JPS6337122B2 - - Google Patents
Info
- Publication number
- JPS6337122B2 JPS6337122B2 JP53105723A JP10572378A JPS6337122B2 JP S6337122 B2 JPS6337122 B2 JP S6337122B2 JP 53105723 A JP53105723 A JP 53105723A JP 10572378 A JP10572378 A JP 10572378A JP S6337122 B2 JPS6337122 B2 JP S6337122B2
- Authority
- JP
- Japan
- Prior art keywords
- temperature
- polyvinyl alcohol
- minutes
- weight
- polyvinyl butyral
- Prior art date
- 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
Links
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims description 57
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims description 48
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 39
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 39
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 35
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 21
- 238000001556 precipitation Methods 0.000 claims description 16
- 238000004519 manufacturing process Methods 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- 239000003377 acid catalyst Substances 0.000 claims description 9
- 239000003995 emulsifying agent Substances 0.000 claims description 8
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical group CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims description 6
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 239000002244 precipitate Substances 0.000 claims description 5
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 3
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- 230000008569 process Effects 0.000 claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- 230000001376 precipitating effect Effects 0.000 claims 1
- 239000005340 laminated glass Substances 0.000 description 39
- 229920000642 polymer Polymers 0.000 description 37
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 18
- 238000006386 neutralization reaction Methods 0.000 description 16
- 238000007792 addition Methods 0.000 description 12
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 10
- 239000011521 glass Substances 0.000 description 10
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 10
- 238000000710 polymer precipitation Methods 0.000 description 9
- 239000004014 plasticizer Substances 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000006835 compression Effects 0.000 description 5
- 238000007906 compression Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000012467 final product Substances 0.000 description 4
- 125000006850 spacer group Chemical group 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 230000002087 whitening effect Effects 0.000 description 3
- JAWZFTORYMQYDT-UHFFFAOYSA-N 6-hexoxy-6-oxohexanoic acid Chemical compound CCCCCCOC(=O)CCCCC(O)=O JAWZFTORYMQYDT-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- -1 ethylene glycol esters Chemical class 0.000 description 2
- 239000011229 interlayer Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 1
- JEYLQCXBYFQJRO-UHFFFAOYSA-N 2-[2-[2-(2-ethylbutanoyloxy)ethoxy]ethoxy]ethyl 2-ethylbutanoate Chemical compound CCC(CC)C(=O)OCCOCCOCCOC(=O)C(CC)CC JEYLQCXBYFQJRO-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000005336 safety glass Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10761—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing vinyl acetal
-
- 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
- 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
- C08F8/48—Isomerisation; Cyclisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
Landscapes
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Joining Of Glass To Other Materials (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7726495A FR2401941A1 (fr) | 1977-08-31 | 1977-08-31 | Procede de fabrication de polyvinyl butyral et polyvinyl butyral obtenu par ce procede |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5447795A JPS5447795A (en) | 1979-04-14 |
