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EP1355980A1 - Poly(butyrals de vinyle) renfermant un plastifiant, leur procede de production et leur utilisation, notamment dans la production de films utilises dans des verres de securite feuilletes - Google Patents

Poly(butyrals de vinyle) renfermant un plastifiant, leur procede de production et leur utilisation, notamment dans la production de films utilises dans des verres de securite feuilletes

Info

Publication number
EP1355980A1
EP1355980A1 EP01995713A EP01995713A EP1355980A1 EP 1355980 A1 EP1355980 A1 EP 1355980A1 EP 01995713 A EP01995713 A EP 01995713A EP 01995713 A EP01995713 A EP 01995713A EP 1355980 A1 EP1355980 A1 EP 1355980A1
Authority
EP
European Patent Office
Prior art keywords
plasticizer
polyvinyl
plasticizers
pvb
polyvinyl butyrals
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.)
Withdrawn
Application number
EP01995713A
Other languages
German (de)
English (en)
Inventor
Bernd Papenfuhs
Martin Steuer
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.)
Kuraray Europe GmbH
Original Assignee
Kuraray Specialities Europe GmbH
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.)
Filing date
Publication date
Application filed by Kuraray Specialities Europe GmbH filed Critical Kuraray Specialities Europe GmbH
Publication of EP1355980A1 publication Critical patent/EP1355980A1/fr
Withdrawn legal-status Critical Current

Links

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
    • 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
    • B32B17/10605—Type of plasticiser
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/252—Glass or ceramic [i.e., fired or glazed clay, cement, etc.] [porcelain, quartz, etc.]

Definitions

  • Plasticized polyvinyl butyrals processes for their production and their use, in particular for the production of films for use in laminated safety glasses
  • the present invention relates to plasticized polyvinyl butyrals, processes for their preparation and their use in any molding compositions, in particular for the production of foils, which can be used, for example, as an intermediate layer in laminated safety glasses.
  • PVB polyvinyl butyral
  • VSG laminated safety glass
  • Plasticizers suitable for the production of PVB films must meet certain requirements. Important properties include very good compatibility with PVB, high transparency (colorless, cloud-free), a high boiling point and a low moisture content as well as high hydrophobicity.
  • plasticizers for PVB are the esters of aliphatic mono- and dicarboxylic acids with mono- or polyhydric alcohols or oligoalkylene glycol ethers, and various phthalates, as are disclosed, for example, in US Pat. No. 5,137,954.
  • the diesters of di-, tri- and tetraethylene glycols with aliphatic monocarboxylic acids and dialkyl adipate are preferably used.
  • triethylene glycol di-2-ethylhexanoate is particularly preferably used as the plasticizer, the use of which is disclosed, for example, in DE-A-24 53 780 and WO 97/24230.
  • plasticizer triethylene glycol di-2-ethylhexanoate has the disadvantage that it is only well tolerated with polyvinyl butyral, which has polyvinyl alcohol contents (PVA contents) of less than 19.5% by weight.
  • Dibenzoates of di- and trialkylene glycols e.g. are known from US-A-2,956,978, are disclosed in DE-A-28 20 780 as a possible component of a special plasticizer mixture for PVB which contains phosphoric acid esters.
  • the object of the present invention was therefore to provide plasticizers for plasticizing PVB which have very good compatibility with PVB, in particular also with more hydrophilic polyvinyl butyrals with higher polyvinyl alcohol contents.
  • the plasticizers should be cheaper than the known plasticizers for PVB.
  • dibenzoates of alkylene and / or polyalkylene glycols in particular di-, tri- and / or tetraalkylene glycols, solve the above-mentioned task and fulfill the requirements placed on them as plasticizers for plasticizing PVB much better than those for the plasticization of PVB compounds normally used.
  • the present invention thus relates to plasticized polyvinyl butyrals which are characterized in that they contain at least one dibenzoate of alkylene and / or polyalkylene glycols as plasticizer.
  • Preferred plasticizers are dibenzoates of di-, tri- and tetraalkylene glycols, the dibenzoates of the dialkylene glycols being particularly preferred and here in particular the dipropylene glycol dibenzoate.
  • the dibenzoate plasticizers can also contain the corresponding monobenzoates. They can also contain the benzoic acid esters of the corresponding monoalkylene glycols.
  • plasticizers used according to the invention are distinguished by a considerably better compatibility with the polyvinyl butyral.
  • Compatibility manifests itself in comparison with the prior art in minimizing the undesirable exudation phenomena.
  • the ratio of hydrophilic and hydrophobic molecular components - the so-called HLB value (hydrophilic / lipophilic balance) - is comparable to the alkylene glycol diests known for PVB film production, which also include triethylene glycol di-2-ethylhexanoate.
  • the polyvinyl alcohol contents of the polyvinyl butyrals used as starting materials are preferably between 10 and 25% by weight, particularly preferably between 16 and 23% by weight.
  • the polyvinyl butyrals used are in no way restricted. However, polyvinyl butyrals with a molecular weight of at least 50,000 g / mol are preferably used.
  • the polyvinyl acetate contents of the polyvinyl butyrals used as starting materials are preferably between 0 and 20% by weight.
  • 100 g DHA and 50 g DPGDB are used.
  • Examples 6 and 7 show that mixtures of DPGDB with other plasticizers are also suitable for the production of PVB films for laminated safety glass (see Table 5).

