DD297804A5 - Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel-oder hochreiner terephthalsaeure - Google Patents

Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel-oder hochreiner terephthalsaeure Download PDF

Info

Publication number: DD297804A5
Authority: DD; German Democratic Republic
Prior art keywords: dmt; terephthalic acid; methanol; fraction; pta
Prior art date: 1989-02-16

Application number

DD90337872A

Other languages

German (de)

English (en)

Inventor

Herm-Jos Korte

Anton Miletic

Hans U Neutzler

Anton Schoengen

Heinrich Schroeder

Ralf Wirges

Original Assignee

��@��k��

Priority date (The priority date 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 date listed.)

1989-02-16

Filing date

1990-02-15

Publication date

1992-01-23

1990-02-15 Application filed by ��@��k�� filed Critical ��@��k��

1992-01-23 Publication of DD297804A5 publication Critical patent/DD297804A5/de

Links

KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims abstract description 157
238000004519 manufacturing process Methods 0.000 title claims description 20
239000013067 intermediate product Substances 0.000 title claims description 8
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 claims abstract description 318
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 204
238000007254 oxidation reaction Methods 0.000 claims abstract description 46
230000003647 oxidation Effects 0.000 claims abstract description 42
238000000034 method Methods 0.000 claims abstract description 28
230000007062 hydrolysis Effects 0.000 claims abstract description 27
238000006460 hydrolysis reaction Methods 0.000 claims abstract description 27
238000001953 recrystallisation Methods 0.000 claims abstract description 26
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 26
URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims abstract description 24
238000005886 esterification reaction Methods 0.000 claims abstract description 24
239000002253 acid Substances 0.000 claims abstract description 21
238000009835 boiling Methods 0.000 claims abstract description 19
230000032050 esterification Effects 0.000 claims abstract description 19
239000000203 mixture Substances 0.000 claims abstract description 15
238000000926 separation method Methods 0.000 claims abstract description 11
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 10
238000002425 crystallisation Methods 0.000 claims abstract description 10
230000008025 crystallization Effects 0.000 claims abstract description 10
239000001301 oxygen Substances 0.000 claims abstract description 10
229910052760 oxygen Inorganic materials 0.000 claims abstract description 10
238000005406 washing Methods 0.000 claims abstract description 8
239000007791 liquid phase Substances 0.000 claims abstract description 7
150000007513 acids Chemical class 0.000 claims abstract description 6
239000002904 solvent Substances 0.000 claims abstract description 6
239000007789 gas Substances 0.000 claims abstract description 5
REIDAMBAPLIATC-UHFFFAOYSA-N 4-methoxycarbonylbenzoic acid Chemical compound COC(=O)C1=CC=C(C(O)=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-N 0.000 claims description 46
LPNBBFKOUUSUDB-UHFFFAOYSA-N p-toluic acid Chemical compound CC1=CC=C(C(O)=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-N 0.000 claims description 41
239000000047 product Substances 0.000 claims description 38
REIDAMBAPLIATC-UHFFFAOYSA-M 4-methoxycarbonylbenzoate Chemical compound COC(=O)C1=CC=C(C([O-])=O)C=C1 REIDAMBAPLIATC-UHFFFAOYSA-M 0.000 claims description 23
239000012535 impurity Substances 0.000 claims description 21
239000012452 mother liquor Substances 0.000 claims description 14
238000010992 reflux Methods 0.000 claims description 7
150000004702 methyl esters Chemical class 0.000 claims description 6
238000002360 preparation method Methods 0.000 claims description 6
238000004064 recycling Methods 0.000 claims description 4
