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WO1997033850A1 - Procede de production d'alcyleneglycols - Google Patents

Procede de production d'alcyleneglycols Download PDF

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Publication number
WO1997033850A1
WO1997033850A1 PCT/RU1997/000053 RU9700053W WO9733850A1 WO 1997033850 A1 WO1997033850 A1 WO 1997033850A1 RU 9700053 W RU9700053 W RU 9700053W WO 9733850 A1 WO9733850 A1 WO 9733850A1
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WO
WIPO (PCT)
Prior art keywords
fact
groups
different
hour
hydration
Prior art date
Application number
PCT/RU1997/000053
Other languages
English (en)
Russian (ru)
Inventor
Valery Fedorovich Shvets
Mikhail Glebovich Makarov
Andrei Vladimirovich Kustov
Jury Pavlovich Suchkov
Roman Anatolievich Kozlovsky
Dmitry Vyacheslavovich Staroverov
Original Assignee
Valery Fedorovich Shvets
Mikhail Glebovich Makarov
Andrei Vladimirovich Kustov
Jury Pavlovich Suchkov
Roman Anatolievich Kozlovsky
Staroverov Dmitry Vyacheslavov
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.)
Filing date
Publication date
Priority claimed from RU96104097/04A external-priority patent/RU96104097A/ru
Application filed by Valery Fedorovich Shvets, Mikhail Glebovich Makarov, Andrei Vladimirovich Kustov, Jury Pavlovich Suchkov, Roman Anatolievich Kozlovsky, Staroverov Dmitry Vyacheslavov filed Critical Valery Fedorovich Shvets
Priority to AU20478/97A priority Critical patent/AU2047897A/en
Publication of WO1997033850A1 publication Critical patent/WO1997033850A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
    • C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
    • C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
    • C07C29/106—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers of oxiranes