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)
  • Laminated Bodies (AREA)

Abstract

La présente invention concerne des poly(butyrals de vinyle) renfermant un plastifiant, caractérisés en ce qu'ils renferment, en tant que plastifiant, au moins un dibenzoate de glycol d'alkylène ou de glycol de polyalkylène. La présente invention concerne également leur procédé de production, ainsi que leur utilisation dans des matières à mouler quelconques, notamment dans la production de films qui peuvent, par exemple, être utilisés en tant que couche intermédiaire dans des verres de sécurité feuilletés.
EP01995713A 2001-01-09 2001-12-22 Poly(butyrals de vinyle) renfermant un plastifiant, leur procede de production et leur utilisation, notamment dans la production de films utilises dans des verres de securite feuilletes Withdrawn EP1355980A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10100681A DE10100681B4 (de) 2001-01-09 2001-01-09 Weichmacherhaltige Polyvinylbutyrale, Verfahren zu deren Herstellung sowie deren Verwendung, insbesondere zur Herstellung von Folien zum Einsatz in Verbundsicherheitsgläsern
DE10100681 2001-01-09
PCT/EP2001/015302 WO2002055595A1 (fr) 2001-01-09 2001-12-22 Poly(butyrals de vinyle) renfermant un plastifiant, leur procede de production et leur utilisation, notamment dans la production de films utilises dans des verres de securite feuilletes

Publications (1)

Publication Number Publication Date
EP1355980A1 true EP1355980A1 (fr) 2003-10-29

Family

ID=7670047

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01995713A Withdrawn EP1355980A1 (fr) 2001-01-09 2001-12-22 Poly(butyrals de vinyle) renfermant un plastifiant, leur procede de production et leur utilisation, notamment dans la production de films utilises dans des verres de securite feuilletes

Country Status (13)

Country Link
US (1) US6984679B2 (fr)
EP (1) EP1355980A1 (fr)
JP (1) JP4658449B2 (fr)
KR (1) KR100809198B1 (fr)
CN (1) CN1206269C (fr)
BR (1) BR0116730A (fr)
CZ (1) CZ20031854A3 (fr)
DE (1) DE10100681B4 (fr)
HU (1) HUP0401037A3 (fr)
MX (1) MXPA03006124A (fr)
RU (1) RU2277107C9 (fr)
TW (1) TWI264450B (fr)
WO (1) WO2002055595A1 (fr)

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DE10343385A1 (de) * 2003-09-19 2005-04-14 Kuraray Specialities Europe Gmbh Polyvinylacetal-haltige Zusammensetzungen, Folien und Verbundgläser sowie Verfahren zu deren Herstellung
DE102004043907A1 (de) * 2004-09-10 2006-03-16 Kuraray Specialities Europe Gmbh Weichmacherhaltige PVB-Folien mit Etherbindungen enthaltenden Carbonsäureestern als Co-Weichmacher
US7238427B2 (en) * 2004-11-02 2007-07-03 Solutia Incorporated Fire resistant polymer sheets
DE102004000053A1 (de) * 2004-11-23 2006-05-24 Kuraray Specialities Europe Gmbh Verbundverglasungen mit hoher Energieaufnahme und hierfür geeignete Zwischenschichtfolien
ATE384759T1 (de) * 2005-09-13 2008-02-15 Kuraray Europe Gmbh Weichmacherhaltige pvb-folien mit etherbindungen enthaltenden carbonsäureestern als co-weichmacher
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Also Published As

Publication number Publication date
JP4658449B2 (ja) 2011-03-23
DE10100681B4 (de) 2005-11-24
CZ20031854A3 (cs) 2004-05-12
WO2002055595A1 (fr) 2002-07-18
KR20030072589A (ko) 2003-09-15
BR0116730A (pt) 2003-12-23
JP2004522830A (ja) 2004-07-29
KR100809198B1 (ko) 2008-02-29
CN1484671A (zh) 2004-03-24
US20040065229A1 (en) 2004-04-08
MXPA03006124A (es) 2005-02-14
CN1206269C (zh) 2005-06-15
TWI264450B (en) 2006-10-21
WO2002055595B1 (fr) 2003-06-26
US6984679B2 (en) 2006-01-10
HUP0401037A3 (en) 2005-03-29
DE10100681A1 (de) 2002-07-11
HUP0401037A2 (hu) 2004-08-30
RU2003124654A (ru) 2005-01-10
RU2277107C2 (ru) 2006-05-27
RU2277107C9 (ru) 2006-11-20

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