EP1610947A1 - Verre feuillete comprenant un copolymere d'uree et de polysiloxane - Google Patents

Verre feuillete comprenant un copolymere d'uree et de polysiloxane

Info

Publication number
EP1610947A1
EP1610947A1 EP04725012A EP04725012A EP1610947A1 EP 1610947 A1 EP1610947 A1 EP 1610947A1 EP 04725012 A EP04725012 A EP 04725012A EP 04725012 A EP04725012 A EP 04725012A EP 1610947 A1 EP1610947 A1 EP 1610947A1
Authority
EP
European Patent Office
Prior art keywords
polysiloxane
urea copolymer
glass
carbon atoms
urea
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Withdrawn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
EP04725012A
Other languages
German (de)
English (en)
Inventor
Uwe Scheim
Oliver SCHÄFER
Ernst Selbertinger
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie 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.)
Filing date
Publication date
Application filed by Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of EP1610947A1 publication Critical patent/EP1610947A1/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Withdrawn legal-status Critical Current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
    • B32B17/10009—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 number, the constitution or treatment of glass sheets
    • B32B17/10036—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 number, the constitution or treatment of glass sheets comprising two outer glass sheets
    • 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
    • B32B17/1077—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 polyurethane
    • 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
    • B32B17/10807—Making laminated safety glass or glazing; Apparatus therefor
    • B32B17/10816—Making laminated safety glass or glazing; Apparatus therefor by pressing
    • 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
    • B32B17/10807—Making laminated safety glass or glazing; Apparatus therefor
    • B32B17/10899—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin
    • B32B17/10908—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin in liquid form
    • 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
    • B32B17/10807—Making laminated safety glass or glazing; Apparatus therefor
    • B32B17/10899—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin
    • B32B17/10908—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin in liquid form
    • B32B17/10917—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin in liquid form between two pre-positioned glass layers
    • 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
    • B32B17/10807—Making laminated safety glass or glazing; Apparatus therefor
    • B32B17/10899—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin
    • B32B17/10935—Making laminated safety glass or glazing; Apparatus therefor by introducing interlayers of synthetic resin as a preformed layer, e.g. formed by extrusion
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/61—Polysiloxanes
    • 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
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/10—Block or graft copolymers containing polysiloxane sequences
    • 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
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31609—Particulate metal or metal compound-containing
    • Y10T428/31612—As silicone, silane or siloxane