Definitions

  • the invention is subject to the method of producing alkylene glycols and may be
  • the catalytic converter used is anionite ⁇ 5 ⁇ -1, in the form of electrically-friendly centers that contain a benzyl nitrogen atom.
  • a disadvantage of the method is the difficulty of isolating glycols from the mixture with the batteries due to the proximity of the storage temperature of the diglycules and the equipment.
  • Foreign exchange materials at some electric centers are associated with two or more carbon atoms, which are known to have a large amount of carbon.
  • foreign exchange materials from the source material for the manufacture of a catalytic system for the invention are foreign exchange materials:
  • the catalytic systems can be radiated from foreign exchanges of materials, in combination with the above, there are two other functions:
  • ⁇ -18-8, ⁇ -18P, ⁇ -18-10P, ⁇ -18-12P containing benzyldimethylammonium groups (Fig. 3,); ⁇ -21, ⁇ -22-8, ⁇ -221-primary and secondary amine groups ali 4 phasic and alkyl romatic series (Fig. 12,13,15,16); ⁇ P-Z ⁇ - ⁇ -pyridine groups (Fig. 10); ⁇ -251, ⁇ P-1 ⁇ -methylpyridine groups (Fig. 2); ⁇ P-1 ⁇ - ⁇ -methyl-methylpyridine and methylpyridine groups (Fig. 2,4); ⁇ P-Z ⁇ - ⁇ - methyl pyridinium and pyridine groups (Fig.
  • a joke or more of the listed stages of processing of an alternative exchange material may be combined in one stage.
  • Preferred alkali sulphates are dimethyl and / or diethyl sulphates, and carbonic acid salts are sodium, potassium or ammonia, or mixtures thereof.
  • the device It is possible to handle the device at a temperature of 0-120 ° ⁇ and a pressure of 0.1-3.0 ⁇ Pa, preferably at a temperature of 20-50 ° ⁇ and 0.1 1-1, 0 ⁇ réelle.
  • the ⁇ -16GS anion was taken (Fig. 1) in the SG-format (the exchange capacity of the SG anion is 1.7 mg-eq / ml). It supports both basic and functional groups: primary and regular amine groups, as well as pyruid groups.
  • the first two types of group are fragments of a solid matrix, and are associated with the atomic group, an ethical and an oxy group.
  • nitrogen is associated with a polymer matrix through a pyrolysis group.
  • s ⁇ de ⁇ z haschim ⁇ sida ⁇ ilena 10%, 0.4% bi ⁇ a ⁇ b ⁇ na ⁇ a amm ⁇ niya, 1, 5% in di ⁇ sida ugle ⁇ da ⁇ echenie 3 chas ⁇ v (s ⁇ s ⁇ ⁇ dachi ⁇ as ⁇ v ⁇ a 1 time "1) ⁇ i 75 ° C and 1, 5 ⁇ Pa;
  • the content of ⁇ -hydroxypropyl group ( ⁇ ) with a quaternary nitrogen atom in catalyst-1 25 mg-eq / ml.
  • the exchange capacity of the anion for the biochemistry of anion ( ⁇ ) is 1, 2 mg-eq / ml.
  • s ⁇ de ⁇ z haschy two ⁇ i ⁇ a ⁇ un ⁇ tsi ⁇ nalny ⁇ g ⁇ u ⁇ , y ⁇ y ⁇ a ⁇ my az ⁇ a linked s ⁇ b ⁇ y m ⁇ s ⁇ i ⁇ - v ⁇ y -S ⁇ S ⁇ 2 2 - g ⁇ u ⁇ y and ⁇ a ⁇ zhe with a ⁇ mami v ⁇ d ⁇ da and with benzene group, converted to the active catalytic group of the investigative process:
  • ⁇ ni ⁇ ni ⁇ ma ⁇ i ⁇ -7 ( ⁇ ig.6) s ⁇ de ⁇ zhaschy two ⁇ e ⁇ ichny ⁇ a ⁇ ma az ⁇ a (1,3 diaz ⁇ ln ⁇ g ⁇ tsi ⁇ la) ⁇ din of ⁇ y ⁇ associated with ne ⁇ s ⁇ eds ⁇ venn ⁇ ⁇ lime ⁇ n ⁇ y ma ⁇ i- Tsey and d ⁇ ug ⁇ y with a ⁇ mami diaz ⁇ ln ⁇ g ⁇ ⁇ ltsa, ⁇ e ⁇ eveli in a ⁇ ivnuyu ⁇ a ⁇ ali ⁇ iches ⁇ uyu ⁇ mu ⁇ sled ⁇ va ⁇ eln ⁇ y ⁇ b ⁇ ab ⁇ y :
  • the exchange capacity of the anion is at a rate of anion ( ⁇ ) -2.5 mg-eq / ml.
  • the rate of delivery of 0.8 hour is 1 " at 60 ° C and 2.5 ⁇ Pa.
  • the content of ethylene groups with a quaternary nitrogen atom in the catalytic converter is 1.8 mg-eq / ml.
  • the exchange capacity of the anion is at a rate of anion ( ⁇ ) -1.8 mg-eq / ml. 5
  • ⁇ ⁇ aches ⁇ ve ⁇ sn ⁇ vy for ⁇ lucheniya a ⁇ ivny ⁇ ⁇ a ⁇ ali ⁇ iches ⁇ i ⁇ ⁇ m ⁇ zitsy m ⁇ zh- n ⁇ ⁇ a ⁇ zhe is ⁇ lz ⁇ va ⁇ i ⁇ n ⁇ bmennye ma ⁇ e ⁇ ialy
  • ⁇ lich- GOVERNMENTAL ⁇ a ⁇ ma ugle ⁇ da me ⁇ iln ⁇ y g ⁇ u ⁇ y, n ⁇ in d ⁇ ugi ⁇ s ⁇ levy ⁇ ⁇ ma ⁇ .
  • 20 in the form of salts of weak acids, such as acid, acid, dihydrogen, hydroxyphosphate, hydroxyfluoride and other.
  • weak acids such as acid, acid, dihydrogen, hydroxyphosphate, hydroxyfluoride and other.
  • ch ⁇ ⁇ i i ⁇ is ⁇ lz ⁇ va- 25 RDIs usl ⁇ viya ⁇ zayavlenn ⁇ g ⁇ s ⁇ s ⁇ ba initially m ⁇ men ⁇ v ⁇ emeni in ⁇ du ⁇ a ⁇ ⁇ e- a ⁇ tsii ⁇ isu ⁇ s ⁇ vue ⁇ ⁇ du ⁇ y vzaim ⁇ deys ⁇ viya ani ⁇ na ⁇ isl ⁇ y and ⁇ sida al ⁇ ilena, na ⁇ ime ⁇ , ⁇ S ⁇ S ⁇ 2 S ⁇ 2 ⁇ .
  • the facility in the facility was maintained in the range of 20–140 ° ⁇ .
  • Pressure 1.0 ⁇ Pa.
  • a mixture of the composition was removed,% wt: ⁇ -2,14;
  • the degree of conversion (X) of ethylene oxide is 92.0%.
  • the multiplicity of the formation of the monoglycol ( ⁇ ) is 98.1%. Specific ⁇ izv ⁇ di ⁇ eln ⁇ s ⁇ ⁇ ⁇ ev ⁇ aschenn ⁇ mu ⁇ sidu e ⁇ ilena ( ⁇ v) s ⁇ s ⁇ avlyae ⁇ : 0.52 ⁇ g ⁇ E / (l k1> hour).
  • EXAMPLE 3 The process was carried out in a cascade, which consisted of a sequentially connected process of displacement of 24, 24 and 40 ml of volume, it was free of charge. The facility is located in the range of 50-130 ° ⁇ . Pressure 2.6 ⁇ Pa. When entering the feed in the cas- cade, the mixture was fed,% wt: water-74.7; ⁇ -25.1; ⁇ 2 -0.2 with a speed of 75 g / h. / hour of oxide of ethylene and directed to the entrance to the front of the cascade.
  • reaction products were taken at a rate of 122 g / h.
  • the rate of conversion was 99%.
  • the selectivity of the production of mono-propylene glycol is 92.5%.
  • the total concentration of mono-, di-, and tirpropylene oxide-85% of the mass of the Productivity of the converted oxide of the constituent oxide was 0.91 kg kg / (l-hour).

