GB1489832A - Dehydration process - Google Patents

Dehydration process

Info

Publication number
GB1489832A
GB1489832A GB6455/75A GB645575A GB1489832A GB 1489832 A GB1489832 A GB 1489832A GB 6455/75 A GB6455/75 A GB 6455/75A GB 645575 A GB645575 A GB 645575A GB 1489832 A GB1489832 A GB 1489832A
Authority
GB
United Kingdom
Prior art keywords
dehydration
olefinic alcohols
mixed
admixture
feb
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.)
Expired
Application number
GB6455/75A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Compagnie Francaise de Raffinage SA
Original Assignee
Compagnie Francaise de Raffinage SA
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
Application filed by Compagnie Francaise de Raffinage SA filed Critical Compagnie Francaise de Raffinage SA
Publication of GB1489832A publication Critical patent/GB1489832A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/60Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by elimination of -OH groups, e.g. by dehydration
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/16Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
    • B01J27/18Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14Phosphorus; Compounds thereof
    • C07C2527/16Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-

Abstract

1489832 Olefinic alcohols COMPAGNIE FRANCAISE DE RAFFINAGE 14 Feb 1975 [22 Feb 1974] 6455/75 Heading C2C [Also in Divisions B1 and C5] Beta-olefinic alcohols are produced in admixture with diolefins by the dehydration of diols in contact with a catalyst comprising calcium pyrophosphate either alone or in admixture with at least one pyrophosphate, whether mixed or not, of Li, Na, Sr and Ba, and/or at least one neutral orthophosphate, whether mixed or not, of Li, Na, Sr, Ba and Ca. The dehydration may be effected in the liquid phase or in the vapour phase at 250-600‹ C. and a volume space velocity of 0À1-5 hr.<SP>-1</SP>. The diol may be pure, diluted with inert gas or mixed with olefinic alcohols. The examples describe the dehydration of methyl-2,3-butanediol to give 2-methyl-1-butene-2-ol and isoprene. Carbonyl compounds and 2-methylepoxy-2,3- butane may be produced as by-products.
GB6455/75A 1974-02-22 1975-02-14 Dehydration process Expired GB1489832A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7406094A FR2262005B1 (en) 1974-02-22 1974-02-22

Publications (1)

Publication Number Publication Date
GB1489832A true GB1489832A (en) 1977-10-26

Family

ID=9135327

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6455/75A Expired GB1489832A (en) 1974-02-22 1975-02-14 Dehydration process

Country Status (10)

Country Link
JP (1) JPS50115686A (en)
AU (1) AU7789575A (en)
BE (1) BE823274A (en)
CA (1) CA1061803A (en)
DE (1) DE2459931A1 (en)
FR (1) FR2262005B1 (en)
GB (1) GB1489832A (en)
IT (1) IT1028154B (en)
NL (1) NL7417005A (en)
SU (1) SU578838A3 (en)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6322806B1 (en) 1999-04-06 2001-11-27 Wm. Wrigley Jr. Company Over-coated chewing gum formulations including tableted center
US6444241B1 (en) 2000-08-30 2002-09-03 Wm. Wrigley Jr. Company Caffeine coated chewing gum product and process of making
US6465003B2 (en) 1999-04-06 2002-10-15 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US6531114B1 (en) 1999-04-06 2003-03-11 Wm. Wrigley Jr. Company Sildenafil citrate chewing gum formulations and methods of using the same
US6541048B2 (en) 1999-09-02 2003-04-01 Wm. Wrigley Jr. Company Coated chewing gum products containing an acid blocker and process of preparing
US6569472B1 (en) 2000-09-01 2003-05-27 Wm. Wrigley Jr. Company Coated chewing gum products containing antacid and method of making
US6572900B1 (en) 2000-06-09 2003-06-03 Wm. Wrigley, Jr. Company Method for making coated chewing gum products including a high-intensity sweetener
US6579545B2 (en) 2000-12-22 2003-06-17 Wm. Wrigley Jr. Company Coated chewing gum products containing an antigas agent
US6586023B1 (en) 1998-12-15 2003-07-01 Wm. Wrigley Jr. Company Process for controlling release of active agents from a chewing gum coating and product thereof
US6627234B1 (en) 1998-12-15 2003-09-30 Wm. Wrigley Jr. Company Method of producing active agent coated chewing gum products
US6645535B2 (en) 1999-09-02 2003-11-11 Wm. Wrigley Jr. Company Method of making coated chewing gum products containing various antacids
US6663849B1 (en) 2000-09-01 2003-12-16 Wm. Wrigley Jr. Company Antacid chewing gum products coated with high viscosity materials
US6773716B2 (en) 1999-04-06 2004-08-10 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US7078052B2 (en) 1999-04-06 2006-07-18 Wm. Wrigley Jr. Company Pharmaceutical chewing gum formulations
WO2006090388A2 (en) 2005-02-25 2006-08-31 The State Of Israel, Ministry Of Agriculture & Rural Development, Agricultural Research Organization, (A.R.O.), Volcani Center Fruit cell culture extract for treating inflammation
US7935362B2 (en) 1999-04-06 2011-05-03 Wm. Wrigley Jr. Company Over-coated product including consumable center and medicament
EP2441840A1 (en) 2005-07-18 2012-04-18 Protalix Ltd. Mucosal or enteral administration of biologically active macromolecules
WO2014102776A2 (en) 2012-12-26 2014-07-03 Fruitura Bioscience Ltd. Process for the large scale production of fruit cells and treatment of diseases with such cells
US8884050B2 (en) 2012-04-11 2014-11-11 The Procter & Gamble Company Process for production of acrylic acid or its derivatives from hydroxypropionic acid or its derivatives
US20150105584A1 (en) * 2013-10-16 2015-04-16 The Proctor & Gamble Company Bio-Based Acrylic Acid And Its Derivatives
JP2016101573A (en) * 2014-11-27 2016-06-02 エスケー イノベーション カンパニー リミテッドSk Innovation Co., Ltd. Amorphous calcium phosphate catalyst for use in production of 1,3-butadiene and methyl ethyl ketone from 2,3-butanediol, and method of producing the same
US9452967B2 (en) 2012-04-11 2016-09-27 The Procter & Gamble Company Process for production of acrylic acid or its derivatives
US10301246B2 (en) 2012-04-11 2019-05-28 The Procter & Gamble Company Process for production of acrylic acid or its derivatives
US10344108B2 (en) 2012-04-11 2019-07-09 The Procter & Gamble Company Poly(acrylic acid) from bio-based acrylic acid and its derivatives

