WO2007117551A1 - Architectural unit possessing translucent silicone rubber component - Google Patents
Architectural unit possessing translucent silicone rubber component Download PDFInfo
- Publication number
- WO2007117551A1 WO2007117551A1 PCT/US2007/008508 US2007008508W WO2007117551A1 WO 2007117551 A1 WO2007117551 A1 WO 2007117551A1 US 2007008508 W US2007008508 W US 2007008508W WO 2007117551 A1 WO2007117551 A1 WO 2007117551A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- architectural element
- weight percent
- group
- composition
- diorganopolysiloxane
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- E—FIXED CONSTRUCTIONS
- E06—DOORS, WINDOWS, SHUTTERS, OR ROLLER BLINDS IN GENERAL; LADDERS
- E06B—FIXED OR MOVABLE CLOSURES FOR OPENINGS IN BUILDINGS, VEHICLES, FENCES OR LIKE ENCLOSURES IN GENERAL, e.g. DOORS, WINDOWS, BLINDS, GATES
- E06B3/00—Window sashes, door leaves, or like elements for closing wall or like openings; Layout of fixed or moving closures, e.g. windows in wall or like openings; Features of rigidly-mounted outer frames relating to the mounting of wing frames
- E06B3/54—Fixing of glass panes or like plates
- E06B3/56—Fixing of glass panes or like plates by means of putty, cement, or adhesives only
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C27/00—Joining pieces of glass to pieces of other inorganic material; Joining glass to glass other than by fusing
- C03C27/06—Joining glass to glass by processes other than fusing
- C03C27/10—Joining glass to glass by processes other than fusing with the aid of adhesive specially adapted for that purpose
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- 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
- C08K5/54—Silicon-containing compounds
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- 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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
-
- 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
-
- 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]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Definitions
- This invention is generally related to architectural elements possessing at least two components bonded together employing a silicone rubber composition of high stability and translucency.
- Insulating glass units generally have two panels of glass separated by a spacer and require bedding glaze, sealant or adhesive to bond the glazing to structural elements comprising the unit.
- the two panels of glass are placed parallel to each other and sealed at their periphery such that the space between the panels, or the inner space, is completely enclosed.
- the panels are secured to the window frame assembly of the IGU by..an adhesive or sealant that forms a "bedding" between the panels of glass and frame of the unit.
- compositions and methods of glazing are known, e.g., .back- bedding sealing is a method where the sash frame of the window frame assembly is placed horizontally on a back-bedding machine which provides a continuous bead of fluid back bedding sealant along the glazing leg of the IGU.
- the back bedding material creates a seal between IGU and the sash frame.
- Liquid polysulphides, polyurethanes and silicones may be one component as well as two component systems.
- the two component systems comprise a base and a curing agent that are mixed just prior to application to the glass.
- Two component systems require a set mix ratio, two-part mixing equipment and cure time before the insulating glass units can be moved onto the next manufacturing stage.
- Fumed silicas are not typically used in the component that contains the silanol terminated diorganopolysiloxane due to the tendency of the free silanol (-SiOH) groups on the fumed silica to interact with the silanol terminated polymer thereby causing the component to increase viscosity (structuring) during storage. Moreover, this structuring phenomenon limits the utility of fumed silica fillers in two-part silanol terminated diorganopolysiloxane based sealants.
- An architectural element possessing at least two components bonded ' together or otherwise maintained in sealing relationship to each other employing a silicone rubber composition obtained by the curing of a mixture which comprises: a) a first part comprising diorganopolysiloxane wherein the silicon atom at each polymer chain end is silanol terminated; b) a second part comprising a condensation catalyst; c) a crosslinker in the first and/or second part; d) fumed silica having surface silanol groups treated with a capping agent, the fumed silica being present in the.
- first and/or second part and, optionally, at least one additional component selected from the group consisting of alkyl-terminated diorganopolysiloxane, filler, UV stabilizer, antioxidant, adhesion promoter, cure accelerator, thixotropic agent, plasticizer, moisture scavenger, pigment, dye, surfactant, solvent and biocide, the additional component being present in the first part and/or second part, whichever part(s) the component is compatible therewith.
- additional component selected from the group consisting of alkyl-terminated diorganopolysiloxane, filler, UV stabilizer, antioxidant, adhesion promoter, cure accelerator, thixotropic agent, plasticizer, moisture scavenger, pigment, dye, surfactant, solvent and biocide, the additional component being present in the first part and/or second part, whichever part(s) the component is compatible therewith.
- the stable translucent silicone rubber component of the architectural element of the present invention can be used as a sealant, caulkant, bonding agent and/or adhesive in the assembly of the element.
- the silicone rubber exhibits high bond strength, in particular, a good balance between peeling bond strength and shearing bond strength, and 'therefore is particularly useful for application as a bedding sealant in the manufacture of such architectural elements as window assemblies, in particular insulated glass units, door assemblies, structural glazing, curtainwall applications, and the like.
- Fig. 1 is a sectional side view of an insulated glass unit (IGU) maintained in sealing relationship employing a two-part curable bedding glaze composition in accordance with the invention.
- IGU insulated glass unit
- the typical window bedding glaze composition possesses the following • properties: good adhesion and adhesive strength, low temperature flexibility, resistance to weathering (i.e., resistance to UV radiation), long shelf life and ease of application.
- a window bedding glaze composition is also expected to have sufficient green strength to provide proper stability to the seal between application and complete curing.
- architectural element denotes a prefabricated or manufactured unit used in building construction, e.g., a window, in particular, an insulated glass unit (“IGU"), a glass-paneled door, doors containing one or more windows-, prefabricated windows, sliding doors with one or more windows, folding doors with one or more windows, curtainwall, shop glazing, structural glazing, skylight, light fixtures, and the like, in which a bonding, bedding glaze, sealant, caulking or adhesive composition is used to bond the glazing to structural elements comprising the architectural element.
- IGU insulated glass unit
- glazing has its ordinary meaning, a meaning that is inclusive of glass and glass substitutes such as polyacrylates, specifically polymethylmethacrylate and polycarbonates and the like including but not limited to the transparent, translucent and opaque varieties of glazing.
- bonding encompasses or comprises the silicone rubber-forming composition of the present invention.
- structural elements are materials used for construction of, e.g., buildings, window frames and window frame assembly, etc., which are made of those materials known in the art, e.g. wood, stone, brick, steel, aluminum, brass, iron, copper, concrete, plastic, plastic covered wood or metal and the like.
- compatible means the optional component does not negatively or adversely affect in a material way the storage stability of the part in which it is contained and when contained in such part, the intended functions of the optional component is not negatively or adversely affected in a material way.
- green strength means a high modulus skin of sufficient strength that elements of a construction can be formed and will maintain the desired configuration even if handled, packaged, and shipped after relatively short times, without showing permanent deformation.
- insulated glass unit 10 includes glass sheets 11 and 12 maintained in spaced-apart relationship by a gas sealant assembly possessing a primary gas sealant member 14, continuous spacer member 15 and low gas-permeable sealant composition 17.
- Gas-impermeable space 16 between sheets 11 and 12 is filled with an insulating gas or gases such as argon.
- a two-part curable bedding glaze composition 18 prepared as hereinafter described is placed between glass sheet 11 and window frame assembly 19.
- Panes 11 and 12 can be fabricated from any of a variety of materials such as glass, e.g., clear float glass, annealed glass, tempered glass, solar glass, tinted glass, e.g., low energy glass, etc., acrylic resin and polycarbonate resin, and the like.