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

Abstract

Cette invention se rapporte à des procédés catalytiques de production d'alcylèneglycols. Cette invention concerne notamment un procédé de préparation d'acylèneglycol, lequel procédé consiste à hydrater des oxydes d'alcylène en présence de dioxyde de carbone et/ou de sels d'acide carbonique. Ce procédé permet également d'obtenir un système catalytique faisant appel à des matériaux polymères à échange d'ions qui se présentent sous forme de bicarbonate, lesquels matériaux contiennent, en qualité de centres à charge positive, des atomes d'azotes liés à au moins deux atomes autres qu'un atome de carbone d'un groupe méthyle. Dans le présent système catalytique, ces atomes autres que l'atome de carbone appartenant à un groupe méthyle, peuvent consister en des atomes de carbone de groupes alkyle, benzyle, oxyalkyle, phényle et alkylphényle, en des atomes de carbone de composés hétérocycliques, ainsi qu'en des atomes d'hydrogène et d'azote. L'hydratation des oxydes d'alcylène s'effectue à des températures de 20 à 200 °C et sous une pression de 0,6 à 5,0 MPa et, de préférence, dans des plages de températures et de pression allant de 100 à 140 °C et de 1,0 à 2,0 MPa, respectivement.
PCT/RU1997/000053 1996-03-11 1997-03-05 Procede de production d'alcyleneglycols WO1997033850A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU20478/97A AU2047897A (en) 1996-03-11 1997-03-05 Process for obtaining alkylene glycols

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
RU96104097 1996-03-11
RU96104097/04A RU96104097A (ru) 1996-03-11 Способ получения алкиленгликолей

Publications (1)

Publication Number Publication Date
WO1997033850A1 true WO1997033850A1 (fr) 1997-09-18

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AU (1) AU2047897A (fr)
WO (1) WO1997033850A1 (fr)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999031033A1 (fr) * 1997-12-18 1999-06-24 The Dow Chemical Company Procede de production d'ethyleneglycol
RU2137744C1 (ru) * 1998-06-08 1999-09-20 Акционерное общество "Нижнекамскнефтехим" Способ совместного получения моно- и дипропиленгликолей
RU2149864C1 (ru) * 1999-02-25 2000-05-27 Швец Валерий Федорович Способ получения алкиленгликолей
US6211419B1 (en) * 2000-04-24 2001-04-03 The Dow Chemical Company Process for the preparation of alkylene glycols
US6448456B1 (en) 2001-05-31 2002-09-10 The Dow Chemical Company Process for the preparation of alkylene glycols
RU2220943C2 (ru) * 1997-12-18 2004-01-10 Дау Глобал Текнолоджиз Инк. Способ получения гликоля в системе адиабатических реакторов (варианты)
WO2009013221A1 (fr) * 2007-07-20 2009-01-29 Shell Internationale Research Maatschappij B.V. Procédé pour la préparation d'alkylènes glycols
WO2009051972A1 (fr) 2007-10-15 2009-04-23 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Catalyseur solide utile pour convertir un oxyde d'alkylène en un alkylèneglycol
US7663005B2 (en) 2007-05-30 2010-02-16 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Process for preparing an alkylene glycol
WO2010131839A2 (fr) 2009-05-13 2010-11-18 에스케이에너지 주식회사 Catalyseur à film mince multicouche polyélectrolyte et son procédé de production