CPWIWKDXZSJHHG-UHFFFAOYSA-N methyl 2-(hydroxymethyl)benzoate Chemical compound COC(=O)C1=CC=CC=C1CO CPWIWKDXZSJHHG-UHFFFAOYSA-N 0.000 claims description 2
238000001035 drying Methods 0.000 claims 5
238000007599 discharging Methods 0.000 claims 1
230000003301 hydrolyzing effect Effects 0.000 claims 1
150000003504 terephthalic acids Chemical class 0.000 claims 1
238000010626 work up procedure Methods 0.000 claims 1
RIMIDGSPFGJFCN-UHFFFAOYSA-N hydroxymethyl benzoate Chemical compound OCOC(=O)C1=CC=CC=C1 RIMIDGSPFGJFCN-UHFFFAOYSA-N 0.000 abstract 1
239000000543 intermediate Substances 0.000 description 41
239000000706 filtrate Substances 0.000 description 20
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 19
238000004821 distillation Methods 0.000 description 18
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 17
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 16
150000002148 esters Chemical class 0.000 description 16
239000013078 crystal Substances 0.000 description 14
239000007800 oxidant agent Substances 0.000 description 13
238000002844 melting Methods 0.000 description 10
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 10
239000003054 catalyst Substances 0.000 description 9
230000008018 melting Effects 0.000 description 9
239000005711 Benzoic acid Substances 0.000 description 8
235000010233 benzoic acid Nutrition 0.000 description 8
238000002156 mixing Methods 0.000 description 8
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 8
239000000126 substance Substances 0.000 description 8
238000001704 evaporation Methods 0.000 description 7
-1 filaments Substances 0.000 description 7
230000008020 evaporation Effects 0.000 description 6
238000006140 methanolysis reaction Methods 0.000 description 6
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 5
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 5
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 5
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
238000006243 chemical reaction Methods 0.000 description 5
229910017052 cobalt Inorganic materials 0.000 description 5
239000010941 cobalt Substances 0.000 description 5
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 5
235000019253 formic acid Nutrition 0.000 description 5
229910052748 manganese Inorganic materials 0.000 description 5
239000011572 manganese Substances 0.000 description 5
239000000725 suspension Substances 0.000 description 5
239000008096 xylene Substances 0.000 description 5
IKIWQIUJLIJZJB-UHFFFAOYSA-N [N].O=[C] Chemical compound [N].O=[C] IKIWQIUJLIJZJB-UHFFFAOYSA-N 0.000 description 4
229910002091 carbon monoxide Inorganic materials 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
238000009833 condensation Methods 0.000 description 4
230000005494 condensation Effects 0.000 description 4
238000011979 disease modifying therapy Methods 0.000 description 4
239000002351 wastewater Substances 0.000 description 4
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
OLBVUFHMDRJKTK-UHFFFAOYSA-N [N].[O] Chemical compound [N].[O] OLBVUFHMDRJKTK-UHFFFAOYSA-N 0.000 description 3
239000006227 byproduct Substances 0.000 description 3
239000001569 carbon dioxide Substances 0.000 description 3
229910002092 carbon dioxide Inorganic materials 0.000 description 3
238000004140 cleaning Methods 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000012432 intermediate storage Methods 0.000 description 3
230000001590 oxidative effect Effects 0.000 description 3
229920000728 polyester Polymers 0.000 description 3
229920006395 saturated elastomer Polymers 0.000 description 3
MGMNPSAERQZUIM-UHFFFAOYSA-N 2-(hydroxymethyl)benzoic acid Chemical compound OCC1=CC=CC=C1C(O)=O MGMNPSAERQZUIM-UHFFFAOYSA-N 0.000 description 2
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
ITFCTBFBEKRKDC-UHFFFAOYSA-N [O].OC Chemical compound [O].OC ITFCTBFBEKRKDC-UHFFFAOYSA-N 0.000 description 2
SVMCDCBHSKARBQ-UHFFFAOYSA-N acetic acid;cobalt Chemical compound [Co].CC(O)=O SVMCDCBHSKARBQ-UHFFFAOYSA-N 0.000 description 2
