CA1121829A - Production en continu de diglycolallylcarbonate - Google Patents

Production en continu de diglycolallylcarbonate

Info

Publication number: CA1121829A
Authority: CA; Canada
Prior art keywords: reaction; allyl; alcohol; continuously; zone
Prior art date: 1978-06-30
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

CA000330860A

Other languages

English (en)

Inventor

James R. Angle

Uday D. Wagle

Donald C. Reid

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.)

Arkema Inc

Original Assignee

Pennwalt Corp

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.)

1978-06-30

Filing date

1979-06-29

Publication date

1982-04-13

1979-06-29 Application filed by Pennwalt Corp filed Critical Pennwalt Corp

1982-04-13 Application granted granted Critical

1982-04-13 Publication of CA1121829A publication Critical patent/CA1121829A/fr

Status Expired legal-status Critical Current

Links

229920002574 CR-39 Polymers 0.000 title claims abstract description 24
NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 title claims abstract description 11
238000004519 manufacturing process Methods 0.000 title claims abstract description 9
XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims abstract description 54
238000006243 chemical reaction Methods 0.000 claims abstract description 53
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 29
238000000034 method Methods 0.000 claims abstract description 22
150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 11
238000000926 separation method Methods 0.000 claims abstract description 11
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 4
239000007788 liquid Substances 0.000 claims description 13
239000011541 reaction mixture Substances 0.000 claims description 10
238000002156 mixing Methods 0.000 claims description 7
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
239000005977 Ethylene Substances 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
239000000243 solution Substances 0.000 abstract description 7
239000007864 aqueous solution Substances 0.000 abstract description 5
238000010924 continuous production Methods 0.000 abstract description 4
238000004821 distillation Methods 0.000 abstract description 4
XFSAZBKSWGOXRH-UHFFFAOYSA-N 2-(2-carbonochloridoyloxyethoxy)ethyl carbonochloridate Chemical compound ClC(=O)OCCOCCOC(Cl)=O XFSAZBKSWGOXRH-UHFFFAOYSA-N 0.000 abstract description 3
238000001577 simple distillation Methods 0.000 abstract description 2
239000002699 waste material Substances 0.000 abstract description 2
108700028369 Alleles Proteins 0.000 abstract 1
239000000047 product Substances 0.000 description 22
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
239000000178 monomer Substances 0.000 description 12
238000011084 recovery Methods 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
238000013019 agitation Methods 0.000 description 8
239000012074 organic phase Substances 0.000 description 7
239000000376 reactant Substances 0.000 description 7
238000010923 batch production Methods 0.000 description 5
235000011121 sodium hydroxide Nutrition 0.000 description 5
238000003860 storage Methods 0.000 description 5
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
239000008346 aqueous phase Substances 0.000 description 4
239000003518 caustics Substances 0.000 description 4
239000007789 gas Substances 0.000 description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
JKJWYKGYGWOAHT-UHFFFAOYSA-N bis(prop-2-enyl) carbonate Chemical compound C=CCOC(=O)OCC=C JKJWYKGYGWOAHT-UHFFFAOYSA-N 0.000 description 3
FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 description 3
238000001816 cooling Methods 0.000 description 3
238000010586 diagram Methods 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
238000003556 assay Methods 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
150000001805 chlorine compounds Chemical class 0.000 description 2
239000012809 cooling fluid Substances 0.000 description 2
230000007423 decrease Effects 0.000 description 2
239000011261 inert gas Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
238000012856 packing Methods 0.000 description 2
239000002994 raw material Substances 0.000 description 2
239000007790 solid phase Substances 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
208000036366 Sensation of pressure Diseases 0.000 description 1
ACIAHEMYLLBZOI-ZZXKWVIFSA-N Unsaturated alcohol Chemical compound CC\C(CO)=C/C ACIAHEMYLLBZOI-ZZXKWVIFSA-N 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
239000002585 base Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
231100000481 chemical toxicant Toxicity 0.000 description 1
AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical class OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000002826 coolant Substances 0.000 description 1
239000012043 crude product Substances 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000007865 diluting Methods 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000007710 freezing Methods 0.000 description 1
230000008014 freezing Effects 0.000 description 1
230000005484 gravity Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
125000005394 methallyl group Chemical group 0.000 description 1
239000012071 phase Substances 0.000 description 1
239000002985 plastic film Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
230000003678 scratch resistant effect Effects 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
230000002311 subsequent effect Effects 0.000 description 1
235000012976 tarts Nutrition 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/02—Preparation of esters of carbonic or haloformic acids from phosgene or haloformates
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/96—Esters of carbonic or haloformic acids