Definitions

  • the invention relates to laminate glass with at least one layer of inorganic or organic glass and at least one layer of polysiloxane-urea copolymer and its production.
  • Laminate glass also called laminated glass, has been in use for a long time. It is constructed like a sandwich and consists of at least one glass sheet and a polymer layer on it. Laminate glass has several advantages over normal glass. In the event of breakage due to the action of force, the polymeric layer binds the splinters, so that the risk of injury is significantly lower than with normal glass. The advantage over single-pane safety glass is that the laminate glass pane remains transparent after a break. Laminate glass also makes it difficult to penetrate the pane structure due to the effects of force, such as break-in with tools, projectiles, or objects flying around in cyclones, e.g. larger pieces of wood.
  • the area of application of the laminated glass covers automotive and vehicle construction, aircraft construction and the construction industry.
  • the polymeric intermediate layers must have a combination of properties such as little or no haze, high strength, very good UV stability, very good adhesion to glass and low moisture absorption with very good moisture resistance.
  • Plasticized polyvinyl butyral (PVB) in film form is most often used as the polymer interlayer. This technology has been used successfully for over 70 years and has been continuously developed and refined, both in terms of polymer films and processing technologies.
  • the polyvinyl butyral consisting of the actual PVB resin itself with a relatively high content of free OH groups and a plasticizer, is usually used as a 0.76 mm thick film, which is connected to the glass panes by heating and pressing in a vacuum brought.
  • the PVB reacts very sensitively to changes in temperature and humidity. To prevent the PVB films from sticking together, the film rolls, for example, must be stored at low temperatures before use.
  • Interlayer has been identified and attempts have been made to remedy the problem through improved construction. Often, the problem is at least optically eliminated only by applying coatings to the edge zones. This avoids an aesthetic impairment, but does not eliminate the actual problem of delamination.
  • Another disadvantage of PVB films is their plasticizer content. This plasticizer can migrate out over time, which can lead to changes in the mechanical properties of the PVB film, ie the film becomes brittle and brittle. The laminate glass loses its safety effect at these points. In addition, the migration of plasticizers can also lead to delamination, starting at the edges of the laminate glasses. The edges of the laminate glasses made with PVB films are also sensitive to chemicals that can migrate from sealing compounds, for example. However, sealants are common needed to permanently connect the laminate glass to a frame construction. Delamination can again occur.
  • PVB which is around 16 ° C in the case of plasticized types. At temperatures well below or well above the glass transition temperature, the laminate glass can lose its good safety properties.
  • polyurethanes namely polyurethanes, polyureas, epoxies, polyesters, (meth) acrylates, silicones, silicone resin polymers, MS polymers (modified silicone polymers, hot melt adhesives, coatings and sealants, plastisols, polyethylene, and polyvinyl acetate) are examples described in WO 99/62707.
  • DE 1596960 describes safety laminated glass objects in which the intermediate layer consists of a silicon-containing polyurethane.
  • These silicon-containing polyurethanes contain reaction products of polyols with silicone compounds that contain silanol or alkoxysilane groups. In the process, compounds are formed which contain Si-OC linkages which, as is known, are not stable to hydrolysis. In the course of use, laminate glasses with such polymers would therefore lose their properties from the edges, since the polymers are gradually destroyed. The function of the laminate glass is therefore no longer available in these zones.
  • the polyurethanes of DE 1596960 can also contain silicon-containing compounds with Si-CH2-OH groups. However, such connections are very difficult to access and are therefore expensive to manufacture.
  • amino groups can be introduced via amino alcohols, which, however, leads to products which are likewise not stable to hydrolysis and which also tend to discolour.
  • US 6156417 describes polyurethanes which can also be modified by siloxanes. In addition to a mere admixture of siloxanes, it is described that the products can be obtained by reacting siloxanols with isocyanates, which results in silyl urethanes which are likewise not stable to hydrolysis.
  • the invention relates to a laminate glass which comprises
  • T is a divalent hydrocarbon residue with 1 to 20
  • R 1 is hydrogen or a monovalent hydrocarbon radical with 1 to .20 carbon atoms which is optionally substituted by fluorine, chlorine or -CN,
  • R ⁇ is a hydrogen atom or a monovalent, optionally substituted by fluorine or chlorine or -CN hydrocarbon radical having 1 to 6 carbon atoms
  • n is 0 or integer values from 1 to 1000 and a, b, c, d, e, f and g den Value 0 or integer values, with the proviso that the sum of b + c + f + g is at least 1, that the sum of a + b + c is at least 2 and for Q the ratio of the meanings NH-R ⁇ - : OH is chosen so that the ratio of the urea groups and urethane groups in the polysiloxane-urea copolymer (B) is at least 4: 1, with b) polyfunctional isocyanates.
  • polysiloxane-urea copolymers (B) which are obtainable by reacting mixtures of linear amino-functional polysiloxanes (a1) and branched amino-functional polysiloxanes (a2) with polyfunctional isocyanates (b) with at least two NCO groups, then achieve corresponding
  • T is preferably a divalent straight-chain or branched alkyl, aryl or aralkyl radical, which is preferably straight-chain. T preferably has a hydrocarbon residue
  • T means methylene or propylene.
  • the hydrocarbon radicals R, R 1 can be linear, branched or cyclic aliphatic, aromatic or mixed aliphatic-aromatic.
  • R and R ⁇ are preferably a monovalent alkyl radical having 1 to 6 carbon atoms and the phenyl radical, in particular they are not substituted.
  • Particularly preferred radicals R and R ⁇ are methyl, ethyl, vinyl and phenyl, especially methyl.
  • R ⁇ preferably denotes a hydrogen atom or a methyl
  • n means values from 10 to 200, values from 10 to 50 are particularly preferred.
  • the linear polysiloxane (al) of the general formula (1) is essentially linear. This means that T-units (RSi ⁇ 3 / 2 ) are not completely excluded, but should only be present in the context of the impurities caused by the technology. For every 1000 D units (SiR 0) there are preferably at most 5 T units, in particular at most 1 T unit.