- glass e.g., clear float glass, annealed glass, tempered glass, solar glass, tinted glass, e.g., low energy glass, etc., acrylic resin and polycarbonate resin, and the like.
- the two- part curable bedding glaze composition 18 can be used as a sealant and/or adhesive because it exhibits high bond strength including a good balance between shearing bond strength and peeling bond strength, and therefore, in particular, holds promise for application as a bedding glaze sealant in the production of IGUs.
- Primary sealant member 14 of the insulated glass unit 10 can be comprised of polymeric materials known in the art, for example, rubber base materials such as polyisobutylene, butyl rubber, polysulfide, EPDM rubber, nitrile rubber, and the like.
- primary gas sealant member 14 can be fabricated from a material such as polyisobutylene which has very good sealing properties.
- a desiccant can be included in continuous spacer 15 in order to remove moisture from the insulating gas occupied space between glass panes 11 and 12.
- Useful desiccants are those that do not adsorb the insulating gas/gases filling the interior of the insulated glass unit.
- the two-part curable bedding glaze composition 18 of the present invention is a stable translucent silicone sealant composition that provides rapid primerless bond strength by combining, i.e., admixing, the two-part curable composition as hereinafter more fully described.
- the two parts constituting the curable composition respectively, the "first part” and the “second part/' while separated from each other exhibit storage stability of an indefinite duration but once combined, undergo rapid cure to provide the silicone rubber herein.
- the bedding glaze composition 18 of the present invention is comprised of a two-part room temperature vulcanizing (RTV) silicone rubber-forming composition.
- RTV room temperature vulcanizing
- silanol-terminated diorganopolysiloxane polymer (SDPS) of the two- part curable bedding glaze composition of the present invention is advantageously selected from amongst those of the general formula: M a D b D' c
- R 3 and R 4 are independently chosen monovalent hydrocarbon radicals of up to about 60 carbon atoms;
- R 5 and R 6 are independently chosen monovalent hydrocarbon radicals of up to about 60 carbon atoms.
- the level of incorporation of the diorganopolysiloxane wherein the silicon atom at each polymer chain end is silanol terminated ranges from about 5 weight percent to about 95 weight percent, and from about 35 weight percent to about 85 weight percent in another embodiment, and in yet another embodiment from about 50 weight percent to about 70 weight percent of the total composition.
- the viscosity of the diorganopolysiloxane wherein the silicon atom at each polymer chain end is silanol terminated is from about 1,000 to about 200,000 cps at 25° C.
- the second part of the two-part curable bedding glaze composition 18 of the present invention comprises a condensation catalyst.
- the condensation catalyst can be any of those known to be useful for facilitating crosslinking in silicone rubber-forming compositions.
- the condensation catalyst may include metal and non-metal catalysts. Examples of the metal portion of the metal condensation catalysts useful in the present invention include tin, titanium, zirconium, lead, iron cobalt, antimony, manganese, bismuth and- zinc compounds.
- the tin compounds useful for facilitating crosslinking in silicone rubber- forming composition include: tin compounds such as dibutyltiridilaurate, dibutyltindiacetate, .dibutyltindimethoxide, tinoctoate, isobutyltintriceroate, dibutyltinoxide, dibutyltin bis-isooctylphthalate, bis-tripropoxysilyl dioctyltin, dibutyltin bis-acetylacetone, silylated dibutyltin dioxide, carbomethoxyphenyl tin tris-uberate, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin di-neodecanoate, triethyltin tartarate, dibutyltin dibenzoate, tin oleate, tin naphthenate, butyltintri-2- eth
- tin compounds and (CsHn) 2 SnO dissolved in Cn-C 3 HgO) 4 Si are used.
- diorganotin bis ⁇ - diketonates are used.
- Other examples of tin compounds may be found in US 5,213,899, US 4,554,338, US 4,956,436, and US 5,489,479, the teachings of which are herewith and hereby specifically incorporated by reference.
- chelated titanium compounds for example, 1,3-propanedioxytitanium bis(ethylacetoacetate); di- isopropoxytitanium bis(ethylacetoacetate); and tetra-alkyl titanates, for example, tetra n- butyl titanate and tetra-isopropyl titanate, are used.
- the condensation catalyst is a metal catalyst.
- the metal condensation catalyst is selected from the group consisting of tin compounds, and in yet another embodiment of the present invention the condensation catalyst is dibutyltin bis- isooctylphthalate.
- condensation catalyst known to be useful for facilitating crosslinking in silicone rubber-forming compositions include (i) amines such as bis(2,2'- dimethylamino)ethyl ether, trimethylamine, triethylamine, N-methylmo ⁇ holine, N,N- ethylmorpholine, N,N-dimethylbenzylamine, NjN-dimethylethanolamine, N,N,N',N'- tetramethyl- 1 ,3-butanediamine, pentamethyldipropylenetriamine, triethanolamine, triethylenediamine, pyridine, pyridine oxide and the like; (ii) strong bases such as alkali and alkaline earth metal" hydroxides, alkoxides, and phenoxides; (iii) acidic metal salts of strong acids such as ferric chloride, stannous chloride, antimony trichloride, bismuth nitrate and chloride, potassium hydrogen sulfate and
- organotin compounds that are dialkyltin salts of carboxylic acids can include the non-limiting examples of dibutyltin diacetate, dibutyltin dilaureate, dibutyltin maleate, dilauryltin diacetate, dioctyltin diacetate, dibutyltin-bis(4- methylaminobenzoate), dibuytyltindilaurylmercaptide, dibutyltin-bis(6- methylaminocaproate), and the like, and combinations thereof.
- trialkyltin hydroxide dialkyltin oxide, dialkyltin dialkoxide, or dialkyltin dichloride and combinations thereof.
- these compounds include trimethyltin hydroxide, tributyltin hydroxide, trioctyltin hydroxide, dibutyltin oxide, dioctyltin oxide, dilauryltin oxide, dibutyltin- bis(isopropoxide) dibutyltin-bis(2-dimethylaminopentylate), dibutyltin dichloride, dioctyltin dichloride, and the like, and combinations thereof.
- the condensation catalyst known to be useful for facilitating crosslinking in silicone rubber-forming compositions includes organic and inorganic acids, e.g., hydrochloric acid, sulfuric acid, phosphoric acid, acetic acid, stearic acid, substituted sulfonic acids and the like.
- the level of incorporation of the condensation catalyst ranges from about 0.001 weight percent to about 5 weight percent in one embodiment, and from about 0.003 weight percent to about 2.0 weight percent and from about 0.005 weight percent to about 0.5 weight percent of the total composition in another embodiment.
- the weight ratio of "first part " to "second part” is adjusted to provide optimal performance properties, and the weight ratio of the first part to second part can vary widely, as known in the art, from about 20:1 to about 1 :20. According to one specific embodiment of the present invention, the weight ratio of the first part to second part is 10:1.
- the first and second parts are typically mixed at 25° C (room temperature); however, the temperature at which the first and second parts are mixed can vary widely from about 25° C to 200° C. According to one embodiment of the present invention, the temperature at which the first and second parts are mixed is 25° C.
- the organosilicon crosslinker of the present invention is a compound having one or more leaving groups (i.e., groups that can be easily hydrolyzed), for example, alkoxy, acetoxy, acetamido, ketoxime, benzamido and aminoxy.
