US4321409A
Expired / Lapsed
US
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Process for producing conjugated diene monoesters
Assignee: JSR Corp
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Filing: 1979-12-14
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Granted: 1982-03-23
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Expires: 1999-12-14
Abstract
Abstract A process for producing a conjugated diene monoester by reacting a gaseous mixture comprising a conjugated diene, a carboxylic acid and oxygen as reactive components, in which the fraction of said conjugated diene is preferably 12-60 mole % and the fraction of oxygen is preferably 5-30 mole %, in the gas phase in the presence of a catalyst, characterized by carrying out the reaction in the presence of a catalyst which comprises, as active components, (a) palladium, (b) at least one member selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten, copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium and (c) at least one alkali metal carboxylate, or a catalyst which comprises, as active components, these three components (a), (b) and (c) together with (d) at least one alkali metal halide.
Inventors
- 👤 Yoshinori Yoshida
- 👤 Hironobu Shinohara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 05:14
CPC Classifications
C; C07; C07C; C07C67/00; C07C67/04; C07C67/05; C07C67/055
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
133 words
In a process for producing a conjugated diene monoester by reacting a gaseous mixture comprising, as the reactive components, a conjugated diene, a carboxylic acid and oxygen in the gas phase in the presence of a catalyst, the improvement which comprises carrying out the reaction in the presence of a catalyst prepared by supporting on a carrier (a) a palladium compound and (b) a compound or element of at least one member selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium, reducing the so-supported components, and then adding thereto (c) at least one alkali metal carboxylate and (d) at least one alkali metal halide in an amount of 0.05 to 5 moles per 100 g of the carrier.
Claim 2
Dependent Claim
133 words
In a process for producing a conjugated diene monoester by reacting a gaseous mixture comprising, as the reactive components, a conjugated diene, a carboxylic acid and oxygen in the gas phase in the presence of a catalyst, the improvement which comprises carrying out the reaction in the presence of a catalyst prepared by supporting on a carrier (a) a palladium compound and (b) a compound or element of at least one member selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium, reducing the so-supported components, and then adding thereto (c) at least one alkali metal carboxylate and (d) at least one alkali metal halide in an amount of 0.05 to 5 moles per 100 g of the carrier.
Claim 3
Dependent Claim
28 words
A process according to claim 1, wherein the fraction of the conjugated diene in the gaseous mixture is 12-60 mole% and the fraction of oxygen is 5-30 mole%.
Claim 4
Dependent Claim
53 words
A process according to claim 1 or 2, wherein said conjugated diene is a compound represented by the following formula: ##STR3## wherein R 1 -R 6 are independently hydrogen atoms or hydrocarbon residues, and at least one of R 1 , R 2 , R 5 and R 6 is a hydrogen atom.
Claim 5
Dependent Claim
16 words
A process according to claim 1 or 2, wherein said conjugated diene is butadiene or isoprene.
Claim 6
Dependent Claim
18 words
A process according to claim 1 or 2, wherein said carboxylic acid is a lower aliphatic carboxylic acid.
Claim 7
Dependent Claim
20 words
A process according to claim 5, wherein said lower aliphatic carboxylic acid is acetic acid, propionic acid or butyric acid.
Claim 8
Dependent Claim
15 words
A process according to claim 5, wherein said lower aliphatic carboxylic acid is acetic acid.
Claim 9
Dependent Claim
13 words
A process according to claim 4, wherein said carboxylic acid is acetic acid.
Claim 10
Dependent Claim
22 words
A process according to claim 1, wherein said carrier is alumina, silica-alumina, silica, active charcoal, magnesia, diatomaceous earth, Carborundum, titania or zirconia.
Claim 11
Dependent Claim
57 words
A process according to claim 1, 2 or 9, wherein the ratio of (b) to (a) is 0.01 to 20 gram-atoms per gram-atom of palladium and wherein (b) is at least one element selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten, copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium.
Claim 12
Dependent Claim
57 words
A process according to claim 1, 2 or 9, wherein the ratio of (b) to (a) is 0.1 to 10 gram-atoms per gram-atom of palladium and wherein (b) is at least one element selected from the group consisting of magnesium, calcium, barium, cerium, lanthanum, tungsten, copper, zinc, cadmium, boron, thallium, molybdenum, tin, lead, phosphorous, arsenic and selenium.
Claim 13
Dependent Claim
16 words
A process according to claim 1, wherein the component (b) is a zinc or selenium compound.
Claim 14
Dependent Claim
26 words
A process according to claim 1, 2 or 9, wherein said component (c) is an alkali metal salt of formic, acetic, propionic, butyric, or valeric acid.
Claim 15
Dependent Claim
19 words
A process according to claim 12, wherein the alkali metal of component (c) is lithium, sodium, potassium or cesium.
Claim 16
Dependent Claim
17 words
A process according to claim 13, wherein the alkali metal of component (c) is potassium or cesium.
Claim 17
Dependent Claim
16 words
A process according to claim 7, wherein said component (c) is potassium acetate or cesium acetate.
Claim 18
Dependent Claim
23 words
A process according to claim 9, wherein the proportion of component (c) is 0.01 to 10 moles per 100 g of the carrier.
Claim 19
Dependent Claim
27 words
A process according to claim 1, 2 or 9, wherein said component (d) is a fluoride, chloride, bromide or iodide of lithium, sodium, potassium, rubidium or cesium.
Claim 20
Dependent Claim
28 words
A process according to claim 15, wherein said component (d) is potassium fluoride, rubidium fluoride, cesium fluoride, sodium chloride, potassium chloride, rubudium chloride, cesium chloride or cesium bromide.
Claim 21
Dependent Claim
23 words
A process according to claim 9, wherein the proportion of component (d) is 10 moles or less per 100 g of the carrier.
Claim 22
Dependent Claim
19 words
A process according to claim 1, 2 or 9, wherein the reaction temperature is 100° C. to 300° C.
Claim 23
Dependent Claim
17 words
A process according to claim 21, wherein the reaction is effected at atmospheric pressure or under pressure.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-03-22 | 1985-09-21 | 1986-03-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-03-22 | 1989-09-21 | 1990-03-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-03-22 | 1993-09-21 | 1994-03-23 | $7700.00 | Window Closed / Lapsed |