  • the sum of a + b + c is preferably 3 to 40 in particular
  • the sum of a + b + c + d + e + f + g is preferably from 3 to 200, particularly preferably from 3 to 50.
  • the weight ratio of linear amino-functional polysiloxanes (a1) to branched amino-functional polysiloxanes (a2) is preferably 50:50 to 95: 5, in particular 65:35 to 90:10.
  • the ratio of the urea groups is preferably and
  • Urethane groups in the polysiloxane-urea copolymer (B) at least 10: 1, particularly preferably 50: 1, in particular only urea groups are present.
  • the polyfunctional isocyanates (b) have at least 2 and preferably at most 4 isocyanate groups.
  • A a divalent one, optionally by fluorine, chlorine or
  • X NR 1 or 0 and m represent the value 0 or 1 to 10, with the proviso that if m> 0, for X the ratio of
  • NR 1 : 0 is chosen so that the ratio of the urea groups and urethane groups in the polysiloxane-urea copolymer (B) is at least 4: 1.
  • M 0 is particularly preferred.
  • Preferred polyfunctional isocyanates are diisocyanates such as, for example, 4,4 "methylene bis (phenyl isocyanate) MDI, 2,4- and 2,6-toluenediisocyanate TDI, hexamethylene diisocyanate HMDI and
  • IPDI Isophorone diisocyanate IPDI.
  • Aliphatic isocyanates are particularly preferred.
  • the prepolymers are produced by reacting the above-mentioned isocyanates with a deficit of polyols.
  • Preferred polyether components for the prepolymers are polyethylene glycols, polypropylene glycols, polyethylene propylene glycols and polyester polyols.
  • adhesion-promoting silanes can be added to the polysiloxane-urea copolymer (B).
  • adhesion promoters are silanes with hydrolyzable groups and SiC-bonded vinyl, acryloxy, methacryloxy, isocyanato, epoxy, acid anhydride, acid, ester or ether groups and their partial and mixed hydrolyzates.
  • adhesion promoters are 3-
  • Silanes with vinyl groups and silanes with epoxy groups which contain ethoxy or acetoxy groups as hydrolyzable radicals are preferred.
  • Glycidoxypropyltriethoxysilane, vinyltriethoxysilane and vinyltriacetoxysilane, or their partial and mixed hydrolyzates are particularly preferred.
  • the adhesion promoters are added in amounts of 0.01% to 5%, preferably 0.1% to 2%, particularly preferably between 0.4% and 0.7%, in each case based on the total mass of copolymer (B).
  • adhesion-promoting silanes or their solutions and hydrolysis-condensation products, can also be applied to the surface of the films produced from the polysiloxane-urea copolymers (B).
  • the polysiloxane-urea copolymer (B) is prepared in a first step by reacting a mixture of linear polysiloxanes (a1) and branched polysiloxanes (a2) and polyisocyanates (b) and the polysiloxane-urea
  • copolymer (B) is applied to at least one layer of inorganic or organic glass (A).
  • the polysiloxane-urea copolymer (B) can be prepared either in a suitable solvent or without
  • Solvents are made. Adhesion-promoting silanes can be added in the first step before or during the reaction.
  • the polysiloxane copolymers (B) have thermoplastic and elastic properties, ie they are rubber-elastic below the melting or softening temperature and viscous liquids above this temperature.
  • the various components can be reacted either in a suitable solvent or in an extruder without solvent.
  • the reaction in an extruder is preferred, the individual components being added in succession in a suitable sequence, if appropriate after a residence time to be determined by the person skilled in the art.
  • the finished product can be removed, for example, as granules or as a film with the desired thickness. The latter is particularly preferred.
  • the laminated glass is constructed in a sandwich-like manner and consists of at least one glass layer (A) and a layer of polysiloxane copolymer (B) thereon, but as a rule from at least two glass layers (A) and an intermediate layer (B), which cover the glass layers (A ) connects with each other.
  • the laminated glass is constructed in a sandwich-like manner and consists of at least one glass layer (A) and a layer of polysiloxane copolymer (B) thereon, but as a rule from at least two glass layers (A) and an intermediate layer (B), which cover the glass layers (A ) connects with each other.
  • Glass layers (A) can either consist of inorganic glasses, such as float glass and / or organic glasses, such as polycarbonate (PC) or polymethyl methacrylate (PMMA) glass.
  • a layer of polysiloxane copolymer (B) always follows a layer of glass (A).
  • the layer made of polysiloxane copolymer (B) can consist of a uniform material, or can itself be constructed in several layers from different layers made of polysiloxane copolymer (B).
  • the bond between glass (A) and polysiloxane copolymer (B) can be obtained in various ways.
  • a simple type is, for example, the layer of polysiloxane copolymer (B) as a film.
  • This film is placed between the two glass plates (A) and the composite is produced by heating to at least a temperature at which this film begins to soften and pressing at the same time.
  • Another possibility for the production of the laminate glass is that liquefied on one of the glass panes (A) Polysiloxane copolymer (B) is applied by, for example, doctor blades, rollers or screen printing.
  • the laminate glass is then finally obtained by placing the second glass plate (A) on the layer of polysiloxane copolymer (B) and in turn obtaining the composite by increasing the temperature and pressing.
  • the glass panes (A) can be pretreated, as already described.
  • a third possibility is that the two glass sheets (A), which may in turn have been treated with adhesion promoter, are put together by suitable spacers in such a way that a gap of a defined width is obtained.
  • Liquefied polysiloxane copolymer (B) from a suitable heated storage vessel is then introduced into this gap by means of a metering device, the edges of the glass sheets being closed in such a way that the polymer melt does not escape at undesired points and only the air located between the glass sheets can escape.
  • the polysiloxane-urea copolymer (B) is preferably used as a film to produce the laminated glass.
  • adhesion promoting silanes of the first ⁇ step on the polysiloxane-urea copolymer (B) or the inorganic or organic glass (A) or on both the polysiloxane-urea copolymer (B) and the inorganic or organic glass (A) can be applied ,
  • adhesion-promoting silanes can be applied to the film and / or the glasses in a known manner before the composite is produced.
  • a solution of adhesion promoters in a suitable solvent can be used.
  • primers has become established for this process.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Laminated Bodies (AREA)
  • Joining Of Glass To Other Materials (AREA)
  • Polyurethanes Or Polyureas (AREA)