OEERIBPGRSLGEK-UHFFFAOYSA-N carbon dioxide;methanol Chemical compound OC.O=C=O OEERIBPGRSLGEK-UHFFFAOYSA-N 0.000 description 2
238000002485 combustion reaction Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000005336 cracking Methods 0.000 description 2
230000002349 favourable effect Effects 0.000 description 2
239000012467 final product Substances 0.000 description 2
HYFPVPNWNRFTMP-UHFFFAOYSA-N formic acid;manganese Chemical compound [Mn].OC=O HYFPVPNWNRFTMP-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
230000007935 neutral effect Effects 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
238000000746 purification Methods 0.000 description 2
238000011084 recovery Methods 0.000 description 2
238000005201 scrubbing Methods 0.000 description 2
239000002002 slurry Substances 0.000 description 2
ZWNCJCPLPUBNCZ-UHFFFAOYSA-N 1,2-dimethoxyethane;hydrate Chemical compound O.COCCOC ZWNCJCPLPUBNCZ-UHFFFAOYSA-N 0.000 description 1
WEHZNZTWKUYVIY-UHFFFAOYSA-N 3-oxabicyclo[3.2.2]nona-1(7),5,8-triene-2,4-dione Chemical compound O=C1OC(=O)C2=CC=C1C=C2 WEHZNZTWKUYVIY-UHFFFAOYSA-N 0.000 description 1
125000002103 4,4'-dimethoxytriphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)(C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H])C1=C([H])C([H])=C(OC([H])([H])[H])C([H])=C1[H] 0.000 description 1
GOUHYARYYWKXHS-UHFFFAOYSA-N 4-formylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=O)C=C1 GOUHYARYYWKXHS-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
241000257303 Hymenoptera Species 0.000 description 1
206010000210 abortion Diseases 0.000 description 1
231100000176 abortion Toxicity 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
230000002411 adverse Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
239000003990 capacitor Substances 0.000 description 1
238000005119 centrifugation Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
239000000470 constituent Substances 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
VNGOYPQMJFJDLV-UHFFFAOYSA-N dimethyl benzene-1,3-dicarboxylate Chemical compound COC(=O)C1=CC=CC(C(=O)OC)=C1 VNGOYPQMJFJDLV-UHFFFAOYSA-N 0.000 description 1
ONLZDOIIHDAJEF-UHFFFAOYSA-N dimethyl benzene-1,4-dicarboxylate;terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1.COC(=O)C1=CC=C(C(=O)OC)C=C1 ONLZDOIIHDAJEF-UHFFFAOYSA-N 0.000 description 1
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000007380 fibre production Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000004992 fission Effects 0.000 description 1
239000008187 granular material Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
150000002605 large molecules Chemical class 0.000 description 1
150000002697 manganese compounds Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
GXWKILBBWPJBBF-UHFFFAOYSA-N methyl 2-(methoxymethyl)benzoate Chemical compound COCC1=CC=CC=C1C(=O)OC GXWKILBBWPJBBF-UHFFFAOYSA-N 0.000 description 1
QSSJZLPUHJDYKF-UHFFFAOYSA-N methyl 4-methylbenzoate Chemical compound COC(=O)C1=CC=C(C)C=C1 QSSJZLPUHJDYKF-UHFFFAOYSA-N 0.000 description 1
229940095102 methyl benzoate Drugs 0.000 description 1
238000000465 moulding Methods 0.000 description 1
230000002035 prolonged effect Effects 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
239000002912 waste gas Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/80—Phthalic acid esters
- C07C69/82—Terephthalic acid esters
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/39—Preparation of carboxylic acid esters by oxidation of groups which are precursors for the acid moiety of the ester
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Crystallography & Structural Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DD90337872A 1989-02-16 1990-02-15 Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel-oder hochreiner terephthalsaeure DD297804A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE3904586A DE3904586A1 (de)	1989-02-16	1989-02-16	Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel- oder hochreiner terephthalsaeure

