FR2432497A1 - Di:methyl terephthalate prodn. from methyl para:toluate - by oxidn. in liquid phase contg. some methanol and esterification of obtd. acids to reduce by=product formation - Google Patents
Di:methyl terephthalate prodn. from methyl para:toluate - by oxidn. in liquid phase contg. some methanol and esterification of obtd. acids to reduce by=product formationInfo
- Publication number
- FR2432497A1 FR2432497A1 FR7919071A FR7919071A FR2432497A1 FR 2432497 A1 FR2432497 A1 FR 2432497A1 FR 7919071 A FR7919071 A FR 7919071A FR 7919071 A FR7919071 A FR 7919071A FR 2432497 A1 FR2432497 A1 FR 2432497A1
- Authority
- FR
- France
- Prior art keywords
- oxidn
- esterification
- methyl
- meoh
- acids
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title abstract 15
- 230000032050 esterification Effects 0.000 title abstract 4
- 238000005886 esterification reaction Methods 0.000 title abstract 4
- 239000002253 acid Substances 0.000 title abstract 3
- 150000007513 acids Chemical class 0.000 title abstract 3
- WOZVHXUHUFLZGK-UHFFFAOYSA-N terephthalic acid dimethyl ester Natural products COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 title abstract 3
- REIDAMBAPLIATC-UHFFFAOYSA-N 4-methoxycarbonylbenzoic acid Chemical compound COC(=O)C1=CC=C(C(O)=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 239000007791 liquid phase Substances 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 title 1
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
Prodn. of dimethyl terephthalate (I) by oxidn. of methyl p-toluate (II), opt. mixed with p-xylene (III), is carried out in the liq. phase at elevated pressure and temp. in the presence of a low-mol. aliphatic alcohol, using (gas contg.)O2 in the presence of oxidn. catalysts, followed by esterification of the acids formed with MeOH and sepn. of the esterification prods. The novelty is that, during oxidn., the liq. phase is treated with Me OH in an amt. insufficient for significant esterification, so that a MeOH concn. of 400-0000 (700-2000) ppm is maintained in this phase. Pref. oxidn. is carried out in stages in a series of oxidn. reactors and the MeOH concn. is controlled separately in each stage. (I) is used as raw material in the mfr. of fibre- and film-forming polyesters. No solvents or hydrocarbon cpds. are used and the amt. of volatile acids and of high boiling residues, which cannot be converted to (I) and (II), formed is less than usual, without the oxidn. of harmful amts. of MeOH.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2833585A DE2833585C2 (en) | 1978-07-31 | 1978-07-31 | Process for the production of dimethyl terephthalate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR2432497A1 true FR2432497A1 (en) | 1980-02-29 |
Family
ID=6045871
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7919071A Withdrawn FR2432497A1 (en) | 1978-07-31 | 1979-07-24 | Di:methyl terephthalate prodn. from methyl para:toluate - by oxidn. in liquid phase contg. some methanol and esterification of obtd. acids to reduce by=product formation |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5520799A (en) |
| BR (1) | BR7904873A (en) |
| DE (1) | DE2833585C2 (en) |
| FR (1) | FR2432497A1 (en) |
| IT (1) | IT1162371B (en) |
| NL (1) | NL7905873A (en) |
| PL (1) | PL116680B1 (en) |
| SU (1) | SU888814A3 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS57141826U (en) * | 1981-02-24 | 1982-09-06 | ||
| JPH07108479B2 (en) * | 1992-09-21 | 1995-11-22 | 日清紡績株式会社 | Press machine |
-
1978
- 1978-07-31 DE DE2833585A patent/DE2833585C2/en not_active Expired
-
1979
- 1979-07-24 FR FR7919071A patent/FR2432497A1/en not_active Withdrawn
- 1979-07-27 SU SU792789705A patent/SU888814A3/en active
- 1979-07-30 PL PL1979217474A patent/PL116680B1/en unknown
- 1979-07-30 NL NL7905873A patent/NL7905873A/en not_active Application Discontinuation
- 1979-07-30 IT IT49897/79A patent/IT1162371B/en active
- 1979-07-30 BR BR7904873A patent/BR7904873A/en unknown
- 1979-07-31 JP JP9690179A patent/JPS5520799A/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE2833585C2 (en) | 1980-08-14 |
| JPS5520799A (en) | 1980-02-14 |
| PL116680B1 (en) | 1981-06-30 |
| IT1162371B (en) | 1987-03-25 |
| SU888814A3 (en) | 1981-12-07 |
| DE2833585B1 (en) | 1979-12-13 |
| IT7949897A0 (en) | 1979-07-30 |
| PL217474A1 (en) | 1980-03-24 |
| NL7905873A (en) | 1980-02-04 |
| BR7904873A (en) | 1980-05-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RE | Withdrawal of published application |