Abstract

L'invention concerne un verre feuilleté comprenant A) au moins une couche de verre organique ou inorganique et B) au moins une couche d'un copolymère d'urée et de polysiloxane obtenu par réaction d'un mélange de : a1) polysiloxanes linéaire de formule générale (1) Q-T-SiR2O-(SiR2O)n-SiR2-T-Q et a2) de polysiloxanes ramifiés de formule générale (2) (Q-T-SiR2O1/2)a(Q-T-SiRO2/2)b(Q-T-SiO3/2)c (R3SiO1/2)d(R2SiO2/2)e(RSiO3/2)f(SiO4/2)g avec b) des isocyanates polyfonctionnels, R, T, Q, a, b, c, d, e, f et g ayant les significations indiquées dans la revendication (1).
EP04725012A 2003-04-10 2004-04-01 Verre feuillete comprenant un copolymere d'uree et de polysiloxane Withdrawn EP1610947A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2003116521 DE10316521B3 (de) 2003-04-10 2003-04-10 Laminatglas mit Polysiloxan-Harnstoff-Copolymer und Verfahren zu seiner Herstellung
PCT/EP2004/003451 WO2004089616A1 (fr) 2003-04-10 2004-04-01 Verre feuillete comprenant un copolymere d'uree et de polysiloxane

Publications (1)

Publication Number Publication Date
EP1610947A1 true EP1610947A1 (fr) 2006-01-04

Family

ID=32668140

Family Applications (1)

Application Number Title Priority Date Filing Date
EP04725012A Withdrawn EP1610947A1 (fr) 2003-04-10 2004-04-01 Verre feuillete comprenant un copolymere d'uree et de polysiloxane

Country Status (7)

Country Link
US (1) US20060204765A1 (fr)
EP (1) EP1610947A1 (fr)
JP (1) JP2006522728A (fr)
KR (1) KR20050111792A (fr)
CN (1) CN1771125A (fr)
DE (1) DE10316521B3 (fr)
WO (1) WO2004089616A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015096804A1 (fr) * 2013-12-27 2015-07-02 成都硅宝科技股份有限公司 Élastomère thermoplastique à base d'organosilicium hybride et son procédé de préparation