Publications (1)

Publication Number	Publication Date
DD297804A5 true DD297804A5 (de)	1992-01-23

Family

ID=6374165

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90337872A DD297804A5 (de)	1989-02-16	1990-02-15	Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel-oder hochreiner terephthalsaeure

Country Status (19)

Country	Link
US (2)	US5286896A (pl)
EP (1)	EP0464046B1 (pl)
JP (1)	JP2793038B2 (pl)
KR (1)	KR0152059B1 (pl)
CN (3)	CN1031189C (pl)
BG (1)	BG60618B1 (pl)
BR (1)	BR9007126A (pl)
CA (1)	CA2046920A1 (pl)
CZ (1)	CZ283609B6 (pl)
DD (1)	DD297804A5 (pl)
DE (2)	DE3904586A1 (pl)
ES (1)	ES2063344T3 (pl)
PL (2)	PL165176B1 (pl)
PT (1)	PT93164B (pl)
RO (1)	RO112277B1 (pl)
SK (1)	SK280211B6 (pl)
TR (1)	TR25120A (pl)
WO (1)	WO1990009367A1 (pl)
ZA (1)	ZA901154B (pl)

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DK0431477T3 (da) *	1989-12-02	1994-05-02	Hoechst Ag	Fremgangsmåde til rensning af dimethylterephthalat
US5095135A (en) *	1990-04-05	1992-03-10	Sumikin Chemical Co., Ltd.	Process for the preparation of high-purity naphthalenecarboxylic acid esters
CN1041082C (zh) *	1993-05-12	1998-12-09	天津石油化工公司研究所	一种对苯二甲酸二甲酯膜式结晶精制方法
US5606103A (en) *	1993-09-03	1997-02-25	Cps Chemical Company, Inc.	Organotin catalyzed transesterification
US5498751A (en) *	1993-09-03	1996-03-12	Cps Chemical Company, Inc.	Organotin catalyzed transesterification
EP0725054A1 (de) *	1995-01-24	1996-08-07	Hüls Aktiengesellschaft	Verfahren zur Herstellung von Terephthalsäure und ihrer Isomeren
DE19530970A1 (de) *	1995-08-23	1997-02-27	Huels Chemische Werke Ag	Verfahren zur Aufarbeitung von Rückständen aus der Rohester-Destillation bei der Herstellung von Dimethylterephthalat (DMT)
DE19615886C1 (de) *	1996-04-22	1997-07-31	Huels Chemische Werke Ag	Verfahren zur Herstellung von rohem Dimethylterephthalat
DE19618152C1 (de) *	1996-05-07	1997-08-14	Huels Chemische Werke Ag	Verfahren zur Trennung von Rohester im DMT-Prozeß
DE19641912A1 (de) *	1996-10-11	1998-04-16	Huels Chemische Werke Ag	Verbesserte Oxidation im Witten-Hercules-Verfahren zur Herstellung von Dimethylterephthalat
DE19724391A1 (de) *	1997-06-10	1998-12-17	Huels Chemische Werke Ag	Verfahren zur Auftrennung des Rohestergemisches aus der Herstellung von Dimethylteraphthalat nach dem Witten-Hercules-Verfahren
DE19724390A1 (de) *	1997-06-10	1998-12-17	Huels Chemische Werke Ag	Methanolyse von Destillationsrückstand der Rohesterdestillation im Witten-Hercules-Verfahren zur Herstellung von Dimethylterephthalat
DE19750491A1 (de) *	1997-11-14	1999-05-20	Huels Chemische Werke Ag	Hochsiederkreislauf im DMT-Prozeß
US6472557B1 (en)	1999-02-10	2002-10-29	Eastman Chemical Company	Process for recycling polyesters
DE10231872B4 (de) *	2002-07-12	2005-09-01	H & G Hegmanns Ingenieurgesellschaft Mbh	Verfahren zur Herstellung von Dimethylterephthalat
CA2626033C (en) *	2005-12-29	2013-09-03	Bp Corporation North America Inc.	Ethanolysis of pet to form det and oxidation thereof
KR101027163B1 (ko)	2009-12-18	2011-04-05	주식회사 엘지화학	폴리락타이드 수지, 이의 제조 방법 및 이를 포함하는 폴리락타이드 수지 조성물
DE102013001972A1 (de)	2013-02-05	2014-08-07	Thyssenkrupp Industrial Solutions Ag	Verfahren zur selektiven Entfernung von Katalysatorbestandteilen aus Abströmen von Oxidationsreaktionen aromatischer Verbindungen, dafür geeignete Anlage und Verwendung
US10059799B2 (en)	2014-09-17	2018-08-28	Sulzer Chemtech Ag	Method for stabilizing a condensed phase composition including a cyclic ester in a process of manufacturing a polyester or of lactide
CN106187750B (zh) *	2015-05-06	2019-07-12	中国科学院大连化学物理研究所	一种二甲苯液相催化氧化制备苯二甲酸的方法
CN105017022A (zh) *	2015-07-20	2015-11-04	浙江大学	一种甲酯化回收利用pta氧化残渣的方法
CN107540538B (zh) *	2017-10-16	2020-07-28	黄石市利福达医药化工有限公司	一种用于制备5-甲基间苯二甲酸的组合物、反应体系及方法
CN109745723B (zh) *	2018-12-29	2021-07-06	恒天纤维集团有限公司	一种双塔连续供料精馏***及控制方法

