CA1095929A - Procede d'obtention de sulfonates d'ether - Google Patents

Procede d'obtention de sulfonates d'ether

Info

Publication number: CA1095929A
Authority: CA; Canada
Prior art keywords: allyl; ether; formula; reacting; produce
Prior art date: 1977-03-03
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

CA297,601A

Other languages

English (en)

Inventor

Ernest L. Yeakey

Lewis W. Watts, Jr.

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.)

Texaco Development Corp

Original Assignee

Texaco Development 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.)

1977-03-03

Filing date

1978-02-23

Publication date

1981-02-17

1978-02-23 Application filed by Texaco Development Corp filed Critical Texaco Development Corp

1981-02-17 Application granted granted Critical

1981-02-17 Publication of CA1095929A publication Critical patent/CA1095929A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 44
-1 ether sulfonates Chemical class 0.000 title claims abstract description 40
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title claims abstract description 13
230000008569 process Effects 0.000 title abstract description 17
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 20
ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims abstract description 18
RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 claims abstract description 13
235000010267 sodium hydrogen sulphite Nutrition 0.000 claims abstract description 12
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims abstract description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
125000004432 carbon atom Chemical group C* 0.000 claims description 8
239000002585 base Substances 0.000 claims description 7
125000001475 halogen functional group Chemical group 0.000 claims description 6
239000012736 aqueous medium Substances 0.000 claims description 5
OSDWBNJEKMUWAV-UHFFFAOYSA-N Allyl chloride Chemical group ClCC=C OSDWBNJEKMUWAV-UHFFFAOYSA-N 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
125000003118 aryl group Chemical group 0.000 claims description 4
OHXAOPZTJOUYKM-UHFFFAOYSA-N 3-Chloro-2-methylpropene Chemical group CC(=C)CCl OHXAOPZTJOUYKM-UHFFFAOYSA-N 0.000 claims description 3
125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 2
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
125000005017 substituted alkenyl group Chemical group 0.000 claims description 2
XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims 2
125000000547 substituted alkyl group Chemical group 0.000 claims 1
150000001298 alcohols Chemical class 0.000 abstract description 13
LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 abstract description 2
238000006243 chemical reaction Methods 0.000 description 16
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
125000000217 alkyl group Chemical group 0.000 description 11
FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 10
239000000203 mixture Substances 0.000 description 9
239000000463 material Substances 0.000 description 8
239000003921 oil Substances 0.000 description 8
239000000047 product Substances 0.000 description 7
239000000376 reactant Substances 0.000 description 7
238000004458 analytical method Methods 0.000 description 6
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 6
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
235000010333 potassium nitrate Nutrition 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
239000004480 active ingredient Substances 0.000 description 4
239000006227 byproduct Substances 0.000 description 4
239000003153 chemical reaction reagent Substances 0.000 description 4
239000003599 detergent Substances 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
239000004721 Polyphenylene oxide Substances 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
239000012267 brine Substances 0.000 description 3
238000005755 formation reaction Methods 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
150000002440 hydroxy compounds Chemical class 0.000 description 3
SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 3
239000007788 liquid Substances 0.000 description 3
150000002989 phenols Chemical group 0.000 description 3
229920000570 polyether Polymers 0.000 description 3
239000004323 potassium nitrate Substances 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000011084 recovery Methods 0.000 description 3
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 3
239000000243 solution Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
150000003871 sulfonates Chemical class 0.000 description 3
238000006277 sulfonation reaction Methods 0.000 description 3
125000003342 alkenyl group Chemical group 0.000 description 2
238000004061 bleaching Methods 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
230000000875 corresponding effect Effects 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
238000005187 foaming Methods 0.000 description 2
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
BTFJIXJJCSYFAL-UHFFFAOYSA-N icosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
239000011148 porous material Substances 0.000 description 2
239000011734 sodium Substances 0.000 description 2
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
150000008054 sulfonate salts Chemical class 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
USEGQJLHQSTGHW-UHFFFAOYSA-N 3-bromo-2-methylprop-1-ene Chemical compound CC(=C)CBr USEGQJLHQSTGHW-UHFFFAOYSA-N 0.000 description 1
125000000739 C2-C30 alkenyl group Chemical group 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
239000004435 Oxo alcohol Substances 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
229920001222 biopolymer Polymers 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910001424 calcium ion Inorganic materials 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229960000541 cetyl alcohol Drugs 0.000 description 1
239000004927 clay Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
230000001276 controlling effect Effects 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
229930003836 cresol Natural products 0.000 description 1
239000013058 crude material Substances 0.000 description 1
239000010779 crude oil Substances 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
150000002191 fatty alcohols Chemical class 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
239000013505 freshwater Substances 0.000 description 1
239000011521 glass Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002768 hydroxyalkyl group Chemical group 0.000 description 1
239000012535 impurity Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
229910001425 magnesium ion Inorganic materials 0.000 description 1
125000005394 methallyl group Chemical group 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
125000005702 oxyalkylene group Chemical group 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
229940099427 potassium bisulfite Drugs 0.000 description 1
235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
238000010926 purge Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000009738 saturating Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
229940045998 sodium isethionate Drugs 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical group [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
239000010902 straw Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
230000008961 swelling Effects 0.000 description 1
239000003760 tallow Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
- C08G65/326—Polymers modified by chemical after-treatment with inorganic compounds containing sulfur
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/338—Polymers modified by chemical after-treatment with inorganic and organic compounds