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU418464A1 (fr) * 1971-06-15 1974-03-05
US4393254A (en) * 1981-01-12 1983-07-12 Texaco Inc. Process for the production of alkylene glycols
EP0156447A2 (fr) * 1984-03-28 1985-10-02 Union Carbide Corporation Production de monoalkylène glycol augmentée par le dioxyde de carbone
EP0160330A1 (fr) * 1984-03-28 1985-11-06 Union Carbide Corporation Procédé de production d'éthylèneglycols en présence de solides contenant des metalates
RU2001901C1 (ru) * 1992-05-19 1993-10-30 Государственное научно-производственное предпри тие "Совинтех" Способ получени алкиленгликолей
RU2002726C1 (ru) * 1992-05-19 1993-11-15 Государственное научно-производственное предпри тие "Совинтех" Способ получени алкиленгликолей
WO1995020559A1 (fr) * 1994-01-31 1995-08-03 Shell Internationale Research Maatschappij B.V. Procede de preparation de glycols d'alkylene

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU418464A1 (fr) * 1971-06-15 1974-03-05
US4393254A (en) * 1981-01-12 1983-07-12 Texaco Inc. Process for the production of alkylene glycols
EP0156447A2 (fr) * 1984-03-28 1985-10-02 Union Carbide Corporation Production de monoalkylène glycol augmentée par le dioxyde de carbone
EP0160330A1 (fr) * 1984-03-28 1985-11-06 Union Carbide Corporation Procédé de production d'éthylèneglycols en présence de solides contenant des metalates
RU2001901C1 (ru) * 1992-05-19 1993-10-30 Государственное научно-производственное предпри тие "Совинтех" Способ получени алкиленгликолей
RU2002726C1 (ru) * 1992-05-19 1993-11-15 Государственное научно-производственное предпри тие "Совинтех" Способ получени алкиленгликолей
WO1995020559A1 (fr) * 1994-01-31 1995-08-03 Shell Internationale Research Maatschappij B.V. Procede de preparation de glycols d'alkylene

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2211211C2 (ru) * 1997-12-18 2003-08-27 Дау Глобал Текнолоджиз Инк. Способ получения алкиленгликолей
RU2220943C2 (ru) * 1997-12-18 2004-01-10 Дау Глобал Текнолоджиз Инк. Способ получения гликоля в системе адиабатических реакторов (варианты)
WO1999031033A1 (fr) * 1997-12-18 1999-06-24 The Dow Chemical Company Procede de production d'ethyleneglycol
RU2137744C1 (ru) * 1998-06-08 1999-09-20 Акционерное общество "Нижнекамскнефтехим" Способ совместного получения моно- и дипропиленгликолей
RU2149864C1 (ru) * 1999-02-25 2000-05-27 Швец Валерий Федорович Способ получения алкиленгликолей
US6211419B1 (en) * 2000-04-24 2001-04-03 The Dow Chemical Company Process for the preparation of alkylene glycols
US6448456B1 (en) 2001-05-31 2002-09-10 The Dow Chemical Company Process for the preparation of alkylene glycols
US6479715B1 (en) 2001-05-31 2002-11-12 Dow Global Technologies Inc. Process for the preparation of alkylene glycols
US7663005B2 (en) 2007-05-30 2010-02-16 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Process for preparing an alkylene glycol
WO2009013221A1 (fr) * 2007-07-20 2009-01-29 Shell Internationale Research Maatschappij B.V. Procédé pour la préparation d'alkylènes glycols
RU2467995C2 (ru) * 2007-07-20 2012-11-27 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. Способ получения алкиленгликолей
US8569548B2 (en) 2007-07-20 2013-10-29 Shell Oil Company Process for the preparation of alkylene glycols
KR101546105B1 (ko) 2007-07-20 2015-08-20 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 알킬렌 글리콜의 제조 방법
WO2009051972A1 (fr) 2007-10-15 2009-04-23 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Catalyseur solide utile pour convertir un oxyde d'alkylène en un alkylèneglycol
US8053609B2 (en) 2007-10-15 2011-11-08 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Solid catalyst useful for converting an alkylene oxide to an alkylene glycol
WO2010131839A2 (fr) 2009-05-13 2010-11-18 에스케이에너지 주식회사 Catalyseur à film mince multicouche polyélectrolyte et son procédé de production
US8784769B2 (en) 2009-05-13 2014-07-22 Sk Innovation Co., Ltd. Polyelectrolyte multilayer thin film catalyst and method for producing same

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Publication number Publication date
AU2047897A (en) 1997-10-01

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