Claims
- 1. A process to react:
- (1) an epoxide-containing compound that contains one or more epoxide moieties per molecule, and
- (2) an aliphatic hydroxyl-containing compound that contains one or more aliphatic hydroxyl groups per molecule,
- characterized in that:
- (a) at least one or more of the aliphatic hydroxyl groups in Component (2) are bonded to a primary carbon atom;
- (b) the reaction is carried out in the presence of a catalytic amount of a catalyst compound selected from any one of the following formulae:
- (X)(Z); (I)
- CM--(XZ).sub.a ; or (II)
- CM--(SiR.sub.2 --X).sub.b (III)
- wherein each "X" is a trifluoromethanesulfonate moiety, each "Z" is a silyl moiety, "CM" is a central organic moiety that does not interfere with the reaction, "a" is the number of pendant catalyst moieties bonded to the central organic moiety and is greater than 1, and "b" is the number of pendant catalyst moieties bonded to the central organic moiety and is greater than 1; and
- (c) the reaction is carried out at a temperature of no more than 130.degree. C.
- 2. A process as described in claim 1, wherein the silyl moiety is any of: a trialkylsilyl moiety, a triphenyl silyl moiety, a dialkylphenylsilyl moiety, or a hydrodialkylsilyl moiety, wherein each alkyl group contains 1 to 6 carbon atoms.
- 3. A process as described in claim 1 wherein the temperature of the reaction is 20.degree. C. to 110.degree. C.
- 4. A process as described in claim 1 wherein the equivalent ratio of aliphatic hydroxyl-containing compound to epoxide-containing compound is from 40:60 to 60:40.
- 5. A process as described in claim 1 wherein the equivalent ratio of aliphatic hydroxyl-containing compound to epoxide-containing compound is from 1:99 to 40:60.
- 6. A process as described in claim 1 wherein the epoxide-containing compound is any of: a glycidyl acrylate, a glycidyl methacrylate, an alkylene oxide or an epihalohydrin.
- 7. A process as described in claim 1 wherein the epoxide-containing compound is a polyepoxide having an epoxy equivalent weight of 100 to 1000.
- 8. A process as described in claim 1 wherein 75 to 100 percent of all hydroxyl groups in the aliphatic hydroxyl-containing compound are primary aliphatic hydroxyl groups.
- 9. A process as described in claim 1 wherein about 100 percent of all hydroxyl groups in the aliphatic hydroxyl-containing compound are primary aliphatic hydroxyl groups.
- 10. The process as described in claim 1, wherein "Z" is an organo silyl moiety with the following formula:
- --Si(R').sub.3
- wherein "R'" is a hydrogen atom or an organic group.
- 11. The process as described in claim 10, wherein "R'" is an organic group.
- 12. The process as described in claim 11, wherein "R'" is an organic group selected from an aliphatic or aromatic group.
- 13. The process as described in claim 12, wherein "R'" is an alkyl group having from 1 to 20 carbon atoms.
- 14. The process as described in claim 1, wherein the catalyst is selected from the group consisting of trimethylsilyl trifluoromethylsulfonate, triethylsilyl trifluoromethylsulfonate, triisopropylsilyl trifluoromethylsulfonate, t-butyldiphenylsilyl trifluoromethylsulfonate, t-butyldimethylsilyl trifluoromethylsulfonate, and resins containing pendant moieties of such catalysts.
Parent Case Info
This is a continuation-in-part of application Ser. No. 08/171,054, filed Dec. 21, 1993 and now abandoned.
US Referenced Citations (7)
Foreign Referenced Citations (10)
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Date |
Country |
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Dec 1983 |
EPX |
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Mar 1984 |
EPX |
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Non-Patent Literature Citations (3)
Entry |
Chemical Abstracts 98:53239, "Trimethylsilyl Triflate Induced Reaction . . . ", Shirahama et al. |
Chemical Abstracts 97:92373,"Trimethylsilyl Triflate in Organic Synthesis", Noyori et al. |
1993 Derwent Publication 93-353399/45 Abstract of EP 0 569 331. |
Continuation in Parts (1)
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Number |
Date |
Country |
Parent |
171054 |
Dec 1993 |
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