CA1274942A - Polymerisation de l'acide acrylique - Google Patents

Polymerisation de l'acide acrylique

Info

Publication number: CA1274942A
Authority: CA; Canada
Prior art keywords: polymerization; carbon dioxide; initiator; percent; carried out
Prior art date: 1985-09-20
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 - Fee Related

Application number

CA000518311A

Other languages

English (en)

Inventor

Wilfred G. Sertage, Jr.

Pauls Davis

Hans Uwe Schenck

Walter Denzinger

Heinrich Hartmann

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.)

BASF Corp

Original Assignee

BASF 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.)

1985-09-20

Filing date

1986-09-16

Publication date

1990-10-02

1986-09-16 Application filed by BASF Corp filed Critical BASF Corp

1990-10-02 Application granted granted Critical

1990-10-02 Publication of CA1274942A publication Critical patent/CA1274942A/fr

2007-10-02 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

238000006116 polymerization reaction Methods 0.000 title claims abstract description 33
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title abstract description 14
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title abstract description 13
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 76
229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 41
239000001569 carbon dioxide Substances 0.000 claims abstract description 34
238000000034 method Methods 0.000 claims abstract description 26
229920000642 polymer Polymers 0.000 claims abstract description 12
239000002253 acid Substances 0.000 claims abstract description 5
238000004519 manufacturing process Methods 0.000 claims abstract description 4
239000003999 initiator Substances 0.000 claims description 27
150000001735 carboxylic acids Chemical class 0.000 claims description 7
JZDHUYKBYNFYAB-UHFFFAOYSA-N 2-(tert-butyldiazenyl)-2-methylbutanenitrile Chemical group CCC(C)(C#N)N=NC(C)(C)C JZDHUYKBYNFYAB-UHFFFAOYSA-N 0.000 claims description 5
229920001519 homopolymer Polymers 0.000 claims description 3
150000007513 acids Chemical class 0.000 claims 1
238000006243 chemical reaction Methods 0.000 abstract description 19
239000003054 catalyst Substances 0.000 abstract description 4
230000000379 polymerizing effect Effects 0.000 abstract description 3
239000007788 liquid Substances 0.000 description 16
239000012530 fluid Substances 0.000 description 14
229920002125 Sokalan® Polymers 0.000 description 11
238000010438 heat treatment Methods 0.000 description 9
239000004584 polyacrylic acid Substances 0.000 description 8
150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
239000000843 powder Substances 0.000 description 7
239000002904 solvent Substances 0.000 description 7
239000000047 product Substances 0.000 description 6
238000001816 cooling Methods 0.000 description 5
239000000203 mixture Substances 0.000 description 5
238000003860 storage Methods 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 4
239000007787 solid Substances 0.000 description 4
150000001336 alkenes Chemical class 0.000 description 3
238000010924 continuous production Methods 0.000 description 3
239000003599 detergent Substances 0.000 description 3
239000007789 gas Substances 0.000 description 3
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
239000007921 spray Substances 0.000 description 3
CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 2
101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
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 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
239000012809 cooling fluid Substances 0.000 description 2
238000005227 gel permeation chromatography Methods 0.000 description 2
239000000178 monomer Substances 0.000 description 2
150000002894 organic compounds Chemical class 0.000 description 2
150000002978 peroxides Chemical class 0.000 description 2
239000000376 reactant Substances 0.000 description 2
239000012429 reaction media Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000004513 sizing Methods 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