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US2646393A (en) *	1952-06-21	1953-07-21	Du Pont	Process for the purification of dimethyl terephthalate by distillation
DE1098503B (de) *	1959-01-24	1961-02-02	Basf Ag	Verfahren zur kontinuierlichen Gewinnung von reinem Terephthalsaeuredimethylester
GB955516A (en) *	1960-12-28	1964-04-15	Toyo Rayon Co Ltd	Improvements in or relating to the preparation of dimethyl terephthalate
US3502711A (en) *	1966-10-17	1970-03-24	Exxon Research Engineering Co	Purification of dimethylterephthalate
DD104973A5 (pl) *	1972-09-12	1974-04-05
JPS522896B2 (pl) *	1973-01-18	1977-01-25
DE2427875C3 (de) *	1974-06-10	1980-03-20	Dynamit Nobel Ag, 5210 Troisdorf	Verfahren zur Gewinnung von Dimethylterephthalat und von Zwischenprodukten der Dimethylterephthalat-Herstellung
US4096340A (en) *	1975-06-03	1978-06-20	Teijin Hercules Chemical Co., Ltd.	Process for the preparation of dimethyl terephthalate
DE3011585C2 (de) *	1979-03-30	1983-09-08	Asahi-Dow Ltd., Tokyo	Verfahren zur Gewinnung von gewaschenem Tierhaarmaterial
DE2916197C2 (de) *	1979-04-21	1982-01-28	Dynamit Nobel Ag, 5210 Troisdorf	Verfahren zur Herstellung von Terephthalsäure aus Dimethyltherephthalat als Zwischenprodukt
DE3011858C2 (de) *	1979-04-21	1982-11-25	Dynamit Nobel Ag, 5210 Troisdorf	Verfahren zur Herstellung von Terephtalsäure aus Roh-Dimethylterephthalat durch kontinuierliche Hydrolyse mit Wasser
DE3044617C2 (de) *	1980-11-27	1985-09-26	Dynamit Nobel Ag, 5210 Troisdorf	Verfahren zur Herstellung von Terephthalsäure aus Dimethylterephthalat als Zwischenprodukt
US4342876A (en) *	1980-12-22	1982-08-03	Bechtel International Corporation	Method for oxidation of p-xylene and method for preparing dimethylterephthalate
EP0096082A1 (en) *	1982-06-03	1983-12-21	Bechtel International Corporation	Oxidation reactor
WO2008015448A2 (en) *	2006-08-03	2008-02-07	Sepura Plc	Mobile communications systems