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Inorganic Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Polyethers (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

CA297,601A 1977-03-03 1978-02-23 Procede d'obtention de sulfonates d'ether Expired CA1095929A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US77565777A	1977-03-03	1977-03-03
US775,657		1977-03-03

Publications (1)

Publication Number	Publication Date
CA1095929A true CA1095929A (fr)	1981-02-17

Family

ID=25105076

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA297,601A Expired CA1095929A (fr)	1977-03-03	1978-02-23	Procede d'obtention de sulfonates d'ether

Country Status (9)

Country	Link
JP (1)	JPS53108925A (fr)
AU (1)	AU513737B2 (fr)
BE (1)	BE862554A (fr)
BR (1)	BR7801046A (fr)
CA (1)	CA1095929A (fr)
DE (1)	DE2748722A1 (fr)
FR (1)	FR2382495A1 (fr)
GB (1)	GB1566655A (fr)
NL (1)	NL7714573A (fr)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4293428A (en) *	1978-01-18	1981-10-06	Exxon Production Research Company	Propoxylated ethoxylated surfactants and method of recovering oil therewith
US4267123A (en) *	1979-11-23	1981-05-12	Mobil Oil Corporation	Method of preparing propane sulfonates
DD154443A3 (de) *	1980-07-11	1982-03-24	Detlef Ballschuh	Verfahren zur herstellung von sulfobetainen
US4442042A (en) *	1981-04-30	1984-04-10	Mobil Oil Corporation	Process of making propane sulfonates
DE3347578A1 (de) *	1983-12-30	1985-07-11	Hoechst Ag, 6230 Frankfurt	Tributylphenoletherglycidylsulfonate, verfahren zu deren herstellung und deren verwendung
DE3407563C1 (de) *	1984-03-01	1985-04-25	Th. Goldschmidt Ag, 4300 Essen	Sulfonierte Polyoxyalkylenether von 1.2- oder 1.3-Diolen,deren Herstellung und Verwendung
DE3633421C1 (de) *	1986-10-01	1987-07-23	Goldschmidt Ag Th	Hydroxyl- und Sulfonatgruppen aufweisende Polyoxyalkylenether und deren Verwendung zur Herstellung von dispergierbaren Polyurethanen
JPH02185525A (ja) *	1989-01-12	1990-07-19	Yuasa Battery Co Ltd	反応性二重結合を持つポリエーテル
US20080227949A1 (en) *	2005-09-29	2008-09-18	Nippon Shokubai Co, Ltd	Hydrophilized Polyalkylene Glycol, Production Method Thereof, and Application Thereof
JP2009040821A (ja) *	2007-08-07	2009-02-26	Nippon Shokubai Co Ltd	ポリアルキレングリコール系化合物とその用途
CN101982481B (zh) *	2010-10-08	2014-03-12	广东标美硅氟新材料有限公司	一种烷基封端烯丙基聚醚的制备方法
CN101979426A (zh) *	2010-10-09	2011-02-23	西南石油大学	脂肪醇(烷基酚)聚氧乙烯醚磺酸盐烯烃加成合成方法
JP5738139B2 (ja) *	2011-09-15	2015-06-17	株式会社日本触媒	ポリアミン系重合体およびその製造方法
CN102585194A (zh) *	2011-12-14	2012-07-18	中国日用化学工业研究院	一种烯丙基脂肪醇聚氧乙烯醚或烯丙基烷基酚聚氧乙烯醚的合成方法
CN103058895A (zh) *	2012-12-21	2013-04-24	江苏美思德化学股份有限公司	一种耐温抗盐型聚醚磺酸盐及其合成方法
CN105218408A (zh) *	2014-07-03	2016-01-06	新疆贝肯石油科技开发有限责任公司	一种聚氧乙烯醚磺酸盐及其合成方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL132430C (fr) *	1968-11-29

