CA1205600A - Methode de production de copolymeres d'ethylene - Google Patents

Methode de production de copolymeres d'ethylene

Info

Publication number: CA1205600A
Authority: CA; Canada
Prior art keywords: ketone; feedstock; saponification; ethylene; weight
Prior art date: 1980-12-06
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

CA000391638A

Other languages

English (en)

Inventor

Victor J. Hobes

Wolfgang Payer

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.)

Ruhrchemie AG

Original Assignee

Ruhrchemie AG

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.)

1980-12-06

Filing date

1981-12-07

Publication date

1986-06-03

1981-12-07 Application filed by Ruhrchemie AG filed Critical Ruhrchemie AG

1981-12-07 Priority to CA000391638A priority Critical patent/CA1205600A/fr

1986-06-03 Application granted granted Critical

1986-06-03 Publication of CA1205600A publication Critical patent/CA1205600A/fr

Status Expired legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 23
229920001038 ethylene copolymer Polymers 0.000 title claims abstract description 7
238000004519 manufacturing process Methods 0.000 title claims abstract description 6
-1 C12 alkene carboxylic acids Chemical class 0.000 claims abstract description 26
150000002576 ketones Chemical class 0.000 claims abstract description 17
238000007127 saponification reaction Methods 0.000 claims abstract description 17
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 13
239000005977 Ethylene Substances 0.000 claims abstract description 13
229920000642 polymer Polymers 0.000 claims abstract description 11
239000003795 chemical substances by application Substances 0.000 claims abstract description 9
150000002148 esters Chemical class 0.000 claims abstract description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 8
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 6
239000002245 particle Substances 0.000 claims abstract description 6
150000007933 aliphatic carboxylic acids Chemical class 0.000 claims abstract description 3
229920001567 vinyl ester resin Polymers 0.000 claims abstract description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 18
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
239000002253 acid Substances 0.000 claims description 8
150000003138 primary alcohols Chemical class 0.000 claims description 8
150000007513 acids Chemical class 0.000 claims description 6
239000000203 mixture Substances 0.000 claims description 6
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
150000008044 alkali metal hydroxides Chemical group 0.000 claims description 2
238000002844 melting Methods 0.000 claims description 2
230000008018 melting Effects 0.000 claims description 2
229920006395 saturated elastomer Polymers 0.000 claims description 2
229920000728 polyester Polymers 0.000 claims 2
239000004698 Polyethylene Substances 0.000 claims 1
229920000573 polyethylene Polymers 0.000 claims 1
239000000853 adhesive Substances 0.000 abstract description 2
230000001070 adhesive effect Effects 0.000 abstract description 2
239000011248 coating agent Substances 0.000 abstract description 2
238000000576 coating method Methods 0.000 abstract description 2
150000001875 compounds Chemical class 0.000 abstract description 2
239000000463 material Substances 0.000 abstract description 2
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
229920001577 copolymer Polymers 0.000 description 9
239000000178 monomer Substances 0.000 description 8
238000001035 drying Methods 0.000 description 6
239000000155 melt Substances 0.000 description 6
229920002554 vinyl polymer Polymers 0.000 description 6
238000010992 reflux Methods 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000008187 granular material Substances 0.000 description 4
238000006116 polymerization reaction Methods 0.000 description 4
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
239000003999 initiator Substances 0.000 description 3
150000002500 ions Chemical class 0.000 description 3
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
239000000047 product Substances 0.000 description 3
230000035484 reaction time Effects 0.000 description 3
239000000126 substance Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
125000003342 alkenyl group Chemical group 0.000 description 2
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
230000003301 hydrolyzing effect Effects 0.000 description 2
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
229910052760 oxygen Inorganic materials 0.000 description 2
239000001301 oxygen Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
150000003333 secondary alcohols Chemical class 0.000 description 2
239000000725 suspension Substances 0.000 description 2
150000003509 tertiary alcohols Chemical class 0.000 description 2
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 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
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
238000006887 Ullmann reaction Methods 0.000 description 1
150000008065 acid anhydrides Chemical class 0.000 description 1
230000001476 alcoholic effect Effects 0.000 description 1
229910052783 alkali metal Inorganic materials 0.000 description 1
150000001340 alkali metals Chemical class 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
229910002091 carbon monoxide Inorganic materials 0.000 description 1
150000001728 carbonyl compounds Chemical class 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 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
ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical class OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 description 1
238000000227 grinding Methods 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
238000010309 melting process Methods 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000003756 stirring Methods 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
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