- leaving groups i.e., groups that can be easily hydrolyzed
- the organosilicon crosslinker of two-part curable bedding glaze composition 18 where present can be in the first and/or second part, however, typically will be in the second part.
- Some of the useful crosslinkers of the present invention include tetra-N-propyl silicate (NPS), tetraethylorthosilicate, methytrimethoxysilane and similar alkyl substituted alkoxysilane compositions, methyltriacetoxysilane, dibutoxydiacetoxysilane, methylisopropoxydiacetoxysilane, methyloximinosilane and the like.
- alkylsilicate (crosslinker) of the present invention has the general formula:
- R 14 , R 15 , R 16 and R 17 are independently chosen monovalent hydrocarbon radicals up to about 60 carbon atoms.
- the level of incorporation of the organosilicon crosslinker ranges from about 0.01 weight percent to about 20 weight percent, and from about 0.3 weight percent to about 5 weight percent.
- the adhesion promoter ranges from about 0.5 weight percent to about 1.5 weight percent of the total composition.
- the two-part curable bedding glaze composition 18 of the present invention includes fumed silica.
- the fumed silica can be in the first and/or second part of two-part curable bedding glaze composition 18, however, typically will be in the first part. It is a component for reinforcement, i.e., increasing the mechanical strength of cured polysiloxane rubber composition.
- Fumed silicas are not typically used in the component (e.g., one component of a two-part ' RTV composition) that contains silanol-terminated diorganopolysiloxane because the free silanol (-SiOH) groups on the fumed silica interact with the silanol-terminated polymer causing the component to increase viscosity (structuring) during storage.
- the present invention provides a translucent two-part silanol terminated diorganopolysiloxane based .
- composition utilizing hydrophobic fumed silica imparting unexpected stability.
- the fumed silica is treated with a hydrophobizing agent until the desired percentage of silica surface silanol capping has occurred.
- the silicas. are treated with an organosilicon selected from the group consisting of silazanes, chlorosilanes, alkoxysilanes, siloxanes and/or polysiloxanes, acetoxysilanes, substituted silanols and mixtures thereof.
- silica is treated with hexamethyldisilazane or the like so that trimethylsilyl groups are bound to silica surfaces although surface treatment with dimethyldichlorosilane, cyclic dimethylsiloxane, hydroxyl-containing dimethyloligosiloxane or the like is acceptable.
- a mixture of two or more hydrophobic silicas can also be used.
- the treated fumed silica filler is hydrophobic silica, which can be used alone or in combination.
- the hydrophobic silicas are typically ones treated with organosilicon compounds having alkylsilyl groups.
- the fillers can. also be treated with suitable dispersion auxiliaries, adhesion promoters or hydrophobizing agents.
- the siloxanes and/or polysiloxanes used as hydrophobizing agents typically contain organic groups bonded to silicon.
- the organic groups can be alkyl, e.g. lower alkyl, alkenyl e.g. lower alkyl, aryl, aralkyl, alkarly, cycloalkyl or cycloalkenyl groups.
- Suitable groups are e.g. methyl, ethyl, propyl, butyl, isopropyl, phenyl; tolyl (e.g. o-tolyl, p-tolyl or m-tolyl), benzyl, vinyl, allyl.
- siloxanes include for example hexamethylcyclotrisiloxane, octamethyl cyclotetrasiloxane, tetramethyltetravinylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexamethyldisiloxane, svm.-tetramethyldivinylsiloxane, sym.-trimethyltriphenylcyclotrisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane and other linear diorganopolysiloxanes, including diorganopolysiloxanes with hydroxy and end groups, such as 1,7-dihydroxyoctamethylte
- siloxanes are 1,3,5,8-hexamethyldisiloxane, 1,3-divinyl-l, 1,3,3- tetraraethyldisiloxane and l ⁇ S-trimemyl-l ⁇ S-triphenylcyclotrisiloxane.
- organosilicon compounds e.g.; organosilanes.
- Suitable organosilicon compounds for use in the present invention include methyltrichlorosilane, dimethyldichlorosilane, trimethylchlorosilane, methyltrimethoxysilane, dimethyldimethoxysilane, trimethylmethoxysilane, methyltriethoxysilane, dimethyldiethoxysilane, trimethylethoxysilane, methyltriacetoxysilane, dimethyldiacetoxysilane, trimethylacetoxysilane, octylmethyldichlorosilane, octyltrichlorosilane, octadecylmethyldichlorosilane, octadecyltrichlorosilane, vinyltrichlorosilane, vinylmethyldichlorosilane, vinyldimethylchlorosilane, vinyldimethylchlorosilane
- Tt is also possible to use any desired mixtures of organosilicon compounds.
- the hydrophobizing agents are selected from the group consisting siloxanes and/or polysiloxanes, chlorosilanes, alkoxysilanes, disilazanes and mixtures thereof.
- the hydrophobizing agent is a disilazane, e.g., hexamethyldisilazane.
- suitable fillers include polymer particles, which may also be crosslinked, such as those of polystyrene, polycarbonate, polyethylene, polypropylene or polymethyl methacrylate, e.g., Agfaperl®.
- organic and inorganic fillers having a primary particle size of from 0.01 to 300 ran.
- suitable fillers are clays and/or nanoclays, ceramic microspheres, glass bubbles, glass powder, glass nanoparticles, for example Monospher® (Merck), glass microparticles, for example Spheriglas® (Potters-Ballotini).
- organic and/or inorganic oxides and mixed oxides in particular of the elements silicon, aluminum, magnesium, titanium and calcium.
- fillers are silicon dioxide, in particular pyrogenic oxides, for example Aerosil® (Degussa), silicates, for example talc, pyrophyllite, wollastonite, aluminosilicates, for example feldspar or zeolites.
- pyrogenic oxides for example Aerosil® (Degussa)
- silicates for example talc, pyrophyllite, wollastonite, aluminosilicates, for example feldspar or zeolites.
- treated fumed silicas for use in the present invention include commercially available treated silicas, such as from Degussa Corporation under the tradename AEROSIL, such as AEROSIL R8200; R9200, R812, R812S, R972, R974, R805, R202 and Cabot Corporation under the tradename CAB-O-SIL ND-TS, TS610 or TS710.
- AEROSIL such as AEROSIL R8200; R9200, R812, R812S, R972, R974, R805, R202 and Cabot Corporation under the tradename CAB-O-SIL ND-TS, TS610 or TS710.
- the fumed silica has ⁇ a BET specific surface area greater than about 10 m 2 /g. In another embodiment of the present invention, the fumed silica has a BET specific surface area about 50 to about 400 m 2 /g.
- the fumed silica can be added in amounts from about 5 to about 80 weight percent of first part (a), and according to another embodiment the fumed silica can be present in amounts from about 10 to about 30 weight percent of first part (a).
- the first and/or second part of the curable two-part bedding glaze composition 18 can contain one or more additional ingredients, e.g., alkyl terminated diorganopolysiloxane, filler, UV stabilizer, antioxidant, adhesion promoter, cure accelerator, thixotropic agent, plasticizer, moisture scavenger, pigment, dye, surfactant, solvent and biocide, the additional component being present in the first part and/or second part, whichever part(s) the component is compatible therewith.
- alkyl terminated diorganopolysiloxane where present can be in the first and/or second part
- filler where present, can be in the first and/or second part; U.V.