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2904518C2 (en) * 1979-02-07 1981-04-16 Chemische Werke Hüls AG, 4370 Marl Process for the preparation of pure?,? -C? 6? to C? 20? -alkenols
DE3510568A1 (en) * 1985-03-23 1986-09-25 Hüls AG, 4370 Marl CATALYST SYSTEM AND METHOD FOR PRODUCING (ALPHA), (OMEGA) -C (ARROW DOWN) 4 (ARROW DOWN) - TO C (ARROW DOWN) 2 (ARROW DOWN) (ARROW DOWN) 0 (ARROW DOWN) ALK
JP2016169162A (en) * 2013-07-25 2016-09-23 株式会社日本触媒 Method for producing acrylic acid and/or acrylic ester

Cited By (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6592850B2 (en) 1998-12-15 2003-07-15 Wm. Wrigley Jr. Company Sildenafil citrate chewing gum formulations and methods of using the same
US6627234B1 (en) 1998-12-15 2003-09-30 Wm. Wrigley Jr. Company Method of producing active agent coated chewing gum products
US6586023B1 (en) 1998-12-15 2003-07-01 Wm. Wrigley Jr. Company Process for controlling release of active agents from a chewing gum coating and product thereof
US6322806B1 (en) 1999-04-06 2001-11-27 Wm. Wrigley Jr. Company Over-coated chewing gum formulations including tableted center
US6465003B2 (en) 1999-04-06 2002-10-15 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US6531114B1 (en) 1999-04-06 2003-03-11 Wm. Wrigley Jr. Company Sildenafil citrate chewing gum formulations and methods of using the same
US7078052B2 (en) 1999-04-06 2006-07-18 Wm. Wrigley Jr. Company Pharmaceutical chewing gum formulations
US6558692B2 (en) 1999-04-06 2003-05-06 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US6773716B2 (en) 1999-04-06 2004-08-10 Wm. Wrigley Jr. Company Over-coated chewing gum formulations
US7935362B2 (en) 1999-04-06 2011-05-03 Wm. Wrigley Jr. Company Over-coated product including consumable center and medicament
US6645535B2 (en) 1999-09-02 2003-11-11 Wm. Wrigley Jr. Company Method of making coated chewing gum products containing various antacids
US6541048B2 (en) 1999-09-02 2003-04-01 Wm. Wrigley Jr. Company Coated chewing gum products containing an acid blocker and process of preparing
US6572900B1 (en) 2000-06-09 2003-06-03 Wm. Wrigley, Jr. Company Method for making coated chewing gum products including a high-intensity sweetener
US6444241B1 (en) 2000-08-30 2002-09-03 Wm. Wrigley Jr. Company Caffeine coated chewing gum product and process of making
US6663849B1 (en) 2000-09-01 2003-12-16 Wm. Wrigley Jr. Company Antacid chewing gum products coated with high viscosity materials
US6569472B1 (en) 2000-09-01 2003-05-27 Wm. Wrigley Jr. Company Coated chewing gum products containing antacid and method of making
US6579545B2 (en) 2000-12-22 2003-06-17 Wm. Wrigley Jr. Company Coated chewing gum products containing an antigas agent
WO2006090388A2 (en) 2005-02-25 2006-08-31 The State Of Israel, Ministry Of Agriculture & Rural Development, Agricultural Research Organization, (A.R.O.), Volcani Center Fruit cell culture extract for treating inflammation
EP2441840A1 (en) 2005-07-18 2012-04-18 Protalix Ltd. Mucosal or enteral administration of biologically active macromolecules
EP2484768A2 (en) 2005-07-18 2012-08-08 Protalix Ltd. Mucosal or enteral administration of biologically active macromolecules
US9926256B2 (en) 2012-04-11 2018-03-27 The Procter & Gamble Company Catalytic conversion of lactic acid to acrylic acid
US8884050B2 (en) 2012-04-11 2014-11-11 The Procter & Gamble Company Process for production of acrylic acid or its derivatives from hydroxypropionic acid or its derivatives
