US4342876A
Expired / Lapsed
US
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Method for oxidation of p-xylene and method for preparing dimethylterephthalate
Assignee: Bechtel Group Inc
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Filing: 1980-12-22
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Granted: 1982-08-03
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Expires: 2000-12-22
Abstract
Abstract A novel vertical induced circulation reactor is utilized to carry out the oxidation of p-xylene and p-methyltoluate with air in the presence of a catalyst to produce p-toluic acid and monomethylterephthalate (MMT). A novel method for preparation of dimethylterephthalate (DMT) is provided wherein the p-toluic acid and MMT formed according to the invention are esterified by conventional means in the presence of methanol to produce p-methyl toluate and dimethylterephthalate (DMT), respectively, the p-methyl toluate being recycled to the reactor as a reactant stream.
Inventors
- 👤 Gilbert E. Klingman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 16:52
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/16; C07C51/21; C07C51/255; C07C51/265; B; B01; B01J; B01J19/00; B01J19/24; B01J19/2455; B01J19/2465; C07C67/00; C07C67/39; B01J2219/00; B01J2219/00049; B01J2219/00051; B01J2219/00074; B01J2219/00087; B01J2219/00092; B01J2219/00105; B01J2219/00114
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
174 words
A method of oxidizing p-xylene to p-toluic acid and/or p-methyltoluate to monomethylterephthalate in a catalyst-containing reaction medium flowing through a loop reactor, said loop defined by first and second reactor columns and the interconnections of their respective tops and bottoms, comprising the steps of (a) inputting p-xylene and/or p-methyltoluate into said reactor loop through at least one liquid reactant inlet means; (b) introducing oxygen-containing gas into said first reactor column to gasify the reaction medium in said first reactor column through gas inlet means spaced from the top of said loop a vertical distance sufficient to cause reaction medium in said second reactor column to flow downwardly and gasified reaction medium in said first reactor column to flow upwardly; (c) venting excess gas from the top of said reactor; (d) cooling said reaction medium by cooling means disposed in one of said first and second reactor columns whereby said reaction medium flows through said cooling means; and (e) the oxidation being effected at a temperature of 140°-170° C. and a pressure of 4-8 atmospheres.
Claim 2
Independent Claim
174 words
A method of oxidizing p-xylene to p-toluic acid and/or p-methyltoluate to monomethylterephthalate in a catalyst-containing reaction medium flowing through a loop reactor, said loop defined by first and second reactor columns and the interconnections of their respective tops and bottoms, comprising the steps of (a) inputting p-xylene and/or p-methyltoluate into said reactor loop through at least one liquid reactant inlet means; (b) introducing oxygen-containing gas into said first reactor column to gasify the reaction medium in said first reactor column through gas inlet means spaced from the top of said loop a vertical distance sufficient to cause reaction medium in said second reactor column to flow downwardly and gasified reaction medium in said first reactor column to flow upwardly; (c) venting excess gas from the top of said reactor; (d) cooling said reaction medium by cooling means disposed in one of said first and second reactor columns whereby said reaction medium flows through said cooling means; and (e) the oxidation being effected at a temperature of 140°-170° C. and a pressure of 4-8 atmospheres.
Claim 3
Dependent Claim
60 words
A method according to claim 1 wherein one of said reactor columns includes a heat exchanger having a flow area similar in size to the flow area of the other of said columns and said cooling comprises removing heat from said reaction medium at a rate sufficient to maintain the temperature variation of said reaction medium to within 10° F.
Claim 4
Dependent Claim
12 words
A method according to claim 1 wherein said oxygen-containing gas is air.
Claim 5
Dependent Claim
20 words
A method according to claim 1 wherein said first reactor column is inside and concentric with said second reactor column.
Claim 6
Dependent Claim
49 words
A method according to claim 1 wherein said step of inputting is on a continuous basis and further comprising the step of (e) removing said reaction medium containing p-toluic acid and/or monomethylterephthalate through oxidate outlet means at a rate which substantially maintains a constant liquid level in said reactor.
Claim 7
Dependent Claim
29 words
A method according to claim 5 wherein said p-toluic acid and/or monomethylterephthalate of step (e) is esterified to p-methyltoluate and/or dimethylterephthalate, and said p-methyltoluate is recycled to said reactor.
Claim 8
Dependent Claim
254 words
In a method of preparing dimethylterephthalate by catalytically oxidizing p-xylene and p-methyltoluate to form an oxidate comprising p-toluic acid and monomethylterephthalate and esterifying said oxidate to form dimethylterephthalate and p-methyltoluate, the improvement comprising: (a) providing at least one induced flow loop reactor, each such reactor having first and second substantially vertical reactor legs interconnected to form a loop, at least one liquid reactant inlet means, at least one oxidate outlet means and at least one gas inlet means for introducing oxygen-containing gas into one of said first and second reactor legs, either of which said first and second reactor legs having cooling means; (b) introducing said oxygen containing gas through said gas inlet means to partially gasify the reaction medium in the first reactor leg; (c) venting gas from the top of said loop to substantially degasify said reaction medium as it flows from said first reactor leg to said second reactor leg; (d) cooling said reaction medium as it flows through said reactor legs to remove the heat produced by said oxidation of p-xylene and p-methyltoluate; (e) the temperature of the reaction medium being 140°-170° C.; said gas inlet means being disposed in said first reactor leg at a vertical distance from the top of said loop such that said introducing causes the reaction medium in said second reactor leg to flow downward and gasified reaction medium in said first reactor leg to flow upward at a rate sufficient to maintain the temperature of the reaction medium within a variation of 10° F.
Claim 9
Dependent Claim
254 words
In a method of preparing dimethylterephthalate by catalytically oxidizing p-xylene and p-methyltoluate to form an oxidate comprising p-toluic acid and monomethylterephthalate and esterifying said oxidate to form dimethylterephthalate and p-methyltoluate, the improvement comprising: (a) providing at least one induced flow loop reactor, each such reactor having first and second substantially vertical reactor legs interconnected to form a loop, at least one liquid reactant inlet means, at least one oxidate outlet means and at least one gas inlet means for introducing oxygen-containing gas into one of said first and second reactor legs, either of which said first and second reactor legs having cooling means; (b) introducing said oxygen containing gas through said gas inlet means to partially gasify the reaction medium in the first reactor leg; (c) venting gas from the top of said loop to substantially degasify said reaction medium as it flows from said first reactor leg to said second reactor leg; (d) cooling said reaction medium as it flows through said reactor legs to remove the heat produced by said oxidation of p-xylene and p-methyltoluate; (e) the temperature of the reaction medium being 140°-170° C.; said gas inlet means being disposed in said first reactor leg at a vertical distance from the top of said loop such that said introducing causes the reaction medium in said second reactor leg to flow downward and gasified reaction medium in said first reactor leg to flow upward at a rate sufficient to maintain the temperature of the reaction medium within a variation of 10° F.
Claim 10
Dependent Claim
35 words
A method according to claim 7 wherein said p-methyltoluate formed from esterification of said oxidate is recirculated to said first reactor leg wherein the oxidation thereof takes place concurrently with the oxidizing of said p-xylene.
Claim 11
Dependent Claim
20 words
A method according to claim 7 wherein the temperature of the reaction medium is constant to within about 5° F.
Claim 12
Dependent Claim
12 words
A method according to claim 7 wherein said oxygen-containing gas is air.
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) | 1985-08-02 | 1986-02-01 | 1986-08-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-08-02 | 1990-02-01 | 1990-08-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-08-02 | 1994-02-01 | 1994-08-03 | $7700.00 | Window Closed / Lapsed |