- alkyl terminated diorganopolysiloxane polymer of the present invention is advantageously selected from amongst those of the general formula
- R , R and R are independently chosen monovalent hydrocarbon radicals up to about 60 carbon atoms;
- R 10 and R 1 ' are independently chosen monovalent hydrocarbon radicals up to about 60 carbon atoms;
- R 12 and R 13 are independently chosen monovalent hydrocarbon radicals up to about 60 carbon atoms.
- the level of incorporation of the diorganopolysiloxane wherein the silicon atom at each polymer chain end is alkyl terminated ranges from slightly above 0 weight percent to about 50 weight percent, and in one embodiment from about 5 weight percent to about 35 weight percent, and in another embodiment from about 10 weight percent to about 30 weight percent of the total composition.
- the viscosity of the diorganopolysiloxane wherein the silicon atom at each polymer chain end is alkyl terminated is from about 50 to about 200,000 cps at 25° C.
- Two-part curable bedding glaze composition 18 of the present invention can also comprise an adhesion promoter.
- Suitable alkoxysilane adhesion promoters include n-2-aminoethyl-3-aminopropyltrimethoxysilane, n-2-aminoethyl-3- aminopropyltriethoxysilane, 1 ,3,5-tris(trimethoxysilylpropyl)isocyanurate, ⁇ - aminopropyltriethoxysilane, ⁇ -aminopropyltrimethoxysilane, bis-y- trimethoxysilypropyl)amine, N-Phenyl- ⁇ -aminopropyltrimethoxysilane, triaminofunctionaltrimethoxysilane, ⁇ -aminopropylmethyldiethoxysilane, ⁇ - aminopropylmethyldiethoxysilane, methacryloxypropyltrimethoxysilane, methylamin
- the adhesion promoter is selected from the group consisting of n-2-aminoethyl-3-aminopropyltrimethoxysilane and l,3,5-tris(trimethoxysilylpropyl)isocyanurate and mixtures thereof.
- the adhesion promoter is selected from the group consisiting of ⁇ -ammopropyltrimethoxysilane and l,3,5-tris(trimethoxysilylpropyl)isocyanurate and mixtures thereof.
- the level of incorporation of the alkoxysilane ranges from about 0.1 weight percent to about 20 weight percent, and from about 0.3 weight percent to about 10 weight percent.
- the adhesion promoter ranges from about 0.5 weight percent to about 5 weight percent of the total composition.
- Optional components comprise a non-ionic surfactant compound selected from the group of surfactants consisting of polyethylene glycol, polypropylene glycol, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylates, copolymers of ethylene oxide (EO) and propylene oxide (PO) and copolymers of silicones and polyethers (silicone polyether copolymers), copolymers of silicones and copolymers of ethylene oxide and propylene oxide and mixtures thereof in an amount ranging from 0 weight percent to about 20 weight percent, more preferably from about 0.1 weight percent to about 5 weight percent, and most preferably from about 0.2 weight percent to about 1 " weight percent of the total composition.
- a non-ionic surfactant compound selected from the group of surfactants consisting of polyethylene glycol, polypropylene glycol, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylates
- low gas-permeable sealant composition 17 of insulated glass unit 10 can be any of the sealant compositions heretofore employed in the construction of insulated glass units, it can be advantageous to employ any of the low gas permeable sealant compositions utilized, in the insulated glass units disclosed in copending, commonly assigned U.S. patent applications Serial Nos. 11/283,382 filed November 18, 2005; 11/328,384 filed January 9, 2006; 11/345,463 filed February 1, 2006; 11/344,983 filed February 1, 2006; 11/336,950 filed January .20, 2006,-the entire contents of which are incorporated by reference herein.
- low gas-permeable sealant composition 17 can be obtained from the curing of a curable composition comprising (a) diorganopolysiloxane; (b) at least one polymer having a permeability to said gas that is less than the permeability of diorganopolysiloxane polymer; (c) cross-linker; (d) catalyst for the cross-linker reaction; and, optionally, (e) at least one filler, adhesion promoter, and/or non-ionic surfactant.
- a curable composition comprising (a) diorganopolysiloxane; (b) at least one polymer having a permeability to said gas that is less than the permeability of diorganopolysiloxane polymer; (c) cross-linker; (d) catalyst for the cross-linker reaction; and, optionally, (e) at least one filler, adhesion promoter, and/or non-ionic surfactant.
- Examples of suitable diorganopolysiloxanes (a) include any of -those described herein in amounts ranging from about 50 to about 99 weight percent of the total composition.
- Suitable polymers (b) include low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), high density polyethylene (HDPE), and mixtures thereof in amounts ranging from about 1 to about 50 • weight percent of the total composition.
- Suitable cross-linkers (c) include any of the alkylsilicates described herein in amounts ranging about 0.1 weight percent to about 20 weight percent of the total composition.
- Suitable catalysts (d) include any of those described herein in amounts ranging from about 0.005 weight percent to about 1 weight percent of the total composition.
- Suitable optional components (e) include filers such as clays, nano-clays, organo-clays, ground calcium carbonate, precipitated calcium carbonate, colloidal calcium carbonate, calcium carbonate treated with compounds stearate or stearic acid; fumed silica, precipitated silica, silica gels, hydrophobized silicas, hydrophilic silica gels; crushed quartz, ground quartz, alumina, aluminum hydroxide, titanium hydroxide, clay, kaolin, bentonite montmorillonite, diatomaceous earth, iron oxide, carbon black and graphite, talc, mica, and mixtures thereof in the range from 0 to about 80 weight percent, adhesion promoters and non-ionic surfactants such as any of those described herein.
- Adhesion promoters can generally be present in an amount from about 0.5 weight percent to about 20 weight percent of the total composition.
- Non-ionic surfactants can generally be utilized in amounts of up to about 10 weight percent of the total composition.
- low gas-permeable sealant composition 17 can be obtained from the curing of a curable composition comprising (a) ' at least one silanol-terminated diorganopolysiloxane; (b) at least one crosslinker for the silanol-terminated diorganopolysiloxane(s); (c) at least one catalyst for the crosslinking reaction; (d) at least one organic nanoclay; and, optionally, (e) at least one solid polymer having a permeability to gas that is less than the permeability of the crosslinked diorganopolysiloxane(s).
- Silanol-terminated diorganopolysiloxane (a), crosslinker (b), catalyst (c) and solid polymer (e) can be any of those components identified above and in the amounts stated therein.
- Organic nanoclay (d) can be selected from the group consisting of montmorillonite, sodium montmorillonite, calcium montmorillonite, magnesium montmorillonite, nontronite, beidellite, volkonskoite, laponite, hectorite, saponite, sauconite, magadite, kenyaite, sobockite, svindordite, stevensite, vermiculite, halloysite, aluminate oxides, hydrotalcite, illite, rectorite, tarosovite, ledikite, kaolinite and, mixtures thereof modified with tertiary amine compound R 3 R 4 R 5 N and/or quarternary ammonium compound R 6 R 7 R 8 N + X " wherein R 3
- low gas-permeable sealant composition 17 can be obtained from the curing of a moisture-curable silylated resin- containing composition comprising (a) moisture-curable silylated resin which upon curing, provides cured resin exhibiting permeability to gas; (b) at least one other polymer having a permeability to gas that is less than the permeability of cured resin (a); and, optionally, (c) at least one additional component selected from .the group consisting of filler, adhesion promoter, catalyst, surfactant, UV stabilizer, antioxidant, cure accelerato ⁇ thixotropic agent, moisture scavenger, pigment, dye, solvent and biocide.
