CN100567346C - 制造阳离子聚乙烯缩醛的方法 - Google Patents
制造阳离子聚乙烯缩醛的方法 Download PDFInfo
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- CN100567346C CN100567346C CNB2006100847545A CN200610084754A CN100567346C CN 100567346 C CN100567346 C CN 100567346C CN B2006100847545 A CNB2006100847545 A CN B2006100847545A CN 200610084754 A CN200610084754 A CN 200610084754A CN 100567346 C CN100567346 C CN 100567346C
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- 125000002091 cationic group Chemical group 0.000 title claims abstract description 28
- 229920002554 vinyl polymer Polymers 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 23
- -1 aliphatic aldehyde Chemical class 0.000 claims abstract description 38
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 30
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- 239000000178 monomer Substances 0.000 claims abstract description 18
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- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 9
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- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 4
- CCJAYIGMMRQRAO-UHFFFAOYSA-N 2-[4-[(2-hydroxyphenyl)methylideneamino]butyliminomethyl]phenol Chemical compound OC1=CC=CC=C1C=NCCCCN=CC1=CC=CC=C1O CCJAYIGMMRQRAO-UHFFFAOYSA-N 0.000 description 3
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- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
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- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 2
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- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
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- NDGXZYRXRPWLOE-UHFFFAOYSA-N 2-(prop-2-enoylamino)oxyacetic acid Chemical compound OC(=O)CONC(=O)C=C NDGXZYRXRPWLOE-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
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- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 239000005336 safety glass Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- GRONZTPUWOOUFQ-UHFFFAOYSA-M sodium;methanol;hydroxide Chemical compound [OH-].[Na+].OC GRONZTPUWOOUFQ-UHFFFAOYSA-M 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 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
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/18—Suspension polymerisation
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/12—Hydrolysis
-
- 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
- C08F8/00—Chemical modification by after-treatment
- C08F8/28—Condensation with aldehydes or ketones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
- C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
Irg.Blau GLO | 比较例7 | PVB 1 | PVB 2 | PVB 3 | PVB 4 | PVB 5 |
D=10/秒 | 1280 | 305 | 247 | 62 | 172 | 496 |
D=100/秒 | 219 | 175 | 114 | 51 | 106 | 155 |
D=1000/秒 | 67 | 68 | 58 | 45 | 61 | 69 |
D<sub>A</sub>=10/秒 | 258 | 112 | 100 | 61 | 91 | 131 |
D<sub>下</sub>/D<sub>上</sub>10/秒 | 5.0 | 2.7 | 2.5 | 1.0 | 1.9 | 3.7 |
Irg.Rubin 4 BGL | 比较例7 | PVB 1 | PVB 2 | PVB 3 | PVB 4 | PVB 5 |
D=10/秒 | 2420 | 391 | 315 | 198 | 618 | 496 |
D=100/秒 | 337 | 327 | 267 | 122 | 215 | 155 |
D=1000/秒 | 97 | 103 | 86 | 72 | 88 | 69 |
D<sub>A</sub>=10/秒 | 366 | 186 | 210 | 159 | 187 | 131 |
D<sub>下</sub>/D<sub>上</sub>10/秒 | 6.6 | 2.1 | 1.5 | 1.3 | 3.3 | 3.7 |
Claims (5)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102005022853A DE102005022853A1 (de) | 2005-05-18 | 2005-05-18 | Verfahren zur Herstellung von kationischen Polyvinylacetalen |
DE102005022853.4 | 2005-05-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1880351A CN1880351A (zh) | 2006-12-20 |
CN100567346C true CN100567346C (zh) | 2009-12-09 |
Family
ID=36371620
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2006100847545A Expired - Fee Related CN100567346C (zh) | 2005-05-18 | 2006-05-18 | 制造阳离子聚乙烯缩醛的方法 |
Country Status (6)
Country | Link |
---|---|
US (1) | US7498391B2 (zh) |
EP (1) | EP1724288A1 (zh) |
JP (1) | JP4404873B2 (zh) |
CN (1) | CN100567346C (zh) |
DE (1) | DE102005022853A1 (zh) |
TW (1) | TWI319409B (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI636086B (zh) * | 2013-07-11 | 2018-09-21 | 可樂麗股份有限公司 | Ethylene acetal polymer |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7569166B2 (en) * | 2003-06-26 | 2009-08-04 | Sekisui Chemical Co., Ltd. | Binder resin for coating paste |
