR6## wherein T, R, R, ', R" n and m are as defined in claim 1.

### Claim 3 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein silicon compound (B) is a compound of the general formula: ##STR7## wherein Me, T and Z are as defined in claim 1.

### Claim 4 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein silicon compound (B) is a compound of the general formula: ##STR8## wherein Me, T, R'", x and y are as defined in claim 1.

### Claim 5 (depends on 1)

A polyesterification catalyst as claimed in claim 1 wherein silicon compound (B) is a compound of the general formula:
QCH.sub.2 CH.sub.2 SiR.sub.3 ** (IV)
wherein Q and R** are as defined in claim 1.

### Claim 6 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein the silicon compound (B) is diethoxyphosphorylethyl methyl diethoxysilane.

### Claim 7 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein the silicon compound (B) is 3-aminopropyl triethoxysilane.

### Claim 8 (depends on 1)

A polyesterification catalyst claimed in claim 1, wherein the silicon compound (B) is 2-cyanoethyl triethoxysilane.

### Claim 9 (depends on 1)

A polyesterification catalyst claimed in claim 1, wherein the silicon compound (B) is 2-mercaptoethyl triethoxysilane.

### Claim 10 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of monobromo tri(iso-propoxy) titanate and di(isopropoxy) phosphoryl ethyl methyl diethoxysilane.

### Claim 11 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of monochloro tri(isopropoxy) titanate and di(isopropoxy)phosphoryl ethyl methyl diethoxysilane.

### Claim 12 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of dichloro(diisopropyl)-titanate and di(isopropoxy) phosphoryl ethyl methyl diethoxysilane.

### Claim 13 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of monochloro tri(butoxy)-titanate and di(methoxy)phosphoryl ethyl methyl diethoxysilane.

### Claim 14 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of monobromo tri(butoxy)titanate and di(methoxy)phosphoryl ethyl methyl diethoxy silane.

### Claim 15 (depends on 1)

A polyesterification catalyst as claimed in claim 1, wherein said polyesterification catalyst is a coordination complex of dichloro diisopropoxy titanate and di(isopropoxy)phosphorylethyl methyl diethoxysilane.

### Claim 16 (depends on 1)

A polyesterification catalyst as claimed in claim 1 wherein said polyesterification catalyst is a coordination complex of trichloro butoxy titanate and di(isopropoxy) phosphoryl-ethyl methyl di(ethoxysilane).

### Claim 17 (depends on 1)

A polyesterification catalyst as claimed in claim 1 wherein said polyesterification catalyst is a coordination complex of dichloro di(isopropoxy) titanate and di(methoxy) phosphoryl ethyl methyl diethoxy silane.