- Suitable moisture-curable silylated resins include (i) silylated resin obtained from the reaction of isocyanate-terminated polyurethane prepolymer with active hydrogen-containing organofunctional silane; (ii) silylated resin obtained from the reaction of hydroxyl- terminated polyurethane prepolymer with isocyanatosilane; and, (iii) silylated polymer obtained from the reaction of polyol with isocyanatosilane in an amount that ranges from about 1 to about 99 weight percent of the total composition.
- suitable polymer (b) include any of those previously mentioned and in the amounts stated therein.
- Suitable optional components (c) include any of those previously mentioned in amounts from about 0.1 to about 80 weight percent of the total composition.
- Suitable adhesion promoters and non-ionic surfactants such as any of those described herein and in the amounts herein.
- low gas-permeable sealant composition 17 can be obtained from the curing of, moisture-curable silylated resin- containing composition comprising (a) moisture-curable silylated resin, which upon curing, provides a cured resin exhibiting permeability to gas; (b) at least one organic ⁇ anoclay; and, optionally, (c) at least one solid polymer having a permeability to gas that is less than the permeability of the cured resin (a).
- Suitable moisture-curable silylated resins (a) include any of the previously mentioned and in the amounts stated above.
- Suitable organic nanoclays include any of those previously mentioned ranging in amounts from about 0.1 to about 50 weight percent of the total composition.
- suitable polymer (c) include low density polyethylene, very low density polyethylene, linear low density polyethylene, high density polyethylene, and mixtures thereof in an amount that from about 0 to about 50 weight percent of the total composition.
- low gas-permeable sealant composition 17 can be obtained from the curing of a curable sealant composition comprising (a) at least one silanol-terrninated diorganopolysiloxane; (b) at least one crosslinker for the silanol-terminated diorganopolysiloxane(s); (c) at least one catalyst for the crosslinking reaction; (d) a gas barrier enhancing amount of at least one inorganic- organic nanocomposite; and, optionally, (e) at least one solid polymer having a permeability to gas that is less than the permeability of the crosslmked diorganopolysiloxane(s).
- Suitable diorganopolysiloxanes include any of those described herein in amounts that range from about 50 weight percent to about 99 weight percent of the total composition.
- Suitable cross-linkers (b) include any of the alkylsilicates described herein in amounts that range from about 0.1 weight percent to about 10 weight percent of the total composition.
- Suitable catalysts (c) include any of those described herein in amounts that range from about 0.001 weight percent to about 1 weight percent of the total composition.
- Suitable inorganic-organic nanocomposite include those with an inorganic component which is a layered inorganic nanoparticulate and at least one organic component which is a quaternary ammonium organopolysiloxane in an amount that ranges range from 0.1 to about 50 weight percent of the total composition.
- suitable polymer (e) include those previously mentioned and in the amounts stated above.
- compositions of the present invention can be prepared using either batch or continuous modes of manufacture.
- the ingredients such as silicone polymer, filler, cure catalyst, crosslinker, adhesion promoter, plasticizers, process aids, and other additives are combined in a continuous compounding extruder to produce the desired sealant composition.
- Both the "first part (a)” and the “second part (b)” are prepared in this manner.
- the continuous compounding extruder can be any continuous compounding extruder such as the twin screw Werner-Pfleiderer extruder, or a Buss, or P.B. Kokneader extruder.
- all the ingredients may be mixed in the continuous compounding extruder, that is silicone polymer, filler, plasticizer, a condensation catalyst and an adhesion promoter, etc.
- the extruder is operated at a range of 20° to 200° C, but more preferably in the range of 25° to 50° C and the extruder is operated at a partial vacuum so as to remove volatiles during the mixing process.
- Polymer 1 is a mixture of polydimethylsiloxanes endblocked with hydroxyl groups and having an overall viscosity of approximately 10,000 cps (available from General Electric Advanced Materials).
- Filler 1 is octamethylcyclotetrasiloxane and hexamethyldisilazane treated fumed silica filler having a surface area of 160 + 25 m 2 /g (manufactured by General Electric Advanced Materials).
- Filler 2 is hexamethyldisilazane treated fumed silica having a surface area of
- Plasticizer is polydimethylsiloxanes endblocked with trimethylsilyl groups and having a viscosity of approximately 100 cps (available from General Electric Advanced Materials).
- Rlieology additive is polyalkyleneoxide modified organosilicone copolymer having a viscosity of about 100 to about 3000 centipoise at 25 0 C (available from General Electric Advanced Materials).
- Polymer 2 is a polydimethylsiloxanes endblocked with trimethylsilyl groups and having a viscosity of approximately 10,000 cps (available from General Electric Advanced Materials).
- Filler 3 is octamethylcyclotetrasiloxane treated fumed silica filler with a surface area of approximately 200 + 20 m 2 /g (manufactured by General Electric Advanced Materials).
- Adhesion promoter 1 is aminoethylaminopropyltrimethoxysilane (available from General Electric Advanced Materials as Silquest A-1120 silane).
- Adhesion promoter 2 is l,3,5-tris(trimethoxysilylpropyl)isocyanurate
- Adhesion promoter 3 is gamma-aminopropyltrimethoxysilane (available from General Electric Advanced Materials as Silquest A-1110 silane).
- Crosslinker is tetra-N-propylsilicate (NPS) (available from Degussa).
- Catalyst is dibutyltin bis-isooctylphthalate (available from General Electric).
- Examples 1 and 2 illustrate a first part preparation of a translucent fumed silica/silanol terminated polymer based two-part composition.
- the stability (rate of increase in viscosity) of Examples 1 and 2 was determined by storing them in disposable polyethylene cartridges (Semco #250-06, 6 fluid oz. capacity) and measuring over time the Application Rates using WPSTM test E- 56 at a temperature of 73° F and relative humidity (RH) of 50%.
- the Application Rate data was generated using the Semco #250-06 cartridge with its corresponding plunger and a 250 #440 Semco nozzle having an orifice of 0.125 inches.
- the formulations were extruded using a sealant gun and compressed air or nitrogen at 90 psi.
- the reported Application Rate value was the weight of the formulation that was extruded in 1 minute. The results are presented in Table 2.
- Example 1 demonstrated typical thickening effect (structuring) due to the interaction of the free silanol groups on the fumed silica with the silanol terminated polymer resulting in an increase in viscosity. Accordingly, a very low Application Rate of 31 for Example 1 was observed at 7 days of aging. Example 1 was unable to be extruded at 14 days or thereafter. Significantly, Example 2 demonstrated exceptional Application Rates from 7 days to 28 days. In addition, although the application rate had.dropped at 14 months, Example 2 was still extrudable enabling this formulation to be converted into a practical (stable) two-part translucent fumed silica/silanol terminated polymer based sealant.
- Example 3 and 4 were individually mixed at a 10:1 (first part/second part) weight ratio to provide the physical properties at full cure (7 days) listed in Table 4.
- the physical properties of Examples 3 and 4 were tested as per the ASTM test methods listed in the Table 4.
- the translucency of the sealants was determined by measuring the transmittance (%) of a sheet of sealant made as per ASTM D412 (cured for 7 days) using a BYK Gardner Haze-gard Plus instrument.
- Examples 3 and 4 were tested for their adhesion strength build properties.