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100273011A1 (en) * 1996-12-20 2010-10-28 Bianxiao Zhong Silicone Composition, Silicone Adhesive, Coated and Laminated Substrates
DE102004057382A1 (de) * 2004-11-26 2006-06-01 Huhtamaki Forchheim Zweigniederlassung Der Huhtamaki Deutschland Gmbh & Co. Kg Verfahren zur Herstellung dünner Schichten eines Silikons, dünnes Silikon und Verwendung
DE102004062354A1 (de) * 2004-12-23 2006-07-06 Wacker Chemie Ag Verfahren zur Herstellung von Granulaten von thermoplastischen Siloxanpolymeren
DE102005054413A1 (de) * 2005-11-15 2007-05-16 Wacker Chemie Ag Glaslaminate mit thermoplastischen Polysiloxan-Harnstoff-Copolymeren
CN101563300B (zh) * 2006-12-20 2012-09-05 陶氏康宁公司 用固化的有机硅树脂组合物涂布或层压的玻璃基底
US8277945B2 (en) * 2006-12-20 2012-10-02 Dow Corning Corporation Glass substrates coated or laminated with multiple layers of cured silicone resin compositions
EP2265674A1 (fr) * 2008-03-04 2010-12-29 Dow Corning Corporation Composition de silicone, adhésif de silicone et substrats revêtus et laminés
US8450442B2 (en) * 2008-03-04 2013-05-28 Dow Corning Corporation Borosiloxane composition, borosiloxane adhesive, coated and laminated substrates
WO2009146254A1 (fr) * 2008-05-27 2009-12-03 Dow Corning Corporation Ruban adhésif et verre feuilleté
TW201004795A (en) * 2008-07-31 2010-02-01 Dow Corning Laminated glass
US9012547B2 (en) 2010-11-09 2015-04-21 Dow Corning Corporation Hydrosilylation cured silicone resins plasticized by organophosphorous compounds
CN102199346B (zh) * 2011-03-28 2012-08-08 刘春博 可钻滤砂管用聚硅氧烷改性聚氨酯及其制备方法与应用

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA813857A (en) * 1965-02-24 1969-05-27 Ppg Industries, Inc. Glass laminates
DE3143994A1 (de) * 1981-11-05 1983-05-11 Bayer Ag, 5090 Leverkusen Verfahren zur herstellung von duennwandigen gegenstaenden aus thermoplastischen polyurethanen oder polyurethanharnstoffen durch extrusion
US4506058A (en) * 1984-03-14 1985-03-19 General Electric Company Self-bonding room temperature vulcanizable silicone compositions
US4735979A (en) * 1985-04-04 1988-04-05 Loctite Corporation Auto-adhering one-component RTV silicone sealant composition utilizing an adhesion promoter
ZA874414B (en) * 1986-06-20 1989-02-22 Minnesota Mining & Mfg Block copolymer,method of making the same,diamine precursors of the same method,method of making such diamines and end products comprising the block
GB8906626D0 (en) * 1989-03-22 1989-05-04 Dow Corning Method of making organosiloxane resins
US4999412A (en) * 1989-06-28 1991-03-12 Union Carbide Chemicals And Plastics Company Inc. Silicone-urethane copolymers
US5266715A (en) * 1991-03-06 1993-11-30 Ciba-Geigy Corporation Glass coating with improved adhesion and weather resistance
EP1051297A1 (fr) * 1998-02-05 2000-11-15 The Dow Chemical Company Vitrages feuilletes
DE29810044U1 (de) * 1998-06-04 1998-08-20 Bastian, Volker, 83131 Nußdorf Verbundglasscheibe mit schrumpfarmer Kunststoffbeschichtung
GB2338239A (en) * 1998-06-12 1999-12-15 Schlegel Uk Ltd Polyurethane foam compositions
US6592999B1 (en) * 2001-07-31 2003-07-15 Ppg Industries Ohio, Inc. Multi-layer composites formed from compositions having improved adhesion, coating compositions, and methods related thereto