1977
- 1977-10-29 DE DE19772748722 patent/DE2748722A1/de not_active Ceased
- 1977-12-05 GB GB5052077A patent/GB1566655A/en not_active Expired
- 1977-12-14 AU AU31562/77A patent/AU513737B2/en not_active Expired
- 1977-12-26 FR FR7739169A patent/FR2382495A1/fr active Granted
- 1977-12-30 NL NL7714573A patent/NL7714573A/xx not_active Application Discontinuation
- 1977-12-30 BE BE184037A patent/BE862554A/fr not_active IP Right Cessation
1978
- 1978-01-19 JP JP379078A patent/JPS53108925A/ja active Pending
- 1978-02-22 BR BR7801046A patent/BR7801046A/pt unknown
- 1978-02-23 CA CA297,601A patent/CA1095929A/fr not_active Expired

Also Published As

Publication number	Publication date
GB1566655A (en)	1980-05-08
AU3156277A (en)	1979-06-21
FR2382495A1 (fr)	1978-09-29
AU513737B2 (en)	1980-12-18
JPS53108925A (en)	1978-09-22
DE2748722A1 (de)	1978-09-07
BE862554A (fr)	1978-06-30
BR7801046A (pt)	1979-01-02
FR2382495B1 (fr)	1982-12-10
NL7714573A (nl)	1978-09-05

Legal Events

Date	Code	Title	Description
1998-02-17	MKEX	Expiry

Publication	Publication Date	Title
CA1095929A (fr)	1981-02-17	Procede d'obtention de sulfonates d'ether
US3932532A (en)	1976-01-13	Ethers of polyglycerol
US2782240A (en)	1957-02-19	Ethers of polyoxyalkylene glycols
US4650865A (en)	1987-03-17	Process for preparing tertiary ether amines
US4865774A (en)	1989-09-12	Surface-active hydroxysulfonates
EP0488467B1 (fr)	1996-01-31	Préparation d'acides alkoxy alkanoiques
CA2137422A1 (fr)	1995-06-08	Procede de preparation d'alcoxylates utilisant des composes esterifies comme catalyseurs
US5608116A (en)	1997-03-04	Process for the alkoxylation of fluorinated alcohols
US4792419A (en)	1988-12-20	Ether sulfonates
US4117249A (en)	1978-09-26	Acetylenic alcohols, their derivatives and process for their production
DE69110358T2 (de)	1995-11-02	Verfahren zur Herstellung von 4-Acetoxystyrol.
EP0276859B1 (fr)	1990-09-26	Procédé de préparation d' hexabromocyclododécane
US2535678A (en)	1950-12-26	Method for the preparation of ethers of hydroxyethane sulfonates and ether alcohols
US4382014A (en)	1983-05-03	Process for producing a polyether carbonate surface active material
EP0021497A1 (fr)	1981-01-07	Synthèse d'éthers monoalkylés de polyoxyalkylène glycol
KR910000250B1 (ko)	1991-01-23	1,1,2,2-테트라히드로퍼플루오로알칸올 및 그 에스테르의 제조방법
US4350668A (en)	1982-09-21	Recovery of cobalt component from 3-pentenoic ester synthesis
US4226807A (en)	1980-10-07	Process for making ether sulfonates
US4588533A (en)	1986-05-13	Method of preparing acyloxybenzenesulfonic acids and salts thereof
US4579687A (en)	1986-04-01	Process for producing salt of alpha-sulfo fatty acid alkyl ester
JPH01223123A (ja)	1989-09-06	末端ブロックポリグリコールエーテルの製法
EP0328102B1 (fr)	1993-05-12	Alcool polyvinylique et procédé de préparation d'alcool polyvinylique par hydrolyse à l'aide de catalyseurs acides
US3133946A (en)	1964-05-19	Preparation of long chain alkylsulfuric acids and salts thereof
US3957848A (en)	1976-05-18	Cyanoethylation process
US3350460A (en)	1967-10-31	Method for the preparation of glycerol alpha ethers and thio ethers