- This strength build data of Example 3 and 4 is presented in Table 5 and was .obtained using lap shear adhesion as measured by WPSTM test C-1221. In all instances, the lap shear adhesion data was generated using test panels comprising glass-glass or vinyl-glass combinations. The panels were prepared using 1 inch wide coupons overlapping Vz inch using 1/16 inch of sealant in a glass to glass or vinyl to glass configuration. The samples were cured under 50% RH and 73 0 F. TABLE 5
- the adhesion strength build was measured by lap shear as determined by the following procedure: The surfaces of all substrates (glass & vinyl) were cleaned prior to preparation of the lap shear test coupon. All substrates were cleaned using a soap (Aj ax ® Dish Liquid) and water solution. After cleaning, the surfaces of the substrates were immediately wiped dry with a clean Kimwipe ® . The test specimens measuring 1 inch by 3 inches, were prepared using a jig assembly in order to ensure the reproducibility of the bond line thickness (1/16 of an inch) and overlap (0:50 inches) of the lap shear test specimen. The test specimens were cured under standard conditions (25° C and 50% Relative Humidity) for the time specified. Performance measurements were obtained using a standard tensile tester. Each test specimen was pulled (at a crosshead speed of 0.5 in. per minute) to failure. The lap shear strength (psi) was calculated in accordance with the following formula:
- Examples 3 and 4 of the present invention also demonstrated excellent primerless adhesion strength build as shown in Table 5, in particular Examples 3 and 4 demonstrated excellent adhesion strength build within 60 minutes between glass and glass, as well as vinyl (plastic) and glass.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Ceramic Engineering (AREA)
- Geochemistry & Mineralogy (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Structural Engineering (AREA)
- Civil Engineering (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Joining Of Glass To Other Materials (AREA)
- Securing Of Glass Panes Or The Like (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA 2648401 CA2648401C (en) | 2006-04-06 | 2007-04-04 | Architectural unit possessing translucent silicone rubber component |
BRPI0710311-5A BRPI0710311A2 (en) | 2006-04-06 | 2007-04-04 | architecture unit having a translucent silicone rubber component |
EP07754943.4A EP2013289B1 (en) | 2006-04-06 | 2007-04-04 | Architectural unit possessing translucent silicone rubber component |
JP2009504304A JP5175266B2 (en) | 2006-04-06 | 2007-04-04 | Building unit with translucent silicone rubber component |
KR1020087024393A KR101404659B1 (en) | 2006-04-06 | 2007-04-04 | Architectural unit possessing translucent silicone rubber component |
NO20084365A NO20084365L (en) | 2006-04-06 | 2008-10-17 | Building unit producing transparent silicon rubber component |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/399,557 US7527838B2 (en) | 2006-04-06 | 2006-04-06 | Architectural unit possessing translucent silicone rubber component |
US11/399,557 | 2006-04-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2007117551A1 true WO2007117551A1 (en) | 2007-10-18 |
Family
ID=38446058
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2007/008508 WO2007117551A1 (en) | 2006-04-06 | 2007-04-04 | Architectural unit possessing translucent silicone rubber component |
Country Status (10)
Country | Link |
---|---|
US (1) | US7527838B2 (en) |
EP (1) | EP2013289B1 (en) |
JP (1) | JP5175266B2 (en) |
KR (1) | KR101404659B1 (en) |
CN (2) | CN103483822B (en) |
BR (1) | BRPI0710311A2 (en) |
CA (1) | CA2648401C (en) |
NO (1) | NO20084365L (en) |
TW (1) | TWI448513B (en) |
WO (1) | WO2007117551A1 (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8680216B2 (en) | 2010-07-02 | 2014-03-25 | Wacker Chemie Ag | Storage-stable hardener composition in a 2K system |
US10526453B2 (en) | 2016-08-03 | 2020-01-07 | Dow Silicones Corporation | Elastomeric compositions and their applications |
US11090253B2 (en) | 2016-08-03 | 2021-08-17 | Dow Silicones Corporation | Cosmetic composition comprising silicone materials |
US11254847B2 (en) | 2017-05-09 | 2022-02-22 | Dow Silicones Corporation | Lamination adhesive compositions and their applications |
US11332581B2 (en) | 2015-01-28 | 2022-05-17 | Dow Silicones Corporation | Elastomeric compositions and their applications |
US11479022B2 (en) | 2017-05-09 | 2022-10-25 | Dow Silicones Corporation | Lamination process |
US11485936B2 (en) | 2016-08-03 | 2022-11-01 | Dow Silicones Corporation | Fabric care composition comprising silicone materials |
Families Citing this family (46)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8501856B2 (en) * | 2007-07-13 | 2013-08-06 | Momentive Performance Materials Inc. | Curable silicon-containing compositions possessing high translucency |
GB0721958D0 (en) * | 2007-11-08 | 2007-12-19 | Tremco Illbruck Internat Gmbh | Insulating glass sealant |
FR2925514A1 (en) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | ORGANOPOLYSILOXANIC COMPOSITION VULCANIZABLE AT ROOM TEMPERATURE IN ELASTOMER AND NEW POLYCONDENSATION CATALYSTS OF ORGANOPOLYSILOXANES. |
FR2925510A1 (en) * | 2007-12-20 | 2009-06-26 | Bluestar Silicones France Soc | Organopolysiloxane composition, useful e.g. for preparing elastomer, resins or synthetic foams, comprises silicone base hardened by polycondensation of silicone elastomer, and at least one catalytic system, which comprises metal salt |
WO2009126186A1 (en) | 2008-04-10 | 2009-10-15 | Cardinal Ig Company | Manufacturing of photovoltaic subassemblies |
CN101831271B (en) * | 2010-03-18 | 2012-07-11 | 常熟市恒信粘胶有限公司 | Hollow glass bi-component organosilicone sealant and preparation method and application thereof |
JP5682257B2 (en) * | 2010-07-30 | 2015-03-11 | 三菱化学株式会社 | Resin composition for semiconductor light emitting device |
CN103201316B (en) | 2010-09-08 | 2015-08-12 | 莫门蒂夫性能材料股份有限公司 | The organopolysiloxane composition of moisture curing |
DE102010042712A1 (en) * | 2010-10-20 | 2012-04-26 | Wacker Chemie Ag | Self-adhesive hardener composition |
KR20120061531A (en) * | 2010-12-03 | 2012-06-13 | 한국전자통신연구원 | Method and device of forming a metal pattern |
CN103717645B (en) * | 2011-07-06 | 2016-08-17 | 莫门蒂夫性能材料股份有限公司 | Moisture cured elastic translucent organic silicon water-proofing coating and preparation method thereof |
WO2013070227A1 (en) | 2011-11-10 | 2013-05-16 | Momentive Performance Materials Inc. | Moisture curable composition of a polymer having silyl groups |
WO2013071078A1 (en) | 2011-11-10 | 2013-05-16 | Momentive Performance Materials, Inc. | Moisture curable organopolysiloxane composition |
