Claims
- 1. A process for producing a both end-hydroxyl group-terminated diol, wherein an epoxy alcohol represented by the following general formula (1) is subjected to a hydrogenolysis reaction in the presence of a catalyst for producing both end-hydroxyl group terminated diols, which catalyst contains at least one element selected from the group consisting of Group V elements, Group VI elements, Group VII elements, Group VIII elements, Group IX elements, Group X elements, and Group XI elements in the periodic table, in the presence of at least one solvent selected from the group consisting of ethers, esters, aromatic hydrocarbon compounds, alicyclic hydrocarbon compounds and aliphatic hydrocarbon compounds, to thereby obtain a both end-hydroxyl group-terminated diol represented by the following general formula (2):
General formula (1): 19(wherein R1 and R2 each independently represents hydrogen, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or an aryl group having 6 to 13 carbon atoms and n represents an integer of 1 to 6); General formula (2): 20(wherein R1 and R2 each independently represents hydrogen, a cycloalkyl group, an aryl group or an alkyl group having 1 to 8 carbon atoms, and n represents an integer of 1 to 6).
- 2. A process for producing a both end-hydroxyl group-terminated diol according to claim 1, wherein the epoxy alcohol represented by general formula (1) is a compound which has been obtained by epoxidizing an unsaturated alcohol compound represented by general formula (3):
General Formula (3): 21(wherein R1 and R2 each independently represents hydrogen, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or an aryl group having 6 to 13 carbon atoms and n represents an integer of 1 to 6).
- 3. A process for producing a both end-hydroxyl group-terminated diol represented by the general formula (2), which comprises at least the following Step (E) and Step (F):
Step (E): a step of epoxidizing an unsaturated alcohol compound represented by general formula (3), to thereby obtain an epoxy alcohol represented by the general formula (1); Step (F): a step of subjecting the epoxy alcohol compound to a hydrogenolysis reaction in the presence of a catalyst for producing a both end-hydroxyl group-terminated diols, which catalyst contains at least one element selected from the group consisting of Group V elements, Group VI elements, Group VII elements, Group VIII elements, Group IX elements, Group X elements, and Group XI elements in the periodic table, and in the presence of at least one solvent selected from the group consisting of ethers, esters, aromatic hydrocarbon compounds, alicyclic hydrocarbon compounds and aliphatic hydrocarbon compounds, to thereby obtain a both end-hydroxyl group-terminated diol represented by the following general formula (2): General formula (1) 22(wherein R1 and R2 each independently represents hydrogen, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or an aryl group having 6 to 13 carbon atoms and n represents an integer of 1 to 6); General formula (2): 23(wherein R1 and R2 each independently represents hydrogen, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or an aryl group having 6 to 13 carbon atoms and n represents an integer of 1 to 6) General Formula (3): 24(wherein R1 and R2 each independently represents hydrogen, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, or an aryl group having 6 to 13 carbon atoms and n represents an integer of 1 to 6);
- 4. A process for producing a both end-hydroxyl group-terminated diol according to any of claims 1-3, wherein the epoxy alcohol represented by the following general formula (1) is at least one epoxy alcohol compound selected from the group consisting of: glycidol, 3,4-epoxy-1-butanol and 3,4-epoxy-2-butanol.
- 5. A process for producing a both end-hydroxyl group-terminated diol according to claims 2 or 3, wherein the unsaturated alcohol compound represented by general formula (3) is at least one unsaturated alcohol compound selected from the group consisting of: allyl alcohol, 3-buten-1-ol and 3-buten-2-ol.
- 6. A process for producing a both end-hydroxyl group-terminated diol according to any of claims 1 or 3, wherein the solvent is at least one species selected from the group consisting of diethyl ether, dibutyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, 1,4-dioxane, benzene, toluene, xylene, cyclohexane, hexane, ethyl acetate, propyl acetate, isopropyl acetate and butyl acetate.
- 7. A both end-hydroxyl group-terminated diol, which has been produced by a process for producing a both end-hydroxyl group-terminated diol according to any of claims 1 or 3.
- 8. The process for producing both end-hydroxyl group-terminated diols according to any of claims 1, 2 or 3, wherein the catalyst comprises at least one element selected from the group consisting of Fe, Co, Ni, Cu, Re and Ru.
- 9. The process for producing both end-hydroxyl group-terminated diols according to claim 1 or 3, wherein the catalyst is a sponge catalyst.
- 10. The process for producing both end-hydroxyl group-terminated diols according to claim 1 or 3, wherein the catalyst is a carrier-containing catalyst.
- 11. The process for producing both end-hydroxyl group-terminated diols according to claim 10, wherein the carrier comprises at least one species selected form the group consisting of: activated carbon, alumina, silica, silica alumina, zeolite, diatomaceous earth, titania, and zirconia.
Priority Claims (2)
Number |
Date |
Country |
Kind |
2001-081783 |
Mar 2001 |
JP |
|
2001-373977 |
Dec 2001 |
JP |
|
CROSS REFERENCE
[0001] This is a divisional of application Ser. No. 10/088,485 filed Mar. 26, 2002, which claims benefit of Provisional Application No. 60/278,421 filed Mar. 26, 2001; the disclosures of which are incorporated herein by reference.
Provisional Applications (1)
|
Number |
Date |
Country |
|
60278421 |
Mar 2001 |
US |
Divisions (1)
|
Number |
Date |
Country |
Parent |
10088485 |
Mar 2002 |
US |
Child |
10876687 |
Jun 2004 |
US |