CA1055633A - Polymer mixture for making intermediate sheeting for laminated glass - Google Patents
Polymer mixture for making intermediate sheeting for laminated glassInfo
- Publication number
- CA1055633A CA1055633A CA239,410A CA239410A CA1055633A CA 1055633 A CA1055633 A CA 1055633A CA 239410 A CA239410 A CA 239410A CA 1055633 A CA1055633 A CA 1055633A
- Authority
- CA
- Canada
- Prior art keywords
- weight
- mixture
- polyvinyl
- polyvinyl butyral
- viscosity
- 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
- 239000005340 laminated glass Substances 0.000 title claims abstract description 8
- 229920002959 polymer blend Polymers 0.000 title claims description 10
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 claims abstract description 41
- 239000000203 mixture Substances 0.000 claims abstract description 38
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 26
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims description 26
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 20
- 239000004014 plasticizer Substances 0.000 claims description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- CBECDWUDYQOTSW-UHFFFAOYSA-N 2-ethylbut-3-enal Chemical compound CCC(C=C)C=O CBECDWUDYQOTSW-UHFFFAOYSA-N 0.000 claims description 5
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000654 additive Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 238000005227 gel permeation chromatography Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 229940068984 polyvinyl alcohol Drugs 0.000 claims 3
- 239000007864 aqueous solution Substances 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- 239000003377 acid catalyst Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 238000009826 distribution Methods 0.000 abstract description 20
- 238000012545 processing Methods 0.000 abstract description 12
- 239000005336 safety glass Substances 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 description 27
- 238000001125 extrusion Methods 0.000 description 7
- 238000000354 decomposition reaction Methods 0.000 description 6
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical group OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 5
- 238000006359 acetalization reaction Methods 0.000 description 5
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 4
- 238000004898 kneading Methods 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- -1 alkylene ureas Chemical class 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920002689 polyvinyl acetate Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical group CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 235000013877 carbamide Nutrition 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000004673 fluoride salts Chemical class 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- RZRNAYUHWVFMIP-HXUWFJFHSA-N glycerol monolinoleate Natural products CCCCCCCCC=CCCCCCCCC(=O)OC[C@H](O)CO RZRNAYUHWVFMIP-HXUWFJFHSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000011872 intimate mixture Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000000787 lecithin Chemical class 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
- C08L29/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
-
- 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
- B32B17/10559—Shape of the cross-section
- B32B17/10577—Surface roughness
-
- 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
-
- 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