Landscapes

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

CA000330860A 1978-06-30 1979-06-29 Production en continu de diglycolallylcarbonate Expired CA1121829A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US92075978A	1978-06-30	1978-06-30
US920,759		1986-10-20

Publications (1)

Publication Number	Publication Date
CA1121829A true CA1121829A (fr)	1982-04-13

Family

ID=25444342

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000330860A Expired CA1121829A (fr)	1978-06-30	1979-06-29	Production en continu de diglycolallylcarbonate

Country Status (6)

Country	Link
JP (1)	JPS5511582A (fr)
AU (1)	AU4694479A (fr)
BR (1)	BR7903766A (fr)
CA (1)	CA1121829A (fr)
DE (1)	DE2926354A1 (fr)
FR (1)	FR2429774A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4273726A (en) *	1979-11-13	1981-06-16	Ppg Industries, Inc.	Polyol (allyl carbonate) synthesis utilizing solid alkali metal hydroxide
US4293503A (en) *	1980-01-10	1981-10-06	Ppg Industries, Inc.	Synthesis of polyol bis(allyl carbonate) utilizing reagent recovery and recycle
CN111792995A (zh) *	2020-05-25	2020-10-20	江苏乾元新材料科技有限公司	一种烯丙基二甘醇二碳酸酯的制备方法及其专用装置

1979
- 1979-05-10 AU AU46944/79A patent/AU4694479A/en not_active Abandoned
- 1979-06-13 BR BR7903766A patent/BR7903766A/pt unknown
- 1979-06-29 JP JP8159279A patent/JPS5511582A/ja active Pending
- 1979-06-29 FR FR7917040A patent/FR2429774A1/fr active Pending
- 1979-06-29 CA CA000330860A patent/CA1121829A/fr not_active Expired
- 1979-06-29 DE DE19792926354 patent/DE2926354A1/de not_active Withdrawn

Also Published As

Publication number	Publication date
JPS5511582A (en)	1980-01-26
AU4694479A (en)	1980-01-03
BR7903766A (pt)	1980-02-05
FR2429774A1 (fr)	1980-01-25
DE2926354A1 (de)	1980-01-03

Legal Events

Date	Code	Title	Description
1999-04-13	MKEX	Expiry

Publication	Publication Date	Title
US5026533A (en)	1991-06-25	Method and apparatus for the preparation of dichlorosilane
US2877274A (en)	1959-03-10	Production of sodium methoxide
US5236558A (en)	1993-08-17	Method to recycle spent ethylene glycol
US4430162A (en)	1984-02-07	Process for purification of crude acetonitrile
US4519875A (en)	1985-05-28	Purification of ethylene glycol derived from ethylene carbonate
GB2045752A (en)	1980-11-05	Recovery of ethylene glycol
JP3802587B2 (ja)	2006-07-26	改良されたシロキサンクラッキング法
US5292917A (en)	1994-03-08	Process for purifying dimethyl carbonate
JPS5914018B2 (ja)	1984-04-02	メタクリル酸エステルの製造方法
CA1121829A (fr)	1982-04-13	Production en continu de diglycolallylcarbonate
JPS6261006B2 (fr)	1987-12-18
US4647689A (en)	1987-03-03	Preparation of alkyl trifluoroacetoacetate
EP0501374B1 (fr)	1995-09-06	Procédé d'épuration du carbonate de diméthyle
US2078534A (en)	1937-04-27	Cyclic acetals and process for producing same
JPH03145481A (ja)	1991-06-20	エピクロルヒドリンの製造方法
JPH0572371B2 (fr)	1993-10-12
US3959389A (en)	1976-05-25	Method of manufacturing alkylene oxide adducts of an aliphatic alcohol
JPH08333310A (ja)	1996-12-17	モノメチルアミノエタノ−ルの製造方法
JPH07304713A (ja)	1995-11-21	芳香族炭酸エステルの製造方法
US3288850A (en)	1966-11-29	Manufacture of trifluoroacetic acid
US4539369A (en)	1985-09-03	Process for producing poly (vinyl acetals)
JP3710514B2 (ja)	2005-10-26	２，３，５，６−テトラフルオロアニリンの製造方法
JP3835866B2 (ja)	2006-10-18	ベンジルクロリド、ベンジルアルコール、ジベンジルエーテル及び水性塩酸の混合物の分離法
US3932531A (en)	1976-01-13	Method of manufacturing alkylene oxide adducts of an aliphatic alcohol
US3966786A (en)	1976-06-29	Method for producing chloroformates