WO2011087029A1 (ja) * | 2010-01-15 | 2011-07-21 | 株式会社クラレ | 高分子電解質ゲル組成物 |
CN102731708B (zh) * | 2012-06-13 | 2014-02-19 | 安徽皖维集团有限责任公司 | 一种高醇解度聚乙烯醇的制备方法 |
DE102012223620A1 (de) | 2012-12-18 | 2014-06-18 | Wacker Chemie Ag | Verwendung von Hybridcopolymeren als Schutzkolloide für Polymere |
DE102012223614A1 (de) * | 2012-12-18 | 2014-06-18 | Wacker Chemie Ag | Verwendung von Polyvinylalkohol stabilisierten Polymerisaten in mineralischen Baustoffmassen |
DE102013219325A1 (de) | 2013-09-25 | 2015-03-26 | Wacker Chemie Ag | Verwendung von modifizierten wasserlöslichen Polymeren als Vernetzungshilfsmittel |
JP6437270B2 (ja) * | 2014-10-21 | 2018-12-12 | 株式会社クラレ | ビニルアセタール系重合体樹脂組成物並びにそれを用いたフィルム、セラミックグリーンシート及び積層体 |
US10380395B2 (en) * | 2016-09-30 | 2019-08-13 | Synaptics Incorporated | Optical sensor with angled reflectors |
Family Cites Families (14)
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US2923701A (en) * | 1955-05-02 | 1960-02-02 | American Cyanamid Co | Composition comprising a linear copolymer of a quaternary ammonium compound and an ethylenically unsaturated copolymerizable compound |
US4248939A (en) * | 1979-10-12 | 1981-02-03 | Hercules Incorporated | Process for double coating paper and product thereof |
JPS5777051A (en) * | 1980-10-31 | 1982-05-14 | Kuraray Co Ltd | Resin for interlayer of safety laminated glass |
DD296307A5 (de) * | 1990-06-29 | 1991-11-28 | Adw,Institut Fuer Polymerenchemie "Erich Correns",De | Vergrauungsinhibitor und verfahren zu seiner herstellung |
JP2635280B2 (ja) | 1993-03-26 | 1997-07-30 | アイセロ化学株式会社 | カチオン性重合体エマルジョン、およびその製造方法 |
JPH09323477A (ja) * | 1996-04-04 | 1997-12-16 | Canon Inc | 記録媒体、インクジェット記録方法、印字物及び画像形成方法 |
US6391992B1 (en) * | 1998-09-18 | 2002-05-21 | Celanese International Corporation | Sulfonate-terminated oligomers of vinyl esters and their vinyl alcohol oligomer derivatives |
JP2000225768A (ja) * | 1999-02-09 | 2000-08-15 | Oji Paper Co Ltd | インクジェット記録シート用樹脂及びその製造方法 |
DE10140130A1 (de) * | 2001-08-16 | 2003-03-06 | Wacker Polymer Systems Gmbh | Polyvinylacetale mit verbesserter Haftung |
EP1437230A1 (en) * | 2003-01-10 | 2004-07-14 | Agfa-Gevaert | Ink-jet recording material |
US6818709B1 (en) * | 2003-07-11 | 2004-11-16 | Celanese International Corporation | Production of vinyl alcohol copolymers |
DE10332527A1 (de) * | 2003-07-17 | 2005-02-10 | Wacker Polymer Systems Gmbh & Co. Kg | Verwendung von Polyalkylenoxiden zur Vermeidung der Eindickung von mit Schutzkolloiden stabilisierten Polymerdispersionen |
DE102004026609A1 (de) * | 2004-06-01 | 2006-01-12 | Wacker Polymer Systems Gmbh & Co. Kg | Aminofunktionelle Polyvinylacetale |
DE102004031971A1 (de) * | 2004-07-01 | 2006-01-19 | Wacker Polymer Systems Gmbh & Co. Kg | Verfahren zur Herstellung von Polyvinylacetalen |
-
2005
- 2005-05-18 DE DE102005022853A patent/DE102005022853A1/de not_active Withdrawn
-
2006
- 2006-04-27 EP EP06008781A patent/EP1724288A1/de not_active Withdrawn
- 2006-05-09 US US11/430,397 patent/US7498391B2/en not_active Expired - Fee Related
- 2006-05-16 TW TW095117356A patent/TWI319409B/zh not_active IP Right Cessation
- 2006-05-18 CN CNB2006100847545A patent/CN100567346C/zh not_active Expired - Fee Related
- 2006-05-18 JP JP2006139110A patent/JP4404873B2/ja not_active Expired - Fee Related
Non-Patent Citations (2)
Title |
---|
Untersuchungen zurradikalischenCopolymerisationvonDimethyldiallylammoniumchlorid mitVinylacetatundFunktionalisierungsreaktionen derCopolymere. S.Janietz et al.Acta Polymerica,Vol.43 . 1992 |
Untersuchungen zurradikalischenCopolymerisationvonDimethyldiallylammoniumchlorid mitVinylacetatundFunktionalisierungsreaktionen derCopolymere. S.Janietz et al.Acta Polymerica,Vol.43 . 1992 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TWI636086B (zh) * | 2013-07-11 | 2018-09-21 | 可樂麗股份有限公司 | Ethylene acetal polymer |
Also Published As
Publication number | Publication date |
---|---|
DE102005022853A1 (de) | 2006-11-23 |
CN1880351A (zh) | 2006-12-20 |
US20060264572A1 (en) | 2006-11-23 |
TWI319409B (en) | 2010-01-11 |
US7498391B2 (en) | 2009-03-03 |
TW200640968A (en) | 2006-12-01 |
EP1724288A1 (de) | 2006-11-22 |
JP4404873B2 (ja) | 2010-01-27 |
JP2006322002A (ja) | 2006-11-30 |
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