1989
- 1989-02-16 DE DE3904586A patent/DE3904586A1/de not_active Withdrawn
1990
- 1990-01-26 CZ CS90392A patent/CZ283609B6/cs not_active IP Right Cessation
- 1990-01-26 SK SK392-90A patent/SK280211B6/sk unknown
- 1990-02-13 US US07/761,768 patent/US5286896A/en not_active Expired - Fee Related
- 1990-02-13 CA CA002046920A patent/CA2046920A1/en not_active Abandoned
- 1990-02-13 KR KR1019910700866A patent/KR0152059B1/ko not_active IP Right Cessation
- 1990-02-13 RO RO148222A patent/RO112277B1/ro unknown
- 1990-02-13 WO PCT/EP1990/000230 patent/WO1990009367A1/de active IP Right Grant
- 1990-02-13 JP JP2504140A patent/JP2793038B2/ja not_active Expired - Lifetime
- 1990-02-13 EP EP90904308A patent/EP0464046B1/de not_active Expired - Lifetime
- 1990-02-13 DE DE59005469T patent/DE59005469D1/de not_active Expired - Fee Related
- 1990-02-13 BR BR909007126A patent/BR9007126A/pt not_active IP Right Cessation
- 1990-02-13 ES ES90904308T patent/ES2063344T3/es not_active Expired - Lifetime
- 1990-02-14 PL PL90283788A patent/PL165176B1/pl not_active IP Right Cessation
- 1990-02-14 PL PL90298868A patent/PL165179B1/pl not_active IP Right Cessation
- 1990-02-15 DD DD90337872A patent/DD297804A5/de not_active IP Right Cessation
- 1990-02-15 PT PT93164A patent/PT93164B/pt not_active IP Right Cessation
- 1990-02-15 ZA ZA901154A patent/ZA901154B/xx unknown
- 1990-02-15 TR TR90/0199A patent/TR25120A/xx unknown
- 1990-02-15 CN CN90100733A patent/CN1031189C/zh not_active Expired - Fee Related
1991
- 1991-08-01 BG BG94933A patent/BG60618B1/bg unknown
1993
- 1993-11-04 US US08/145,540 patent/US5338882A/en not_active Expired - Fee Related
1994
- 1994-06-08 CN CN94106681A patent/CN1040424C/zh not_active Expired - Fee Related
1995
- 1995-11-20 CN CN95119679A patent/CN1035994C/zh not_active Expired - Fee Related

Also Published As

Publication number	Publication date
JP2793038B2 (ja)	1998-09-03
RO112277B1 (ro)	1997-07-30
KR0152059B1 (ko)	1998-10-15
CN1035994C (zh)	1997-10-01
CN1100713A (zh)	1995-03-29
CN1129695A (zh)	1996-08-28
US5286896A (en)	1994-02-15
DE59005469D1 (de)	1994-05-26
CN1040424C (zh)	1998-10-28
PT93164B (pt)	1995-12-29
CA2046920A1 (en)	1990-08-17
EP0464046A1 (de)	1992-01-08
SK39290A3 (en)	1999-10-08
SK280211B6 (sk)	1999-10-08
EP0464046B1 (de)	1994-04-20
US5338882A (en)	1994-08-16
DE3904586A1 (de)	1990-08-23
WO1990009367A1 (de)	1990-08-23
ZA901154B (en)	1990-12-28
PL165176B1 (pl)	1994-11-30
PT93164A (pt)	1990-08-31
KR920701118A (ko)	1992-08-11
TR25120A (tr)	1992-11-01
ES2063344T3 (es)	1995-01-01
BG94933A (bg)	1993-12-24
PL165179B1 (pl)	1994-11-30
CZ39290A3 (cs)	1998-01-14
JPH04503358A (ja)	1992-06-18
CN1044937A (zh)	1990-08-29
BR9007126A (pt)	1991-12-10
CZ283609B6 (cs)	1998-05-13
CN1031189C (zh)	1996-03-06
BG60618B1 (bg)	1995-10-31

Legal Events

Date	Code	Title	Description
1996-06-20	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DD297804A5 (de)	1992-01-23	Verfahren zur herstellung von dmt-zwischenprodukt bestimmter reinheit sowie dessen weiterverarbeitung zu reinst-dmt und/oder mittel-oder hochreiner terephthalsaeure
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US6494996B2 (en)	2002-12-17	Process for removing water from aqueous methanol
DE1212063B (de)	1966-03-10	Verfahren zur kontinuierlichen Herstellung von Dimethylterephthalat
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