JPS6337122B2 true JPS6337122B2 (xx) | 1988-07-22 |
Family
ID=9194927
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10572378A Granted JPS5447795A (en) | 1977-08-31 | 1978-08-31 | Preparation of polyvivyl butyral |
Country Status (11)
Country | Link |
---|---|
JP (1) | JPS5447795A (xx) |
BE (1) | BE870091A (xx) |
DE (1) | DE2838025A1 (xx) |
DK (1) | DK151970C (xx) |
ES (1) | ES472978A1 (xx) |
FR (1) | FR2401941A1 (xx) |
GB (1) | GB2007677B (xx) |
IE (1) | IE47182B1 (xx) |
IT (1) | IT1109052B (xx) |
LU (1) | LU80177A1 (xx) |
NL (1) | NL7808904A (xx) |
Families Citing this family (31)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5692142A (en) * | 1979-12-24 | 1981-07-25 | Sekisui Chem Co Ltd | Interlayer for laminated glass |
FR2489346B1 (fr) | 1980-09-01 | 1985-06-21 | Saint Gobain Vitrage | Melange de plastifiants pour polyvinylbutyral, application a la realisation d'intercalaires pour vitrages feuilletes de securite et produits ainsi obtenus |
FR2522003A1 (fr) * | 1982-02-23 | 1983-08-26 | Saint Gobain Vitrage | Procede de preparation du polyvinylbutyral |
DE3246605A1 (de) * | 1982-12-16 | 1984-06-20 | Hoechst Ag, 6230 Frankfurt | Feinteilige polyvinylacetale, verfahren zu ihrer herstellung und ihre verwendung fuer einbrennbeschichtungen |
FR2547589B1 (fr) * | 1983-06-14 | 1986-03-21 | Saint Gobain Vitrage | Procede de fabrication de polyvinylbutyral et produits obtenus |
FR2568573B1 (fr) * | 1984-08-02 | 1986-12-12 | Saint Gobain Vitrage | Procede de fabrication de polyvinylbutyral et produits obtenus |
US5349014A (en) * | 1984-08-02 | 1994-09-20 | E. I. Du Pont De Nemours And Company | Process for the production of polyvinyl butyral having improved properties |
DE3429441A1 (de) * | 1984-08-10 | 1986-02-20 | Hoechst Ag, 6230 Frankfurt | Thermoplastische, weichmacherhaltige polyvinylbutyralformmassen |
DE3429440A1 (de) * | 1984-08-10 | 1986-02-20 | Hoechst Ag, 6230 Frankfurt | Polyvinylbutyral mit reduzierter klebrigkeit und verbesserter reissfestigkeit |
US4902670A (en) * | 1986-12-15 | 1990-02-20 | Dai Nippon Insatsu Kabushiki Kaisha | Heat transfer sheet |
US5187217A (en) * | 1987-04-02 | 1993-02-16 | Saint-Gobain Vitrage | Process for the production of a plasticized polyvinyl butyral for gluing a base onto a glazing |
FR2622143B1 (fr) * | 1987-10-26 | 1990-01-26 | Saint Gobain Vitrage | Procede et dispositif pour le traitement d'une feuille de polyvinylbutyral extrudee et feuille obtenue |
DE19524851C2 (de) * | 1995-07-07 | 1998-05-07 | Sun Chemical Corp | Acetalpolymere und Verwendung derselben in lichtempfindlichen Zusammensetzungen und für lithographische Druckplatten |
DE19525050C2 (de) * | 1995-07-10 | 1999-11-11 | Kodak Polychrome Graphics Llc | Sulfonamidsubstituierte Acetalpolymere und Verwendung derselben in lichtempfindlichen Zusammensetzungen und lithographischen Druckplatten |
DE19644515A1 (de) * | 1996-10-25 | 1998-06-25 | Sun Chemical Corp | Amidosubstituierte Acetalpolymere und Verwendung derselben in photoempfindlichen Zusammensetzungen und lithographischen Druckplatten |
DE69806620T2 (de) | 1997-07-17 | 2003-04-17 | Sekisui Chemical Co., Ltd. | Zwischenschicht für verbundglas und verbundglas |
DE19847616C2 (de) * | 1998-10-15 | 2001-05-10 | Kodak Polychrome Graphics Gmbh | Polyvinylacetale mit Imidogruppen sowie die Verwendung derselben in lichtempfindlichen Zusammensetzungen |
US7642307B2 (en) | 2002-03-12 | 2010-01-05 | E.I. Du Pont De Nemours And Company | Low-color stiff PVB laminates |
US7687560B2 (en) * | 2002-03-12 | 2010-03-30 | E.I. Du Pont De Nemours And Company | Low-color PVB sheet and a process for making same |
DE102006003437A1 (de) * | 2005-03-21 | 2007-07-26 | Papenfuhs, Bernd, Dr. | Verfahren zur Herstellung von Polyvinylacetalen |