239000012265 solid product Substances 0.000 description 2
239000000243 solution Substances 0.000 description 2
239000004753 textile Substances 0.000 description 2
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
XSZYESUNPWGWFQ-UHFFFAOYSA-N 1-(2-hydroperoxypropan-2-yl)-4-methylcyclohexane Chemical compound CC1CCC(C(C)(C)OO)CC1 XSZYESUNPWGWFQ-UHFFFAOYSA-N 0.000 description 1
HKNNAYPWWDWHFR-UHFFFAOYSA-N 1-sulfanylbutan-1-ol Chemical class CCCC(O)S HKNNAYPWWDWHFR-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
LIZVXGBYTGTTTI-UHFFFAOYSA-N 2-[(4-methylphenyl)sulfonylamino]-2-phenylacetic acid Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(C(O)=O)C1=CC=CC=C1 LIZVXGBYTGTTTI-UHFFFAOYSA-N 0.000 description 1
GLVYLTSKTCWWJR-UHFFFAOYSA-N 2-carbonoperoxoylbenzoic acid Chemical compound OOC(=O)C1=CC=CC=C1C(O)=O GLVYLTSKTCWWJR-UHFFFAOYSA-N 0.000 description 1
SZTBMYHIYNGYIA-UHFFFAOYSA-N 2-chloroacrylic acid Chemical compound OC(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-N 0.000 description 1
WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 1
WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
SXQCPXKZTFJHQI-UHFFFAOYSA-N 2-hydroxy-2-methylbut-3-enoic acid Chemical compound C=CC(O)(C)C(O)=O SXQCPXKZTFJHQI-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 1
YYPNJNDODFVZLE-UHFFFAOYSA-N 3-methylbut-2-enoic acid Chemical compound CC(C)=CC(O)=O YYPNJNDODFVZLE-UHFFFAOYSA-N 0.000 description 1
UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
229920002845 Poly(methacrylic acid) Polymers 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
238000010793 Steam injection (oil industry) Methods 0.000 description 1
244000028419 Styrax benzoin Species 0.000 description 1
235000000126 Styrax benzoin Nutrition 0.000 description 1
235000008411 Sumatra benzointree Nutrition 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
229960002130 benzoin Drugs 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
KQNZLOUWXSAZGD-UHFFFAOYSA-N benzylperoxymethylbenzene Chemical compound C=1C=CC=CC=1COOCC1=CC=CC=C1 KQNZLOUWXSAZGD-UHFFFAOYSA-N 0.000 description 1
-1 benzyolperoxides Chemical compound 0.000 description 1
239000001273 butane Substances 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
229910052804 chromium Inorganic materials 0.000 description 1
239000011651 chromium Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
ZKXWKVVCCTZOLD-FDGPNNRMSA-N copper;(z)-4-hydroxypent-3-en-2-one Chemical compound [Cu].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O ZKXWKVVCCTZOLD-FDGPNNRMSA-N 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
BLCKNMAZFRMCJJ-UHFFFAOYSA-N cyclohexyl cyclohexyloxycarbonyloxy carbonate Chemical compound C1CCCCC1OC(=O)OOC(=O)OC1CCCCC1 BLCKNMAZFRMCJJ-UHFFFAOYSA-N 0.000 description 1
BSVQJWUUZCXSOL-UHFFFAOYSA-N cyclohexylsulfonyl ethaneperoxoate Chemical compound CC(=O)OOS(=O)(=O)C1CCCCC1 BSVQJWUUZCXSOL-UHFFFAOYSA-N 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
238000009826 distribution Methods 0.000 description 1
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 1
238000010828 elution Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000012467 final product Substances 0.000 description 1
238000005194 fractionation Methods 0.000 description 1
235000019382 gum benzoic Nutrition 0.000 description 1
229910001385 heavy metal Inorganic materials 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
238000002156 mixing Methods 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
SRSFOMHQIATOFV-UHFFFAOYSA-N octanoyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(=O)CCCCCCC SRSFOMHQIATOFV-UHFFFAOYSA-N 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
239000012071 phase Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
238000003672 processing method Methods 0.000 description 1
238000009877 rendering Methods 0.000 description 1
238000000926 separation method Methods 0.000 description 1
235000019832 sodium triphosphate Nutrition 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/04—Acids, Metal salts or ammonium salts thereof
- C08F20/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Polymerisation Methods In General (AREA)