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Joining Of Glass To Other Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Laminated Bodies (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2453780A DE2453780C3 (de) | 1974-11-13 | 1974-11-13 | Polyvinylbutyralgemisch zum Herstellen von Zwischenfolien für Verbundgläser |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1055633A true CA1055633A (en) | 1979-05-29 |
Family
ID=5930707
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA239,410A Expired CA1055633A (en) | 1974-11-13 | 1975-11-12 | Polymer mixture for making intermediate sheeting for laminated glass |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US3998792A (show.php) |
| JP (1) | JPS5913542B2 (show.php) |
| AR (1) | AR207168A1 (show.php) |
| AT (1) | AT358758B (show.php) |
| BE (1) | BE835565A (show.php) |
| BR (1) | BR7507473A (show.php) |
| CA (1) | CA1055633A (show.php) |
| CH (1) | CH618205A5 (show.php) |
| DE (1) | DE2453780C3 (show.php) |
| DK (1) | DK143033C (show.php) |
| ES (1) | ES442450A1 (show.php) |
| FI (1) | FI62122C (show.php) |
| FR (1) | FR2291247A1 (show.php) |
| GB (1) | GB1499557A (show.php) |
| IE (1) | IE41931B1 (show.php) |
| IN (1) | IN143889B (show.php) |
| IT (1) | IT1049059B (show.php) |
| LU (1) | LU73782A1 (show.php) |
| NL (1) | NL7513077A (show.php) |
| NO (1) | NO145309C (show.php) |
| SE (1) | SE399072B (show.php) |
| ZA (1) | ZA757076B (show.php) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4126597A (en) * | 1977-03-21 | 1978-11-21 | Schenectady Chemicals, Inc. | Solutions of polyvinyl acetals |
| DE2846837A1 (de) * | 1978-10-27 | 1980-05-08 | Hoechst Ag | Polyvinylbutyral-folie |
| FR2501580A1 (en) * | 1981-03-16 | 1982-09-17 | Macocco Sa | Laminate screens of glass and polycarbonate sheets - involving polyvinyl butyral film and chemical surface treatment to enhance compatibility |
| US4452935A (en) * | 1981-06-01 | 1984-06-05 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Interlayer film for laminated glass |
| DE3128530A1 (de) * | 1981-07-18 | 1983-02-03 | Dynamit Nobel Ag, 5210 Troisdorf | Weichmacherhaltige folien aus teilacetalisierten polyvinylalkoholen |
| DE3303111A1 (de) * | 1983-01-31 | 1984-08-02 | Hoechst Ag, 6230 Frankfurt | Thermoplastische formmassen aus weichmacherhaltigem polyvinylbutyral |
| US4968744A (en) * | 1988-11-07 | 1990-11-06 | Monsanto Company | Polyvinyl butyral polyblend |
| EP0457190B1 (en) * | 1990-05-14 | 1995-02-01 | Sekisui Chemical Co., Ltd. | Interlayers for use in sound-insulating laminated glasses |
| GB9017703D0 (en) * | 1990-08-13 | 1990-09-26 | Monsanto Co | Use of recovered pvb in the manufacture of flooring |
| JP2695063B2 (ja) * | 1991-04-12 | 1997-12-24 | 積水化学工業株式会社 | 合わせガラス |
| US5340654A (en) * | 1992-04-23 | 1994-08-23 | Sekisui Kagaku Kogyo Kabushiki Kaisha | Interlayer film for laminated glass |
| US5332774A (en) * | 1992-10-16 | 1994-07-26 | Arco Chemical Technology, L.P. | Polyvinyl acetal resins based on hydroxyaldehydes and use of the resins in laminar structures |
| DE10100681B4 (de) | 2001-01-09 | 2005-11-24 | Kuraray Specialities Europe Gmbh | Weichmacherhaltige Polyvinylbutyrale, Verfahren zu deren Herstellung sowie deren Verwendung, insbesondere zur Herstellung von Folien zum Einsatz in Verbundsicherheitsgläsern |
| US20050249912A1 (en) * | 2004-05-06 | 2005-11-10 | C&A Floorcoverings, Inc. | Floor covering containing polyvinyl butyral and method of making same |
| US20050249911A1 (en) * | 2004-05-06 | 2005-11-10 | C&A Floorcoverings, Inc. | Polyvinyl butyral backed floor covering |
| DE102005012924B9 (de) * | 2005-03-21 | 2014-08-14 | Bernd Papenfuhs | Verfahren zur Herstellung von Polyvinylacetalen |