JP6267128B2 (en) | 2011-12-15 | 2018-01-24 | モーメンティブ・パフォーマンス・マテリアルズ・インク | Moisture curable organopolysiloxane composition |
JP6297498B2 (en) | 2011-12-15 | 2018-03-20 | モーメンティブ・パフォーマンス・マテリアルズ・インク | Moisture curable organopolysiloxane composition |
JP2015504946A (en) | 2011-12-29 | 2015-02-16 | モーメンティブ・パフォーマンス・マテリアルズ・インク | Moisture curable organopolysiloxane composition |
US10828968B2 (en) | 2012-05-08 | 2020-11-10 | Central Glass Company, Limited | Insulated glass units including silanol-inclusive adhesives, and/or associated methods |
DE102012214695A1 (en) | 2012-08-17 | 2014-02-20 | Wacker Chemie Ag | Room temperature crosslinking organosiloxane compositions |
WO2014137774A1 (en) * | 2013-03-04 | 2014-09-12 | Guardian Industries Corp. | Insulated glass units including silanol-inclusive adhesives, and/or associated methods |
TW201434882A (en) | 2013-03-13 | 2014-09-16 | Momentive Performance Mat Inc | Moisture curable organopolysiloxane compositions |
JP2016521309A (en) | 2013-05-10 | 2016-07-21 | モーメンティブ・パフォーマンス・マテリアルズ・インク | Non-metallic catalyst room temperature moisture curable organopolysiloxane composition |
CN103867077B (en) * | 2014-03-25 | 2015-10-07 | 大连工业大学 | A kind of warm limit spacer bar based on ethylene-vinyl acetate copolymer and preparation method thereof |
BR112016024022A2 (en) | 2014-04-15 | 2017-08-15 | 3M Innovative Properties Co | curable silicone composition |
CN104497315B (en) * | 2014-12-05 | 2017-02-22 | 东莞兆舜有机硅科技股份有限公司 | Polydimethylsiloxane containing branch chains as well as preparation method and application thereof |
DE112016000869T5 (en) | 2015-02-23 | 2018-01-18 | King Industries, Inc. | Curable coating compositions of silane-functional polymers |
CN104890210A (en) * | 2015-06-16 | 2015-09-09 | 彭刚 | Production method of moisture-absorbing silicone rubber spacing bar and moisture-absorbing silicone rubber spacing bar |
CA2991599C (en) * | 2015-07-07 | 2023-07-11 | Henkel Ag & Co. Kgaa | High temperature resistant, two component, low viscosity silicone composition |
GB201604971D0 (en) * | 2016-03-23 | 2016-05-04 | Dow Corning | Moisture curable compositions |
CN105713551A (en) * | 2016-05-06 | 2016-06-29 | 烟台图文马克化工科技有限公司 | Silicone sealant for plastic-steel doors and windows |
GB201613412D0 (en) | 2016-08-03 | 2016-09-14 | Dow Corning | Elastomeric compositions and their applications |
GB201613414D0 (en) | 2016-08-03 | 2016-09-14 | Dow Corning | Elastomeric compositions and their applications |
CN109923275B (en) * | 2016-10-18 | 2022-02-11 | P.E.T.聚合物挤出技术公司 | Method and system for manufacturing a spacer for a translucent panel |
JP2019533747A (en) | 2016-10-31 | 2019-11-21 | ワッカー ケミー アクチエンゲゼルシャフトWacker Chemie AG | Single component room temperature curable compositions based on organosilicon compounds and titanium curing catalysts |
JP6918587B2 (en) * | 2017-06-12 | 2021-08-11 | 株式会社竹中工務店 | Double glazing |
EP3700978B1 (en) | 2018-04-19 | 2024-07-17 | Wacker Chemie AG | Polysiloxane composition |
US20200190358A1 (en) * | 2018-12-13 | 2020-06-18 | Momentive Performance Materials Inc. | Organosiloxane coating composition and uses thereof |
EP3924420A4 (en) | 2019-02-13 | 2022-10-12 | Dow Global Technologies Llc | Moisture-curable polyolefin formulation |
CN110588949B (en) * | 2019-09-16 | 2021-03-02 | 北京航玻新材料技术有限公司 | Window body device and military helicopter comprising same |
CA3161841C (en) * | 2019-12-17 | 2024-03-12 | Jiang PENG | Sealant composition |
US20230022605A1 (en) * | 2019-12-17 | 2023-01-26 | Dow Silicones Corporation | Sealant composition |
WO2021133622A1 (en) | 2019-12-23 | 2021-07-01 | Dow Silicones Corporation | Sealant composition |
JP7335611B2 (en) * | 2020-03-27 | 2023-08-30 | 積水フーラー株式会社 | Spacer member and double glazing |
DE102020114327A1 (en) * | 2020-05-28 | 2021-12-02 | Gxc Coatings Gmbh | Anti-fog coating |
CN112662185B (en) * | 2020-12-07 | 2022-06-07 | 合盛硅业(嘉兴)有限公司 | Method for preparing liquid silicone rubber-based adhesive by using hexamethyldisilazane |
WO2023039116A1 (en) * | 2021-09-09 | 2023-03-16 | Momentive Performance Materials Inc. | Non-sag composition |
CN114933756B (en) * | 2022-06-27 | 2022-11-18 | 宁波新天用电线电缆实业有限公司 | Anti-aging polyethylene material, preparation method thereof and cable |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6235832B1 (en) * | 1998-12-21 | 2001-05-22 | Dow Corning Corporation | RTV silicone compositions with rapid development of green strength |
US20050192387A1 (en) * | 2004-03-01 | 2005-09-01 | Williams David A. | RTV silicone composition offering rapid bond strength |
Family Cites Families (34)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3361709A (en) | 1961-04-04 | 1968-01-02 | Exxon Research Engineering Co | Polyolefins stabilized with a nickel complex of a benzophenone |
DE2344388B2 (en) | 1973-09-03 | 1978-06-22 | Elektroschmelzwerk Kempten Gmbh, 8000 Muenchen | Process for making hydrophobic silica |
US3957603A (en) | 1974-06-14 | 1976-05-18 | Electromet, Inc. | Electrolytic gold recovery and separation process |
DE2929587C2 (en) | 1979-07-21 | 1981-08-27 | Degussa Ag, 6000 Frankfurt | Hydrophobic filler mixture, process for its production and its use |
US4304897A (en) * | 1980-07-17 | 1981-12-08 | General Electric Company | Room temperature vulcanizable silicone rubber compositions and process of making |
JPS62295958A (en) * | 1986-06-13 | 1987-12-23 | Shin Etsu Chem Co Ltd | Room temperature curing organosiloxane composition |
CA1312409C (en) | 1987-10-16 | 1993-01-05 | Masayoshi Imanaka | Sealant for double-layered glass |
JPH0786172B2 (en) * | 1988-12-05 | 1995-09-20 | 東芝シリコーン株式会社 | Room temperature curable silicone rubber composition |
FR2699529B1 (en) | 1992-12-18 | 1995-02-03 | Saint Gobain Vitrage Int | Method of treating a glazing for the adhesion of a peripheral profile. |
DE4419234A1 (en) | 1994-06-01 | 1995-12-07 | Wacker Chemie Gmbh | Process for the silylation of inorganic oxides |
JPH08198644A (en) | 1995-01-13 | 1996-08-06 | Kanegafuchi Chem Ind Co Ltd | Composition for multilayer glass |
US6136446A (en) | 1995-05-19 | 2000-10-24 | Prc-Desoto International, Inc. | Desiccant matrix for an insulating glass unit |
US5804253A (en) | 1995-07-17 | 1998-09-08 | Kanegafuchi Chemical Ind. Co., Ltd. | Method for adhering or sealing |
US5653073A (en) | 1995-09-15 | 1997-08-05 | Sne Enterprises, Inc. | Fenestration and insulating construction |
US5849832A (en) | 1995-10-25 | 1998-12-15 | Courtaulds Aerospace | One-component chemically curing hot applied insulating glass sealant |
DE19653992A1 (en) | 1996-12-21 | 1998-06-25 | Huels Silicone Gmbh | Process for deaggregating silica |
JPH10279806A (en) * | 1997-04-04 | 1998-10-20 | Toshiba Silicone Co Ltd | Polyorganosiloxane composition |
US6284360B1 (en) | 1997-09-30 | 2001-09-04 | 3M Innovative Properties Company | Sealant composition, article including same, and method of using same |
GB9724077D0 (en) * | 1997-11-15 | 1998-01-14 | Dow Corning Sa | Insulating glass units |
DE19756831A1 (en) | 1997-12-19 | 1999-07-01 | Wacker Chemie Gmbh | Silicon dioxide, which carries partially or completely silylated polysilicic acid chains on its surface |
US6828403B2 (en) | 1998-04-27 | 2004-12-07 | Essex Specialty Products, Inc. | Method of bonding a window to a substrate using a silane functional adhesive composition |
JP2000086422A (en) * | 1998-09-07 | 2000-03-28 | Gc Corp | Periphery treatment material for denture base and treatment of denture periphery |
US6248204B1 (en) | 1999-05-14 | 2001-06-19 | Loctite Corporation | Two part, reinforced, room temperature curable thermosetting epoxy resin compositions with improved adhesive strength and fracture toughness |
DE19923906A1 (en) | 1999-05-26 | 2000-11-30 | Basf Ag | Optically transparent polymeric solid electrolyte |
AU771280B2 (en) | 1999-09-01 | 2004-03-18 | Prc-Desoto International, Inc. | Insulating glass unit with structural primary sealant system |
JP4823431B2 (en) | 2001-01-30 | 2011-11-24 | 東レ・ダウコーニング株式会社 | Room temperature curable silicone rubber composition |
DE10115698A1 (en) | 2001-03-29 | 2002-10-10 | Degussa | Metal-free silane-terminated polyurethanes, a process for their production and their use |
DE10145162A1 (en) | 2001-09-13 | 2003-04-10 | Wacker Chemie Gmbh | Silylated silica with low levels of silicon-bonded hydroxy groups useful in toners, developers, charge control agents and flow improvers for powder systems and in crosslinkable polymer and resin compositions |
JP3925625B2 (en) * | 2001-12-20 | 2007-06-06 | 信越化学工業株式会社 | Curable composition |
JP3900267B2 (en) * | 2002-05-09 | 2007-04-04 | 信越化学工業株式会社 | Room temperature curable organopolysiloxane composition |
JP4088764B2 (en) | 2002-07-01 | 2008-05-21 | 信越化学工業株式会社 | Room temperature curable organopolysiloxane composition |
JP3835796B2 (en) | 2002-07-03 | 2006-10-18 | 信越化学工業株式会社 | Room temperature curable organopolysiloxane composition |
JP3897106B2 (en) * | 2002-08-09 | 2007-03-22 | 信越化学工業株式会社 | Room temperature curable organopolysiloxane composition |
JP4987218B2 (en) * | 2003-10-02 | 2012-07-25 | モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 | Room temperature curable polyorganosiloxane composition |
-
2006
- 2006-04-06 US US11/399,557 patent/US7527838B2/en active Active
-
2007
- 2007-03-27 TW TW96110592A patent/TWI448513B/en not_active IP Right Cessation
- 2007-04-04 JP JP2009504304A patent/JP5175266B2/en active Active
- 2007-04-04 CN CN201310381530.0A patent/CN103483822B/en not_active Expired - Fee Related
- 2007-04-04 CN CNA2007800212164A patent/CN101466793A/en active Pending
- 2007-04-04 CA CA 2648401 patent/CA2648401C/en not_active Expired - Fee Related
- 2007-04-04 WO PCT/US2007/008508 patent/WO2007117551A1/en active Application Filing
- 2007-04-04 BR BRPI0710311-5A patent/BRPI0710311A2/en active Search and Examination
- 2007-04-04 KR KR1020087024393A patent/KR101404659B1/en not_active IP Right Cessation
- 2007-04-04 EP EP07754943.4A patent/EP2013289B1/en not_active Not-in-force
-
2008
- 2008-10-17 NO NO20084365A patent/NO20084365L/en not_active Application Discontinuation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6235832B1 (en) * | 1998-12-21 | 2001-05-22 | Dow Corning Corporation | RTV silicone compositions with rapid development of green strength |
US20050192387A1 (en) * | 2004-03-01 | 2005-09-01 | Williams David A. | RTV silicone composition offering rapid bond strength |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8680216B2 (en) | 2010-07-02 | 2014-03-25 | Wacker Chemie Ag | Storage-stable hardener composition in a 2K system |
US11332581B2 (en) | 2015-01-28 | 2022-05-17 | Dow Silicones Corporation | Elastomeric compositions and their applications |
US10526453B2 (en) | 2016-08-03 | 2020-01-07 | Dow Silicones Corporation | Elastomeric compositions and their applications |
US11090253B2 (en) | 2016-08-03 | 2021-08-17 | Dow Silicones Corporation | Cosmetic composition comprising silicone materials |
US11485936B2 (en) | 2016-08-03 | 2022-11-01 | Dow Silicones Corporation | Fabric care composition comprising silicone materials |
US11254847B2 (en) | 2017-05-09 | 2022-02-22 | Dow Silicones Corporation | Lamination adhesive compositions and their applications |
US11479022B2 (en) | 2017-05-09 | 2022-10-25 | Dow Silicones Corporation | Lamination process |
Also Published As
Publication number | Publication date |
---|---|
JP2009532568A (en) | 2009-09-10 |
TWI448513B (en) | 2014-08-11 |
BRPI0710311A2 (en) | 2011-08-09 |
NO20084365L (en) | 2008-12-17 |
KR101404659B1 (en) | 2014-06-20 |
JP5175266B2 (en) | 2013-04-03 |
CA2648401C (en) | 2014-05-27 |
CA2648401A1 (en) | 2007-10-18 |
EP2013289A1 (en) | 2009-01-14 |
US20070237912A1 (en) | 2007-10-11 |
EP2013289B1 (en) | 2016-06-08 |
CN101466793A (en) | 2009-06-24 |
TW200806745A (en) | 2008-02-01 |
KR20090003316A (en) | 2009-01-09 |
CN103483822A (en) | 2014-01-01 |
US7527838B2 (en) | 2009-05-05 |
CN103483822B (en) | 2016-01-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US7527838B2 (en) | Architectural unit possessing translucent silicone rubber component | |
EP2010608B1 (en) | Two-part translucent silicone rubber-forming composition | |
CA2636107C (en) | Insulated glass unit possessing room temperature-curable siloxane-containing composition of reduced gas permeability | |
EP1723201B1 (en) | Rtv silicone composition offering rapid bond strength | |
CA2637070C (en) | Insulated glass unit with sealant composition having reduced permeability to gas | |
US8597741B2 (en) | Insulated glass unit possessing room temperature-cured siloxane sealant composition of reduced gas permeability | |
CA2630162A1 (en) | Insulated glass unit possessing room temperature-cured siloxane sealant composition of reduced gas permeability | |
KR101462008B1 (en) | Architectural unit possessing rapid deep-section cure silicone rubber component |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 200780021216.4 Country of ref document: CN |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 07754943 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2648401 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2009504304 Country of ref document: JP Ref document number: 1020087024393 Country of ref document: KR |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2007754943 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: PI0710311 Country of ref document: BR Kind code of ref document: A2 Effective date: 20081006 |