CA000518311A 1985-09-20 1986-09-16 Polymerisation de l'acide acrylique Expired - Fee Related CA1274942A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US77801385A	1985-09-20	1985-09-20
US778,013		1985-09-20

Publications (1)

Publication Number	Publication Date
CA1274942A true CA1274942A (fr)	1990-10-02

Family

ID=25112023

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000518311A Expired - Fee Related CA1274942A (fr)	1985-09-20	1986-09-16	Polymerisation de l'acide acrylique

Country Status (1)

Country	Link
CA (1)	CA1274942A (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5328972A (en) *	1992-09-28	1994-07-12	Rohm And Haas Company	Process for preparing low molecular weight polymers
US5496901A (en) *	1992-03-27	1996-03-05	University Of North Carolina	Method of making fluoropolymers
US5559198A (en) *	1994-07-08	1996-09-24	Minnesota Mining And Manufacturing Company	Process for preparing poly(vinyl trifluoroacetate) and poly(vinyltrifluoroacetate/vinyl ester) copolymers in supercritical Co.sub.
US5688879A (en) *	1992-03-27	1997-11-18	The University Of North Carolina At Chapel Hill	Method of making fluoropolymers
US5780565A (en) *	1994-07-08	1998-07-14	Minnesota Mining And Manufacturing Company	Supersatmospheric reaction
US5863612A (en) *	1992-03-27	1999-01-26	University North Carolina--Chapel Hill	Method of making fluoropolymers
WO2000005273A1 (fr) *	1998-07-23	2000-02-03	Basf Aktiengesellschaft	Procede de production de polymerisats pulverulents reticules
EP0946944A4 (fr) *	1996-07-10	2001-01-03	Commw Edison Co	Dispersants polymeres et methodes d'utilisation dans un generateur nucleaire a vapeur
CN1079099C (zh) *	1998-11-26	2002-02-13	中国科学院广州化学研究所	在超临界二氧化碳介质中制备聚丙烯酸的方法
US6806332B2 (en)	1999-11-12	2004-10-19	North Carolina State University	Continuous method and apparatus for separating polymer from a high pressure carbon dioxide fluid stream
US6914105B1 (en)	1999-11-12	2005-07-05	North Carolina State University	Continuous process for making polymers in carbon dioxide
EP1339755A4 (fr) *	2000-10-09	2006-03-22	Univ North Carolina	Procedes de preparation de polymeres a fonctionnalite reactive dans du dioxyde de carbone

1986
- 1986-09-16 CA CA000518311A patent/CA1274942A/fr not_active Expired - Fee Related

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5496901A (en) *	1992-03-27	1996-03-05	University Of North Carolina	Method of making fluoropolymers
US5688879A (en) *	1992-03-27	1997-11-18	The University Of North Carolina At Chapel Hill	Method of making fluoropolymers
US5739223A (en) *	1992-03-27	1998-04-14	The University Of North Carolina At Chapel Hill	Method of making fluoropolymers
US5863612A (en) *	1992-03-27	1999-01-26	University North Carolina--Chapel Hill	Method of making fluoropolymers
US5922833A (en) *	1992-03-27	1999-07-13	The University Of North Carolina At Chapel Hill	Method of making fluoropolymers
US5328972A (en) *	1992-09-28	1994-07-12	Rohm And Haas Company	Process for preparing low molecular weight polymers
US5559198A (en) *	1994-07-08	1996-09-24	Minnesota Mining And Manufacturing Company	Process for preparing poly(vinyl trifluoroacetate) and poly(vinyltrifluoroacetate/vinyl ester) copolymers in supercritical Co.sub.
US5780565A (en) *	1994-07-08	1998-07-14	Minnesota Mining And Manufacturing Company	Supersatmospheric reaction
US6430249B2 (en)	1996-07-10	2002-08-06	Commonwealth Edison Company	Polymer dispersants and methods of use in a nuclear steam generator
EP0946944A4 (fr) *	1996-07-10	2001-01-03	Commw Edison Co	Dispersants polymeres et methodes d'utilisation dans un generateur nucleaire a vapeur
WO2000005273A1 (fr) *	1998-07-23	2000-02-03	Basf Aktiengesellschaft	Procede de production de polymerisats pulverulents reticules
CN1079099C (zh) *	1998-11-26	2002-02-13	中国科学院广州化学研究所	在超临界二氧化碳介质中制备聚丙烯酸的方法
US6806332B2 (en)	1999-11-12	2004-10-19	North Carolina State University	Continuous method and apparatus for separating polymer from a high pressure carbon dioxide fluid stream
US6914105B1 (en)	1999-11-12	2005-07-05	North Carolina State University	Continuous process for making polymers in carbon dioxide
US7410620B2 (en)	1999-11-12	2008-08-12	North Carolina State University	Apparatus for continuous production of polymers in carbon dioxide
EP1339755A4 (fr) *	2000-10-09	2006-03-22	Univ North Carolina	Procedes de preparation de polymeres a fonctionnalite reactive dans du dioxyde de carbone

Legal Events

Date	Code	Title	Description
1998-10-02	MKLA	Lapsed

Publication	Publication Date	Title
CA1274942A (fr)	1990-10-02	Polymerisation de l'acide acrylique
US7265190B2 (en)	2007-09-04	Process and apparatus for production of water-absorbent resin
TW300231B (fr)	1997-03-11
AU8767498A (en)	1999-03-01	Process for producing hyperbranched polymers
TW357151B (en)	1999-05-01	Process for the polymerization or copolymerization of ethylene
AU735802B2 (en)	2001-07-12	Process for the preparation of macromers
EP1201682B1 (fr)	2005-08-24	Procédé de fabrication d'une poudre de polymère utilisant un fluide supercritique
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