| US20080254302A1 (en) | 2007-04-13 | 2008-10-16 | David Paul Bourcier | Multiple layer polymer interlayers having a melt fractured surface |
| DE102007000817A1 (de) * | 2007-10-05 | 2009-04-09 | Kuraray Europe Gmbh | Weichmacherhaltige Folien auf Basis von Polyvinylacetal mit erhöhter Glasübergangstemperatur und verbessertem Fließverhalten |
| US8349458B2 (en) * | 2007-11-06 | 2013-01-08 | Solutia Inc. | Interlayers comprising glycerol based plasticizer |
| EP2259334A1 (de) * | 2009-06-05 | 2010-12-08 | Kuraray Europe GmbH | Photovoltaikmodule mit weichmacherhaltigen Folien geringer Kriechneigung |
| CN102686530B (zh) * | 2009-12-28 | 2015-07-22 | 积水化学工业株式会社 | 夹层玻璃用中间膜及夹层玻璃 |
| CN103282324B (zh) * | 2010-12-28 | 2019-09-27 | 积水化学工业株式会社 | 夹层玻璃用中间膜及夹层玻璃 |
| US20130225746A1 (en) * | 2012-02-24 | 2013-08-29 | E I Du Pont De Nemours And Company | Translucent white polymer composition and its use in glass laminates and other articles |
| US10392495B2 (en) | 2013-03-22 | 2019-08-27 | Kuraray Co., Ltd. | Polyvinyl acetal composition |
| JPWO2016159209A1 (ja) * | 2015-03-31 | 2018-01-25 | 積水化学工業株式会社 | 合わせガラス用中間膜及び合わせガラス |
| CN106220759B (zh) * | 2016-08-26 | 2019-03-15 | 四川东材科技集团股份有限公司 | 一种胶片用聚乙烯醇缩丁醛树脂及其合成方法 |
| CN110494283B (zh) * | 2017-03-27 | 2022-04-05 | 株式会社可乐丽 | 夹层玻璃用的聚乙烯醇缩醛树脂薄膜 |
| CN115521154A (zh) * | 2022-09-16 | 2022-12-27 | 信维电子科技(益阳)有限公司 | 一种mlcc用陶瓷浆料的制备工艺 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2135075A (en) * | 1934-11-22 | 1938-11-01 | Chemische Forschungs Gmbh | Laminated glass |
| US2410414A (en) * | 1943-08-17 | 1946-11-05 | Du Pont | Adhesive composition |
| US2690410A (en) * | 1953-05-07 | 1954-09-28 | Monsanto Chemicals | Laminating adhesive for safety glass |
| US2909507A (en) * | 1955-08-31 | 1959-10-20 | Celanese Corp | Polyvinyl acetals |
| US3950305A (en) * | 1972-02-22 | 1976-04-13 | Hoechst Aktiengesellschaft | Stabilized polyvinyl butyral and stabilizer for polyvinyl butyral |
| US3823113A (en) * | 1972-10-27 | 1974-07-09 | Monsanto Co | Stabilized polyvinyl acetal interlayers |
| JPS4990792A (show.php) * | 1972-12-30 | 1974-08-29 |
-
1974
- 1974-11-13 DE DE2453780A patent/DE2453780C3/de not_active Expired
-
1975
- 1975-01-01 AR AR261147A patent/AR207168A1/es active
- 1975-11-07 NL NL7513077A patent/NL7513077A/xx not_active Application Discontinuation
- 1975-11-07 ES ES442450A patent/ES442450A1/es not_active Expired
- 1975-11-10 CH CH1451375A patent/CH618205A5/de not_active IP Right Cessation
- 1975-11-11 AT AT855975A patent/AT358758B/de not_active IP Right Cessation
- 1975-11-11 LU LU73782A patent/LU73782A1/xx unknown
- 1975-11-11 US US05/631,190 patent/US3998792A/en not_active Expired - Lifetime
- 1975-11-11 IN IN2147/CAL/75A patent/IN143889B/en unknown
- 1975-11-11 IT IT29176/75A patent/IT1049059B/it active
- 1975-11-11 FI FI753160A patent/FI62122C/fi not_active IP Right Cessation
- 1975-11-11 ZA ZA00757076A patent/ZA757076B/xx unknown
- 1975-11-12 BR BR7507473*A patent/BR7507473A/pt unknown
- 1975-11-12 IE IE2467/75A patent/IE41931B1/en unknown
- 1975-11-12 JP JP50135252A patent/JPS5913542B2/ja not_active Expired
- 1975-11-12 CA CA239,410A patent/CA1055633A/en not_active Expired
- 1975-11-12 NO NO753790A patent/NO145309C/no unknown
- 1975-11-12 DK DK508775A patent/DK143033C/da not_active IP Right Cessation
- 1975-11-12 GB GB46689/75A patent/GB1499557A/en not_active Expired
- 1975-11-13 FR FR7534602A patent/FR2291247A1/fr active Granted
- 1975-11-13 SE SE7512780A patent/SE399072B/xx not_active IP Right Cessation
- 1975-11-13 BE BE161866A patent/BE835565A/xx not_active IP Right Cessation
Also Published As
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