Catalysis with titanium oxides

• US 6,034,203 A
• Filed: 04/08/1999
• Issued: 03/07/2000
• Est. Priority Date: 04/08/1999
• Status: Expired due to Fees

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: McCarron, Eugene M. III, Lustig, Steven Raymond, Burch, Robert Ray
• Primary Examiner(s): Acquah, Samuel A.
• Application Number:
  US09/288,371
• Time in Patent Office: 334 Days
• Field of Search: 528/271, 528/272, 528/275, 528/279, 528/298, 528/302, 528/306, 528/307, 528/308, 528/308.6, 524/777, 524/783
• US Class Current: 528/279
• 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

A process which can be used in oligomerization, polymerization, or depolymerization such as, for example, the production of a polyester is provided. The process comprises contacting a carbonyl compound, in the presence of a composition, with an alcohol. The catalyst comprises a catalyst having the formula of M_x Ti.sup.(III) Ti.sup.(IV)_y O.sub.(x+3+4y)/2 wherein M is an alkali metal, Ti.sup.(III) is titanium in the +3 oxidation state, Ti.sup.(IV) is titanium in the +4 oxidation state, x and y are numbers greater than or equal to zero wherein if x equals zero, y is a number less than 1/2.

Claims

1. A process comprising contacting, in the presence of a catalyst, a carbonyl compound and an alcohol wherein said catalyst comprises a titanium-containing compound having the formula of M_x Ti.sup.(III) Ti.sup.(IV)_y O.sub.(x+3+4y)/2 wherein M is an alkali metal, Ti.sup.(III) is titanium in the +3 oxidation state, Ti.sup.(IV) is titanium in the +4 oxidation state, x and y are each a number greater than or equal to zero, and if x equals to zero, y is a number less than 1/2.

2. A process according to claim 1 wherein said carbonyl compound has the formula of RCOOR and said alcohol has the formula of HOAOH wherein each R is independently selected from the group consisting of hydrogen, a hydrocarboxyl radial, a hydrocarbyl radical, and combinations of two or more thereof, each radial has 1 to about 30 carbon atoms and is selected from the group consisting of alkyl radical, aryl radical, alkaryl radical, aralkyl radical, alkenyl radical, and combination of two or more thereof;

and A is selected from the group consisting of alkylene goup, arylene group, alkenylene group, and combinations of two or more thereof.

3. A process according to claim 1 wherein said alcohol is selected from the group consisting of ethylene glycol, propylene glycol, isopropylene glycol butylene glycol, 1-methyl propylene glycol, pentylene glycol, and combinations of two or more thereof.

4. A process according to claim 2 wherein said alcohol is ethylene glycol.

5. A process according to claim 1 wherein said carbonyl compound is selected from the group consisting of terephthalic acid, dimethyl terephthalate, isophthalic acid, napthalic acid, succinic acid, adipic acid, phthalic acid, glutaric acid, acrylic acid, oxalic acid, benzoic acid, maleic acid, propenoic acid, and combination of two or more thereof.

6. A process according to claim 1 wherein said carbonyl compound is terephthalic acid.

7. A process according to claim 6 wherein said alcohol is ethylene glycol.

8. A process according to claim 1 wherein M is lithium.

9. A process according to claim 1 wherein x is 0.

10. A process according to claim 1 wherein y is 0.

11. A process according to claim 9 wherein y is 0.

12. A process according to claim 7 wherein x is 0, y is 0, and said catalyst is Ti₂ O₃ or TiO₁.5 .

13. A process according to claim 1 wherein said alcohol is selected from the group consisting of ethylene glycol, propylene glycol, isopropylene glycol, butylene glycol, 1-methyl propylene glycol, pentylene glycol, and combinations of two or more thereof;

said carbonyl compound is a terephthalic acid or derivative of terephthalic acid; and

said catalyst is TiO₁.5.

14. A process according to claim 13 wherein said alcohol is ethylene glycol;

and said carbonyl compound is selected from the group consisting of terephthalic acid, dimethyl terephthalate, and combinations thereof.

15. A process according to claim 13 wherein said carbonyl compound is terephthalic acid and said alcohol is ethylene glycol.

16. A process comprising contacting, in the presence of a catalyst, an alcohol with a carbonyl compound under a condition sufficient to produce a polymer comprising repeat units derived from said alcohol and said carbonyl compound wherein

said catalyst comprises a titanium-containing compound having the formula of M_x Ti.sup.(III) Ti.sup.(IV)_y O.sub.(x+3+4y)/2 wherein M is an alkali metal, Ti.sup.(III) is titanium in the +3 oxidation state, Ti.sup.(IV) is titanium in the +4 oxidation state, x and y are numbers greater than or equal to zero, and if x equals to zero, y is a number less than 1/2;

said alcohol is selected from the group consisting of ethylene glycol, propylene glycol, isopropylene glycol, butylene glycol, 1-methyl propylene glycol, pentylene glycol, and combinations of two or more thereof; and

said carbonyl compound is selected from the group consisting of terephthalic acid, dimethyl terephthalate, isophthalic acid, napthalic acid, succinic acid, adipic acid, phthalic acid, glutaric acid, acrylic acid, oxalic acid, benzoic acid, maleic acid, propenoic acid, and combination of two or more thereof.

17. A process according to claim 16 wherein said catalyst is Ti₂ O₃ or TiO₁.5, said alcohol is ethylene glycol, and said carbonyl compound is selected from the group consisting of terephthalic acid, dimethyl terephthalate, and combinations thereof.

18. A process according to claim 17 wherein said carbonyl compound is terephthalic acid.

19. A process comprising contacting, in the presence of a catalyst which comprises Ti₂ O₃ or TiO₁.5, terephthalic acid with ethylene glycol.