CA000391638A 1980-12-06 1981-12-07 Methode de production de copolymeres d'ethylene Expired CA1205600A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000391638A CA1205600A (fr)	1980-12-06	1981-12-07	Methode de production de copolymeres d'ethylene

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DEP3046144.0		1980-12-06
CA000391638A CA1205600A (fr)	1980-12-06	1981-12-07	Methode de production de copolymeres d'ethylene

Publications (1)

Publication Number	Publication Date
CA1205600A true CA1205600A (fr)	1986-06-03

Family

ID=4121571

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000391638A Expired CA1205600A (fr)	1980-12-06	1981-12-07	Methode de production de copolymeres d'ethylene

Country Status (1)

Country	Link
CA (1)	CA1205600A (fr)

1981
- 1981-12-07 CA CA000391638A patent/CA1205600A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2003-06-03	MKEX	Expiry

Publication	Publication Date	Title
EP0474885B1 (fr)	1996-08-21	Polymerisation en suspension d'un compose vinylique
CA1150447A (fr)	1983-07-19	Polymeres de n-vinylamide et procede de fabrication
US4954567A (en)	1990-09-04	Process for preparing polyvinyl alcohol having high degree of polymerization
US3962197A (en)	1976-06-08	Suspension polymerization process
US5308911A (en)	1994-05-03	Secondary suspending agent for suspension polymerization of vinyl compound
US4394483A (en)	1983-07-19	Saponification of ethylene copolymers suspended in ketone
US3652631A (en)	1972-03-28	O o'-diol bisperoxycarbonates
CA1205600A (fr)	1986-06-03	Methode de production de copolymeres d'ethylene
NL7906564A (nl)	1981-03-03	Werkwijze voor het snel verwijderen van achtergebleven monomeren uit acrylonitrilecopolymeren.
Reichert et al.	1989	Polymer reaction engineering
CA1100668A (fr)	1981-05-05	Traduction non-disponible
CA1159816A (fr)	1984-01-03	Systeme catalyseur par oxydo-reduction a base d'acide 6-o-alcanoyl-l-ascorbique peroxygene pour la polymerisation des monomeres de vinyle
US3652522A (en)	1972-03-28	Process for the polymerization of vinyl chloride
US3627853A (en)	1971-12-14	Chlorination of vinyl chloride block copolymers
CA2189557A1 (fr)	1995-11-16	Utilisation de peroxyacides en tant que regulateurs de poids moleculaire
US3068212A (en)	1962-12-11	Organo tin polymerization catalyst for acrylonitrile
EP0478214A2 (fr)	1992-04-01	Peroxyester et son utilisation comme initiateur de polymérisation et durcisseur
EP0095860A2 (fr)	1983-12-07	Polymérisation de chlorure de vinyle monomère
US3141010A (en)	1964-07-14	Process for the manufacture of vinyl ester polymers and copolymers
EP0049966A1 (fr)	1982-04-21	Usage de diperesters dans la polymérisation du monomère de chlorure de vinyle
CA1178747A (fr)	1984-11-27	Procede ameliore pour polymeres d'halogenures vinyliques
NZ204248A (en)	1985-04-30	Production of vinyl chloride polymer
US5674958A (en)	1997-10-07	Process for (co)polymerizing vinyl monomers
US4070534A (en)	1978-01-24	Producing heat stable vinyl chloride polymers at low temperatures in the presence of tetrahydrofuran
US3130185A (en)	1964-04-21	Trialkylboroxines as polymerization catalysts