US4016200A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for preparing carboxylic acid esters from toluene and xylene
Assignee: Mitsubishi Chemical Corp
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Filing: 1976-02-17
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Granted: 1977-04-05
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Expires: 1996-02-17
Abstract
Abstract A carboxylic ester is prepared by reacting a hydrocarbon selected from monoolefins having 2 to 6 carbon atoms, benzene, toluene and xylene with an aliphatic saturated carboxylic acid having 2 to 4 carbon atoms and molecular oxygen in the vapor phase in the presence of a supported solid catalyst of palladium metal, an antimony component and a carboxylic acid salt of alkali metal, alkaline earth metal, zinc, cadmium, lead or tin, with the improvement comprising: adding said antimony compound to the support of said catalyst by dipping a carrier into an aqueous solution of water-soluble antimony compound selected from the group consisting of antimonic acid, antimonates and antimony complexes of organic acids.
Inventors
- 👤 Takeru Onoda
- 👤 Keisuke Wada
- 👤 Masayuki Otake
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 19:31
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/1616; B01J31/02; B01J31/04; B01J31/22; B01J31/2204; B01J31/2208; B01J31/2226; B01J31/223; B01J31/26; B01J31/28; B01J31/30; C; C07; C07C; C07C67/00; C07C67/035; C07C67/04; C07C67/05; C07C67/055; B01J2531/00; B01J2531/50; B01J2531/52
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
129 words
In a process for preparing a carboxylic ester by reacting a hydrocarbon selected from the group consisting of toluene and xylene with an alkanoic carboxylic acid having 2 to 4 carbon atoms and molecular oxygen in the vapor phase in the presence of a supported solid catalyst of palladium metal, antimony oxide and a carboxylic acid salt of an alkali metal, an alkaline earth metal, zinc, cadmium, lead or tin, the improvement comprising: adding said antimony oxide to the support of said catalyst by dipping a carrier into an aqueous solution of a water soluble antimony compound selected from the group consisting of antimonic acid, antimonates and antimony complexes of oxalic, glycolic or tartaric acids; and calcining said dipped carrier at a temperature of from 500° - 900° C.
Claim 2
Dependent Claim
129 words
In a process for preparing a carboxylic ester by reacting a hydrocarbon selected from the group consisting of toluene and xylene with an alkanoic carboxylic acid having 2 to 4 carbon atoms and molecular oxygen in the vapor phase in the presence of a supported solid catalyst of palladium metal, antimony oxide and a carboxylic acid salt of an alkali metal, an alkaline earth metal, zinc, cadmium, lead or tin, the improvement comprising: adding said antimony oxide to the support of said catalyst by dipping a carrier into an aqueous solution of a water soluble antimony compound selected from the group consisting of antimonic acid, antimonates and antimony complexes of oxalic, glycolic or tartaric acids; and calcining said dipped carrier at a temperature of from 500° - 900° C.
Claim 3
Dependent Claim
46 words
The process of claim 1, wherein the carrier is dipped into an aqueous solution of the water soluble antimony compound and then is calcined at 500° - 900° C in an oxygen-containing gas followed by dipping the product into an aqueous solution of a palladium compound.
Claim 4
Dependent Claim
15 words
The process of claim 2, wherein the calcination is performed at 600° - 800° C.
Claim 5
Dependent Claim
49 words
The process of claim 1, wherein the carrier is dipped in an aqueous solution the water soluble antimony compound and a palladium compound and then the product is calcined at 500° - 900° C in an oxygen-containing gas whereby the antimony oxide and the palladium component are simultaneously supported.
Claim 6
Dependent Claim
15 words
The process of claim 4, wherein the calcination is performed at 600° - 800° C.
Claim 7
Dependent Claim
20 words
The process of claim 1, wherein the content of palladium supported on the carrier is 0.1 - 20% by weight.
Claim 8
Dependent Claim
33 words
The process of claim 1, wherein the catalyst contains 0.05 to 8 gram-atoms of antimony oxide as Sb and 0.1 to 8 moles of the carboxylic acid salt to 1 gram-atom of palladium.
Claim 9
Dependent Claim
33 words
The process of claim 1, wherein the catalyst contains 0.5 to 8 gram-atoms of antimony oxide as Sb and 0.5 to 4 moles of the carboxylic acid salt to 1 gram-atom of palladium.
Claim 10
Dependent Claim
24 words
The process of claim 1, wherein the molar ratio of the hydrocarbon to the carboxylic acid in the reaction is 1 :1 - 10.
Claim 11
Dependent Claim
15 words
The process of claim 1, wherein the reaction is conducted at 140° - 250° C.
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) | 1980-04-04 | 1980-10-04 | 1981-04-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-04-04 | 1984-10-04 | 1985-04-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-04-04 | 1988-10-04 | 1989-04-05 | $7700.00 | Window Closed / Lapsed |