Polybutylene terephthalate

• US 4,014,858 A
• Filed: 05/12/1975
• Issued: 03/29/1977
• Est. Priority Date: 05/12/1975
• Status: Expired due to Term

• Current Assignee: Standard Oil Company (BP PLC)
• Original Assignee: Standard Oil Company (BP PLC)
• Inventors: Chipman, Gary R., Henk, Michael G., Blaha, Eli W., De Boer, Jacob A.
• Primary Examiner(s): Czaja, Donald E.
• Assistant Examiner(s): Person, S. M.
• Application Number:
  US05/576,478
• Time in Patent Office: 687 Days
• Field of Search: 260/75 M, 260/75 R
• US Class Current: 528/283
• CPC Class Codes: C08G 63/183 Terephthalic acids
• CPC Class Codes: C08G 63/85 Germanium, tin, lead, arsenic, antimony, bismuth, titanium, zirconium, hafnium, vanadium, niobium, tantalum, or compounds thereof C08G63/823 takes precedence

Abstract

Reaction of terephthalic acid and butane diol using a tetravalent tin catalyst having the organo-to-tin linkage.

Claims

1. The process of carrying out a first stage polyesterification which comprises reacting a polyhydric alcohol and a polycarboxylic acid compound in a concentration of 1.1 to 4 hydroxyl equivalents per carboxyl equivalent under polyesterification conditions at about 180°

to 250°

C. in the presence of a catalytic concentration of a tetravalent tin compound having one organo to tin linkage, per tin atom wherein 1,4-butane diol provides from 75 to 100 equivalent percent of the hydroxyl groups of the polyhydric alcohol compound, a terephthalic acid compound provides from 75 to 100 equivalent percent of the carboxyl groups of the polycarboxylic acid compound and at least 50 percent of the carboxyl equivalents are provided by terephthalic acid.

2. The process of claim 1, wherein said tin catalyst comprises a hydrocarbyl stannoic anhydride.

3. The process of claim 2 wherein said stannoic anhydride comprises an alkyl stannoic anhydride.

4. The process of claim 1, wherein said tin catalyst comprises a hydrocarbyl stannoic acid.

5. The process of claim 4 wherein said hydrocarbyl group comprises an alkyl group.

6. The process of claim 1 wherein said tin catalyst comprises a hydrocarbyl tin halide.

7. The process of claim 6 wherein said hydroxycarbyl tin halide comprises a hydrocarbyl tin dihydroxy monohalide.

8. The process of claim 7 wherein said hydrocarbyl tin dihydroxy monohalide comprises an alkyl tin dihydroxy mono chloride.

9. The process of claim 1, wherein substantially all of the polyhydric alcohol is provided by 1,4-butane diol and substantially all of the polycarboxylic acid compound is provided by terephthalic acid.

10. The process of carrying out a first stage polyesterification which comprises reacting 1,4-butane diol and terephthalic acid in a mole ratio of 1.1 to 2.0 moles of butane diol per mole of terephthalic acid at about 180°

to 250°

C. in the presence of a tetravalent tin compound having one organo to tin linkage per tin atom.

11. The process of claim 10 wherein said butane diol is present in a concentration of 1.1 to 1.75 mole per mole of terephthalic acid.

12. The process of claim 10 wherein said esterification is carried out at from 190°

to 235°

C.

13. The process of claim 10, wherein said tin catalyst comprises a hydrocarbyl stannoic anhydride.

14. The process of claim 10 wherein said tin catalyst comprises a hydrocarbyl tin halide.

15. The process of claim 14 wherein said hydrocarbyl tin halide comprises a hydrocarbyl tin dihydroxy monohalide.

16. The process of claim 15 wherein said hydrocarbyl tin dihydroxy monohalide comprises an alkyl tin dihydroxy monochloride.

17. The process of claim 13 wherein said tin catalyst comprises an alkyl stannoic acid.

18. The process of claim 10 wherein said reaction is carried out in a continuous sealed reactor and any volatalized butane diol is returned directly to the reactor.

19. The process of claim 10 wherein said tin catalyst comprises a hydrocarbyl stannoic acid.

20. The process of claim 19 wherein said hydrocarbyl group comprises an alkyl group.