DE102005012924B9 (de) * | 2005-03-21 | 2014-08-14 | Bernd Papenfuhs | Verfahren zur Herstellung von Polyvinylacetalen |
DE102006039834A1 (de) * | 2006-08-25 | 2008-02-28 | Kuraray Europe Gmbh | Verfahren zur Herstellung von Polyvinylacetalen mit verminderten Butyraldehydgehalt im Abwasser |
US20090293952A1 (en) * | 2008-05-27 | 2009-12-03 | Francois Andre Koran | Thin Film Photovoltaic Module |
EP2259334A1 (de) | 2009-06-05 | 2010-12-08 | Kuraray Europe GmbH | Photovoltaikmodule mit weichmacherhaltigen Folien geringer Kriechneigung |
EP2325001A1 (de) | 2009-11-11 | 2011-05-25 | Kuraray Europe GmbH | Verbundverglasungen mit weichmacherhaltigen Folien geringer Kriechneigung |
EP2336198A1 (de) | 2009-12-18 | 2011-06-22 | Kuraray Europe GmbH | Polyvinylacetal mit hoher Fließfähigkeit und hiermit hergestellte weichmacherhaltige Folie |
EP2354716A1 (de) | 2010-02-03 | 2011-08-10 | Kuraray Europe GmbH | Spiegel für solarthermische Kraftwerke enthaltend weichmacherhaltige Polyvinylacetalfolien |
EP2730591A1 (de) | 2012-11-07 | 2014-05-14 | Kuraray Europe GmbH | Verfahren zur Herstellung von Polyvinylacetalen mit ausgewählter Viskosität |
US10603882B2 (en) | 2016-04-08 | 2020-03-31 | Kuraray Europe Gmbh | Multilayer film comprising layer of plasticized polyvinyl acetal with reduced flowability |
WO2017174684A1 (en) * | 2016-04-08 | 2017-10-12 | Kuraray Europe Gmbh | Polyvinyl acetal with reduced flowability |
CN107936149B (zh) * | 2017-12-20 | 2020-10-23 | 长春工业大学 | 一种光伏级pvb树脂的制备方法 |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE690332C (de) * | 1931-05-24 | 1940-04-22 | Chemische Forschungs Gmbh | Verfahren zur Herstellung von Sicherheitsglas |
BE421358A (xx) * | 1934-08-29 | 1900-01-01 | ||
US2120934A (en) * | 1936-07-01 | 1938-06-14 | Carbide & Carbon Chem Corp | Process for making plastic compositions |
US2211323A (en) * | 1938-07-27 | 1940-08-13 | Eastman Kodak Co | Vinyl acetal resin photographic coating |
US2202160A (en) * | 1939-07-13 | 1940-05-28 | Du Pont | Plastic composition for use in interlayer sheets |
GB621784A (en) * | 1944-08-19 | 1949-04-20 | Shawinigan Chem Ltd | Manufacture of polyvinyl acetal resins |
JPS4990792A (xx) * | 1972-12-30 | 1974-08-29 | ||
DE2732717C3 (de) * | 1977-07-20 | 1980-06-04 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung von Polyvinylbutyral mit verbesserten Eigenschaften |
-
1977
- 1977-08-31 FR FR7726495A patent/FR2401941A1/fr active Granted
-
1978
- 1978-08-29 IE IE1747/78A patent/IE47182B1/en not_active IP Right Cessation
- 1978-08-30 NL NL7808904A patent/NL7808904A/xx not_active Application Discontinuation
- 1978-08-30 GB GB7835039A patent/GB2007677B/en not_active Expired
- 1978-08-30 DK DK383578A patent/DK151970C/da not_active IP Right Cessation
- 1978-08-30 IT IT69008/78A patent/IT1109052B/it active
- 1978-08-30 LU LU80177A patent/LU80177A1/xx unknown
- 1978-08-30 BE BE190170A patent/BE870091A/xx not_active IP Right Cessation
- 1978-08-31 JP JP10572378A patent/JPS5447795A/ja active Granted
- 1978-08-31 DE DE19782838025 patent/DE2838025A1/de active Granted
- 1978-08-31 ES ES472978A patent/ES472978A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR2401941A1 (fr) | 1979-03-30 |
NL7808904A (nl) | 1979-03-02 |
GB2007677B (en) | 1982-03-10 |
GB2007677A (en) | 1979-05-23 |
IE781747L (en) | 1979-02-28 |
LU80177A1 (fr) | 1979-05-15 |
JPS5447795A (en) | 1979-04-14 |
BE870091A (fr) | 1979-02-28 |
DK151970C (da) | 1988-07-11 |
DE2838025C2 (xx) | 1992-09-10 |
IT1109052B (it) | 1985-12-16 |
DK383578A (da) | 1979-03-01 |
FR2401941B1 (xx) | 1981-03-20 |
IE47182B1 (en) | 1984-01-11 |
ES472978A1 (es) | 1979-02-16 |
DK151970B (da) | 1988-01-18 |
DE2838025A1 (de) | 1979-03-15 |
IT7869008A0 (it) | 1978-08-30 |
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