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2004089616A1 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015096804A1 (fr) * 2013-12-27 2015-07-02 成都硅宝科技股份有限公司 Élastomère thermoplastique à base d'organosilicium hybride et son procédé de préparation

Also Published As

Publication number Publication date
KR20050111792A (ko) 2005-11-28
CN1771125A (zh) 2006-05-10
JP2006522728A (ja) 2006-10-05
WO2004089616A1 (fr) 2004-10-21
US20060204765A1 (en) 2006-09-14
DE10316521B3 (de) 2004-08-05

Similar Documents

Publication Publication Date Title
DE3881570T2 (de) Reaktionsfähige härtbare Zusammensetzung sowie die gehärteten Produkte dieser Zusammensetzung enthaltenden Produkte.
EP2104611B1 (fr) Stratifiés comportant des copolymères thermoplastiques d'urée et de polysiloxane
KR920005473B1 (ko) 적층 창유리
DE68909110T2 (de) Durchsichtige, kratz- und abriebfeste Dunstbeständigkeit und energieabsorbierende Eigenschaften aufweisende Polyurethanschicht, Verfahren zu deren Herstellung sowie diese benutzendes laminiertes Glas.
DE10316521B3 (de) Laminatglas mit Polysiloxan-Harnstoff-Copolymer und Verfahren zu seiner Herstellung
DE69107801T2 (de) Eingekapselte Verglasung zur Montage und Verfahren zur Herstellung.
DE3323684C2 (fr)
EP1927466B1 (fr) Formation composite dotée d'une couche de polyuréthane, son procédé de fabrication et d'utilisation
DE2714303A1 (de) Polycarbonatdiole zur verwendung in polycarbonaturethane
DE2629779B2 (de) Verfahren zur Herstellung einer zweischichtigen Folie mit Selbstheileigenschaften unter Verwendung von Polyurethanen als Splitterschutzschicht eines Sicherheitsglases
DE1596959B2 (de) Sicherheitsverbundglas mit einer polyurethan schicht und verfahren zu seiner herstellung
DE1596960B2 (de) Sicherheitsverbundglasgegenstaende und verfahren zu deren herstellung
DE3887483T2 (de) Zweischichtige Schutzscheibe mit einer kratzfesten und lösungsmittelfesten Polyurethanschutzschicht.
US5529655A (en) Laminated panes and process for the production of same
DE3781423T2 (de) Verfahren zur herstellung eines sicherheitsglases fuer kraftfahrzeuge und gebaeude und so erhaltener gegenstand.
KR930006329B1 (ko) 안전 창유리의 제조방법 및 장치
KR920002355B1 (ko) 투명소성재료판
KR100191877B1 (ko) 에너지-흡수성 폴리우레탄층 및 이를 포함하는 적층 안전창 유리
DE3205055A1 (de) Spiegel, insbesondere fuer fahrzeuge
DE69112686T2 (de) Verfahren zur Herstellung einer Polycarbonatschicht oder eines Polycarbonatfilmes mit einer strahlungsbeständigen biegsamen Beschichtung.
DE3201687A1 (de) Zwischenschicht aus kunststoff fuer eine mehrschichtige glasscheibe, verfahren zu ihrer herstellung und ihre verwendung
JP2707579B2 (ja) 反応硬化性組成物およびその反応硬化物を有する製品
WO2007057342A1 (fr) Stratifie de verre qui presente des copolymeres thermoplastiques de siloxane et d'uree
DE2720945C2 (de) Verfahren zum Verkleben von Polyvinylidenfluorid mit einer festen Unterlage
JPH09235343A (ja) 架橋されたポリウレタン系樹脂シートおよびそれを用いた積層体

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20050914

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LI LU MC NL PL PT RO SE SI SK TR

AX Request for extension of the european patent

Extension state: AL HR LT LV MK

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: WACKER CHEMIE AG

RIN1 Information on inventor provided before grant (corrected)

Inventor name: SELBERTINGER, ERNST

Inventor name: SCHAEFER, OLIVER

Inventor name: SCHEIM, UWE

DAX Request for extension of the european patent (deleted)
RBV Designated contracting states (corrected)

Designated state(s): BE DE FR GB NL

17Q First examination report despatched

Effective date: 20060126

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20070324