EP2836476A2 (en) * 2012-04-11 2015-02-18 The Procter & Gamble Company Catalytic conversion of lactic acid to acrylic acid
EP2836476B1 (en) * 2012-04-11 2022-02-23 The Procter & Gamble Company Catalyst for the conversion of lactic acid to acrylic acid
US10344108B2 (en) 2012-04-11 2019-07-09 The Procter & Gamble Company Poly(acrylic acid) from bio-based acrylic acid and its derivatives
US10301246B2 (en) 2012-04-11 2019-05-28 The Procter & Gamble Company Process for production of acrylic acid or its derivatives
US10294186B2 (en) 2012-04-11 2019-05-21 The Procter & Gamble Company Catalysts for the production of acrylic acid or its derivatives
US9422222B2 (en) 2012-04-11 2016-08-23 The Procter & Gamble Company Process for production of acrylic acid or its derivatives from hydroxypropionic acid or its derivatives
US9452967B2 (en) 2012-04-11 2016-09-27 The Procter & Gamble Company Process for production of acrylic acid or its derivatives
US9505697B2 (en) 2012-04-11 2016-11-29 The Procter & Gamble Company Method for the production of acrylic acid or its derivatives
US10106484B2 (en) 2012-04-11 2018-10-23 The Procter & Gamble Company Catalysts for the conversion of hydroxypropionic acid or its derivatives to acrylic acid or its derivatives
US9630901B2 (en) 2012-04-11 2017-04-25 The Procter & Gamble Company Poly(acrylic acid) from bio-based acrylic acid and its derivatives
US9714208B2 (en) 2012-04-11 2017-07-25 The Procter & Gamble Company Catalysts conversion of hydroxypropionic acid or its derivatives to acrylic acid or its derivatives
US9809527B2 (en) 2012-04-11 2017-11-07 The Procter & Gamble Company Process for production of acrylic acid or its derivatives from hydroxypropionic acid or its derivatives
WO2014102776A2 (en) 2012-12-26 2014-07-03 Fruitura Bioscience Ltd. Process for the large scale production of fruit cells and treatment of diseases with such cells
RU2662229C2 (en) * 2013-10-16 2018-07-25 Дзе Проктер Энд Гэмбл Компани Catalyst for producing bio-based acrylic acid and its derivatives and the method for making thereof
US9611208B2 (en) 2013-10-16 2017-04-04 The Procter & Gamble Company Bio-based acrylic acid and its derivatives
AU2017221889B2 (en) * 2013-10-16 2019-02-14 The Procter & Gamble Company Catalyst for producing bio-based acrylic acid and its derivatives and the method for making thereof
CN105682799A (en) * 2013-10-16 2016-06-15 宝洁公司 Catalyst for producing bio-based acrylic acid and its derivatives and the method for making thereof
WO2015057904A1 (en) * 2013-10-16 2015-04-23 The Procter & Gamble Company Catalyst for producing bio-based acrylic acid and its derivatives and the method for making thereof
US20150105584A1 (en) * 2013-10-16 2015-04-16 The Proctor & Gamble Company Bio-Based Acrylic Acid And Its Derivatives
JP2016101573A (en) * 2014-11-27 2016-06-02 エスケー イノベーション カンパニー リミテッドSk Innovation Co., Ltd. Amorphous calcium phosphate catalyst for use in production of 1,3-butadiene and methyl ethyl ketone from 2,3-butanediol, and method of producing the same

Also Published As

Publication number Publication date
SU578838A3 (en) 1977-10-30
BE823274A (en) 1975-06-12
JPS50115686A (en) 1975-09-10
IT1028154B (en) 1979-01-30
CA1061803A (en) 1979-09-04
FR2262005A1 (en) 1975-09-19
NL7417005A (en) 1975-08-26
DE2459931A1 (en) 1975-08-28
FR2262005B1 (en) 1978-01-06
AU7789575A (en) 1976-08-05

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee