CN108603032A - Curable organosilicon composition - Google Patents

Curable organosilicon composition Download PDF

Info

Publication number
CN108603032A
CN108603032A CN201680065197.4A CN201680065197A CN108603032A CN 108603032 A CN108603032 A CN 108603032A CN 201680065197 A CN201680065197 A CN 201680065197A CN 108603032 A CN108603032 A CN 108603032A
Authority
CN
China
Prior art keywords
mass
organopolysiloxane
sio
alkenyl
unit
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.)
Pending
Application number
CN201680065197.4A
Other languages
Chinese (zh)
Inventor
T·D·贝克迈耶
M·卡明斯
S·J·登特
J·P·麦克唐纳
G·维贝尔
徐胜清
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.)
Dow Silicones Corp
Original Assignee
Dow Silicones Corp
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 Dow Silicones Corp filed Critical Dow Silicones Corp
Priority claimed from PCT/US2016/061961 external-priority patent/WO2017087351A1/en
Publication of CN108603032A publication Critical patent/CN108603032A/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F13/00Inhibiting corrosion of metals by anodic or cathodic protection
    • C23F13/02Inhibiting corrosion of metals by anodic or cathodic protection cathodic; Selection of conditions, parameters or procedures for cathodic protection, e.g. of electrical conditions
    • C23F13/06Constructional parts, or assemblies of cathodic-protection apparatus
    • C23F13/08Electrodes specially adapted for inhibiting corrosion by cathodic protection; Manufacture thereof; Conducting electric current thereto
    • C23F13/10Electrodes characterised by the structure
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F13/00Inhibiting corrosion of metals by anodic or cathodic protection
    • C23F13/02Inhibiting corrosion of metals by anodic or cathodic protection cathodic; Selection of conditions, parameters or procedures for cathodic protection, e.g. of electrical conditions
    • C23F13/06Constructional parts, or assemblies of cathodic-protection apparatus
    • C23F13/08Electrodes specially adapted for inhibiting corrosion by cathodic protection; Manufacture thereof; Conducting electric current thereto
    • C23F13/20Conducting electric current to electrodes

Abstract

The invention discloses a kind of curable silicon composition, the composition includes organopolysiloxane, which includes:The diakyl-polysiloxane of alkenyl functional averagely has at least two alkenyl groups in each of which molecule, and the degree of polymerization is between about 25 and about 10,000, the about 20 mass % to about 50 mass % of the organopolysiloxane;The organopolysiloxane of alkenyl functional, it includes SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2Unit, wherein R1For C1‑10Alkyl and R2For alkenyl, the organopolysiloxane resins of the alkenyl functional are with the alkenyl group within the scope of about 1.0 mass % to about 4.5 mass % and with about 0.2 mass % to the OH contents of about 2.0 mass %, and weight-average molecular weight is about 2,000g/mol to about 22,000g/mol;Crosslinking agent;And the hydrosilylation catalyst of catalytic amount.

Description

Curable organosilicon composition
Theme described herein be related to curable organosilicon composition, formed curable organosilicon composition method and its Cured article provides the cured silicone material of highly transparent.
Background technology
In medical treatment, electronics and illuminating industry, the optimization balance of machinery and optical property can be achieved excellent functions of the equipments and Performance.In these industries, resin tooth elastomer silicone is widely used in realizing or enhancing mechanical performance.Art technology Personnel speculate and it is widely accepted that, it is necessary to include the organopolysiloxane resins (> of high quality flat average molecular weight alkenyl functional 22,000g/mol) to provide the abundant enhancing to these elastomer silicones.
In addition, thus it has been previously demonstrated that the organopolysiloxane resins of alkenyl functional provide excellent for elastomer silicone Machinery enhancing, and be then that obtained curing materials provide excellent machinery and enhance.However, with alkene in composition The amount of the organopolysiloxane resins of base function increases, and causes optical property impaired due to agglomeration and the cohesion of resin particle, So as to cause light scattering and relevant mist degree.In many applications of optical clarity realization device function or efficiency, this mist Degree is harmful.
Composition provided herein shows the significant and unexpected improvement of this performance characteristic balance.More specifically Ground, the present invention are directed to traditional viewpoint, the i.e. alkenyl functional by the way that low quality average molecular weight (< 22,000g/mol) is used only Organopolysiloxane resins balance, maintain and improve mechanical strength and optical clarity.
In addition, the concentration relative to the organopolysiloxane polymer of alkenyl functional in composition, these low quality are average The organopolysiloxane resins of molecular weight alkenyl functional can be used in the composition with high concentration, to provide excellent superficiality Matter, this is also required in optics and electronic application.Specifically, these compositions provide excellent visible light transmission and machine Tool performance, while the surface viscosity of reduction and advantageous processing characteristics being provided.
Invention content
The curable organosilicon composition of the present invention includes that the Si―H addition reaction of organopolysiloxane, crosslinking agent and catalytic amount is urged Agent.Organopolysiloxane has the resin of the polymer and alkenyl functional of alkenyl functional.The polymer has in each molecule There are average at least two alkenyl groups, the degree of polymerization is in the range of about 25 to about 10,000, and with the pact of organopolysiloxane Exist in the range of 20 mass % to about 50 mass %.Resin has SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2It is single Member, wherein R1For C1-10Alkyl and R2For alkenyl.Resin has the alkene within the scope of about 1.0 mass % to about 4.5 mass % Hydroxy radical content and about 2,000g/mol to about 22,000g/mol on silicon within the scope of base, about 0.2 mass % to about 2.0 mass % Weight-average molecular weight in range.
Description of the drawings
Fig. 1 show using optical evaluation sample preparation C for as the function of wavelength be discussed herein have 0.28 Total optical transmittance that the example of centimetre (cm) thickness measures.
Fig. 2 shows using optical evaluation sample preparation C for as the function of wavelength be discussed herein have The Optical haze of the thickness measure of 0.28cm.
Fig. 3 show using optical evaluation sample preparation D for as the function of wavelength be discussed herein have 1.0cm Thickness measure optical transmittance.
Fig. 4 show using optical evaluation sample preparation B for as the function of wavelength be discussed herein have 3.2cm Thickness measure total optical transmittance.
Specific implementation mode
Exemplary composition described herein is consolidating for the basic components for including organopolysiloxane (A) as composition Change silicon composition.Organopolysiloxane includes the organopolysiloxane polymer (A-1) and alkenyl functional of alkenyl functional Organopolysiloxane resins (A-2).
In an exemplary embodiment, (A-1) has average at least two alkenyl groups in each molecule.(A- 1) have be substantially straight-chain molecular structure polymer form, but strand it is a part of may have it is branched to a certain extent. (A-1) alkenyl in may include but be not limited to vinyl, alkyl, allyl, isopropenyl, cyclobutenyl, pentenyl, hexenyl and The combination of cyclohexenyl group or its any two or more.The bonding position of the alkenyl may include but be not limited to the end on strand End position and/or side chain positions.(A-1) alkyl in may include but be not limited to C1-10Alkyl such as methyl, ethyl, propyl, ring penta The combination of base and cyclohexyl or its any two or more.
In an exemplary embodiment, (A-1) is the alkene for averagely having in each molecule at least two alkenyl groups The diakyl-polysiloxane of base function.In another exemplary embodiment, (A-1) is diorganopolysiloxanecompositions, and can Including but not limited in two molecule chain ends by the poly- silica of the dimethyl of dimethylvinylsiloxy group end capping Alkane, in two molecule chain ends by the dimethyl siloxane-methyl ethylene of dimethylvinylsiloxy group end capping Radical siloxane copolymer, in two molecule chain ends by the poly- silica of the methyl ethylene of trimethylsiloxy group end capping Alkane, in two molecule chain ends by the dimethyl siloxane-methyl vinyl silica of trimethylsiloxy group end capping The combination of alkyl copolymer or its any two or more.
In an exemplary embodiment, the viscosity of (A-1) is about 100 mpas (mPas) to about 2 at 25 DEG C, 000,000mPas, or more specifically about 1,500mPas is to about 100,000mPas, or even more specifically about 2000mPas to about 80,000mPas.When (A-1) is the mixing of the polysiloxane of two or more alkenyl functionals When object, it may include the polysiloxane of high viscosity and low viscosity alkenyl functional, viscosity of the mixture at 25 DEG C is about 1,000mPas to about 200,000mPas.
The content of (A-1) is in the range of the about 20 mass % to about 50 mass % of (A) in composition, or more specifically With the amount of the about 25 mass % to about 50 mass % of (A), or even more specifically with about 30 mass % to the amount of about 50 mass %. At least some reasons include:When the amount of (A-1) is less than the lower limit of the range, by the cured silicone of composition solidification offer The flexibility of material tends to decline;On the other hand, when the amount of (A-1) is more than the upper limit of the range, by consolidating for this composition The hardness for changing the cured silicone material provided tends to decline.(A) in 30 mass % to (A-1) of 50 mass % content with (A) composition of the content of (A-1) between 20 mass % and 30 mass % includes compared to providing preferred processing characteristics Viscosity and flowability.
In an exemplary embodiment, the dimethyl silicone polymer of vinyl functional is that have only in the ethylene of end Base group and average degree of polymerization are about 25 to about 10, the fluid of 000 polysiloxane chain, such as formula MVi 2D25To MVi 2D10,000, Middle MViIt is averagely to include the siloxane unit of a vinyl groups and two methyl groups, and D is that there are two methyl bases for tool The siloxane unit of group.
In another exemplary embodiment, the dimethyl silicone polymer of vinyl functional is that have only in the second of end The fluid for the polysiloxane chain that alkenyl group and average degree of polymerization are 900, with formula MVi 2D900, wherein MViIt averagely includes one to be The siloxane unit of a vinyl groups and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In another exemplary embodiment, the dimethyl silicone polymer of vinyl functional is that have only in the second of end The fluid for the polysiloxane chain that alkenyl group and average degree of polymerization are 500, with formula MVi 2D500, wherein MViIt is averagely to have one The siloxane unit of a vinyl groups and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In another exemplary embodiment, the dimethyl silicone polymer of vinyl functional is that have only in the second of end The fluid for the polysiloxane chain that alkenyl group and average degree of polymerization are 300, with formula MVi 2D300, wherein MViIt is averagely to have one The siloxane unit of a vinyl groups and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In another exemplary implementation scheme, the dimethyl silicone polymer of vinyl functional is that have only in the second of end The fluid for the polysiloxane chain that alkenyl group and average degree of polymerization are 165, with formula MVi 2D165, wherein MViIt is averagely to have one The siloxane unit of a vinyl groups and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In yet another embodiment, the dimethyl silicone polymer of vinyl functional is that have only in the vinyl base of end The fluid for the polysiloxane chain that group and average degree of polymerization are 27, with formula MVi 2D27, wherein MViIt is that there are one ethylene for average tool The siloxane unit of base group and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In some cases, the degree of polymerization, which is 900 or smaller organopolysiloxanes, may not be able to provide enough viscosity, and And may include that viscosity is more than 1,000,000mPas organopolysiloxane in composition, medium vinyl is not limited to be located at end Position and/or in pendant positions and/or the side chain positions on strand.For example, the viscosity as (A-1) is less than 1 at 25 DEG C, 000mPas (cP), the then material provided by solidification composition filling tend to have unsatisfactory flexibility and/or low stretching Intensity.In this example, suitable highly viscous organopolysiloxanes can be added satisfactory flexible to provide in composition Property and/or high tensile.
In an exemplary embodiment, high viscosity polysiloxane has only in the vinyl groups of end peace The right polysiloxane chain for being 2000 to 15,000 of homopolymerization, with formula MVi 2D2000To MVi 2D15,000, wherein MViIt is average to have The siloxane unit of one vinyl groups and two methyl groups, and D is that there are two the siloxane units of methyl group for tool.
In another exemplary embodiment, high viscosity polysiloxane have only the vinyl groups of end simultaneously And average degree of polymerization is 9,463, with formula MVi 2D9,463, wherein MViIt is that there are one vinyl groups and two methyl for average tool The siloxane unit of group, and D is that there are two the siloxane units of methyl group for tool.
In another exemplary implementation scheme, high viscosity polysiloxane has the second on end and pendant positions The polysiloxane chain that alkenyl group and average degree of polymerization are 9,437, including with formula MVi 2DVi 187D9,250D and DViUnit, Middle MViIt is the siloxane unit that siloxanes has average a vinyl and two methyl, DViIt is that there are one vinyl for average tool The siloxane unit of group and a methyl group, and D is that there are two the siloxane units of methyl group for tool.
As previously mentioned, organopolysiloxane further includes the resin (A-2) of alkenyl functional.(A-2) include SiO4/2Unit (" Q " Unit), R1 2R2SiO1/2Unit (" M " unit rolled into a ball with alkenyl and alkyl functional) and R1 3SiO1/2(with alkyl functional group " M " unit), wherein R1It is C1-10Alkyl and R2It is alkenyl.In an exemplary embodiment, (A-2) includes about 1.0 weights Measure % to about 4.5 weight % contents of ethylene, about 0.2 weight % to about 2.0 weight % due to silanol OH contents and The weight-average molecular weight of about 2,000g/mol to about 22,000g/mol.More specifically, (A-2) include about 2.0 weight % to about The contents of ethylene of 4.0 weight %, the OH contents and about 2,000g/ on the silanol of about 0.4 weight % to about 1.8 weight % The weight-average molecular weight of mol to about 20,000g/mol.Even more specifically, (A-2) includes about 2.8 weight % to about 3.8 weights Measure the contents of ethylene of %, about 0.6 weight % to about 1.5 weight % due to the OH contents of silanol and about 2,000g/mol extremely The weight-average molecular weight of about 15,000g/mol.
In an exemplary embodiment, (A-2) has the weight-average molecular weight of about 3400g/mol, wherein ethylene Base group content is 3.3 mass %, and hydroxyl group content is 1.1 mass % (0.044 mole of OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 1.02.
In another exemplary embodiment, (A-2) has the weight-average molecular weight of 3,380g/mol, wherein ethylene Base group content is 1.5 mass %, and hydroxyl group content is 1.1 mass % (0.045 mole of OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 1.00.
In another exemplary implementation scheme, (A-2) has the weight-average molecular weight of 3,410g/mol, wherein ethylene Base group content is 2.3 mass %, and hydroxyl group content is 1.0 mass % (0.040 mole of OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 0.996.
In another exemplary embodiment, (A-2) has the weight-average molecular weight of 3,460g/mol, wherein ethylene Base group content is 3.1 mass %, and hydroxyl group content is 1.2 mass % (0.046 mole of OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 0.988.
In one embodiment, (A-2) there is the weight-average molecular weight of 3,360g/mol, wherein vinyl groups to contain Amount is 1.6 mass %, and hydroxyl group content is 1.0 mass % (0.039 mole of OH/ moles of Si), and R1 2R2SiO1/2With R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 1.00.
In another exemplary embodiment, (A-2) has the weight-average molecular weight of 3,880g/mol, wherein ethylene Base group content is 3.4 mass %, and hydroxyl group content is 0.8 mass % (0.034 mole of OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 1.00.
Mode by comparing, in the embodiment of non-present invention, organopolysiloxane resins have 23,400g/mol Weight-average molecular weight, wherein vinyl groups content be 2.0 mass %, hydroxyl group content be 1.9 mass % (0.074 Mole OH/ moles of Si), and R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The molal quantity of unit it Than being 0.848.When mixing in preparation, which provides enough mechanical performances, but containing as (A-2) When amount is more than the 50% of (A), optical transmissibility is poor.
In another non-present invention embodiment, organopolysiloxane resins have 26,000 weight-average molecular weight, Wherein vinyl groups content is 4.0 mass %, and hydroxyl group content is 1.6 mass % (0.063 mole of OH/ moles of Si), and And R1 2R2SiO1/2And R1 3SiO1/2The total mole number of unit and 1 mole of SiO4/2The ratio between molal quantity of unit is 0.882.Work as incorporation When in preparation, which provides enough mechanical performances, but when the content of (A-2) is more than the 50% of (A) When, optical transmissibility is poor.
In an exemplary embodiment, (A-2) is with the about 50 mass % to about 80 mass % of component (A) or more preferable The range of the about 50 mass % to about 75 mass % of component (A) or the about 50 mass % to about 70 mass % of most preferred composition (A) Interior amount exists.
As previously mentioned, the curable organosilicon composition of the present invention also includes crosslinking agent (B), including but not limited to organic hydrogen The combination of oligosiloxane, organic hydrogen polysiloxanes, poly- organohydrogensiloxanes or its any two or more.
In an exemplary embodiment, (B) be any two different at least one of following parameter or The combination of more kinds of poly- organohydrogensiloxanes:The content of silicon hydrate (SiH), molecular structure and composition (such as M, D, T, Q and he Ratio;Side functional group, molecular structure, polymer lateral chain branch), viscosity, average molecular weight and molecular weight distribution, silicon The number of oxygen alkane unit and the sequence with two or more different silicones units.
In another exemplary embodiment, (B) is the hydrogen atom that average per molecule has at least two silicon bondings The organosiloxane crosslinking agent of SiH functions, and wherein (B) is selected from single poly- organohydrogensiloxanes or at least one of difference Two or more poly- organohydrogensiloxanes combination:The number and sequence of structure, viscosity, average molecular weight, siloxane unit Row.
In an exemplary embodiment, (B) is that averagely the hydrogen at least three silicon bondings is former in each molecule The organopolysiloxane of son, the wherein group of the silicon bonding other than the hydrogen of silicon bonding are C1-10Alkyl, in an amount of from offer (B) about Total alkenyl in every 1 molar constituent (A) of 0.4 mole of hydrogen to about 4.0 moles of silicon bondings.In this embodiment, (B) be comprising with Under organopolysiloxane:(B-1) there is at least about hydrogen of 0.7 mass % silicon bondings and include SiO4/2Unit and HR3 2SiO1/2 The organopolysiloxane of unit, proportional region are about 1.5 moles to about 3.8 moles HR3 2SiO1/2The every 1 mole of SiO of unit4/2It is single Member, R R3For C1-10Alkyl, (B-1) are about 5 mass % to about 100 mass % (the about 5 mass % to about 95 matter of component (B) Measure %);And (B-2) has the straight chain organopolysiloxane of at least about hydrogen of 0.1 mass % silicon bondings, the wherein hydrogen of silicon bonding The group of silicon bonding in addition is C1-10Alkyl, (B-2) are the 0 mass % to 50 mass % of component (B).
As previously mentioned, the curable organosilicon composition of the present invention also includes the hydrosilylation catalyst of catalytic amount, provide The cured silicone material (C) of highly transparent.In an exemplary embodiment, (C) is cured to be enough to promote composition Amount is added.(C) it may include known in the art and commercially available hydrosilylation catalyst.Suitable hydrosilylation catalyst includes But it is not limited to platinum group metal comprising platinum, rhodium, ruthenium, palladium, osmium or iridium metals or its organo-metallic compound and its any two The combination of kind or more.In another embodiment, (C) is hydrosilylation catalyst comprising platinum black, platinum compounds is such as Chloroplatinic acid, chloroplatinic acid hexahydrate, the reaction product of chloroplatinic acid and monohydric alcohol, bis- (ethyl acetoacetate) platinum, bis- (levulinics Ketone) platinum, platinous chloride and platinum compounds and alkene complex compound or low molecular weight organopolysiloxane or micropackaging in matrix Or the platinum compounds of core-shell type structure.
In an exemplary embodiment, (C) is hydrosilylation catalyst solution comprising platinum is organic with low molecular weight The complex compound of polysiloxanes, low molecular weight organopolysiloxane include 1,3- divinyl -1,1,3,3- tetramethyl disiloxanes The complex compound of complex compound and platinum.These complex compounds can be with micropackaging in resinous substrates.In an alternative exemplary embodiment party In case, catalyst includes 1,3- divinyl -1,1, the complex compound of 3,3- tetramethyl disiloxanes and platinum.
The example of suitable hydrosilylation catalyst for (C) is described in such as United States Patent (USP) 3,159,601;3,220, 972;3,296,291;3,419,593;3,516,946;3,814,730;3,989,668;4,784,879;5,036,117;With In 5,175,325 and EP, 0 347 895 B.The hydrosilylation catalyst of micropackaging and the method for preparing them are illustrated in United States Patent (USP) 4,766,176;And in United States Patent (USP) No.5,017,654.In another embodiment, platinum catalyst provides In about 100ppm to the solution of the organopolysiloxane of the vinyl functional of about 100,000ppm concentration so that when finally making When being diluted in agent, total concentration is between about 0.1ppm and about 100ppm.
Optionally, curable organosilicon composition also may include one or more supplementary elements (D).Supplementary element or ingredient (D) combination may include such as hydrosilylation inhibitor, releasing agent, filler, adhesion promoter, heat stabilizer, fire-retardant The combination of agent, reactive diluent, oxidation retarder or its any two or more.
In one embodiment, (D) includes the inhibitor of Si―H addition reaction.For example, (D) is curable organic for adjusting The reaction suppressor of the solidification rate of silicon composition.In one embodiment, (D) includes but not limited to alkynol, such as 2- first Base -3- butyne-2-alcohols, 3,5- dimethyl -1- hexin -3- alcohol, 1- acetylene -1- cyclohexanol, phenylbutynol or its any two Or more combination;Yne compounds, such as 3- methyl-pirylene or 3,5- dimethyl -3- hexene -1- alkynes; And such as 1,3,5,7- tetramethyls -1,3,5,7- tetravinyl cyclotetrasiloxanes, 1,3,5,7- tetramethyls -1,3,5,7- tetra- oneself Alkenyl cyclotetrasiloxane or benzotriazole.There is no limit for the content of reaction suppressor in curable organosilicon composition, and The content can be suitably selected according to forming method and condition of cure.In one embodiment, (D) is to be based on curable organosilicon About 10 parts of composition total weight meter in parts per million (ppm) to about 10,000 parts in parts per million (ppm), and more specifically about The amount of 100ppm to about 5,000ppm exists.
In one embodiment, (D) is that about 10 parts of the total weight based on composition is every to about 5,000 parts in parts per million The hydrosilylation inhibitor of million parts of amount.
In one embodiment, curable organosilicon composition is cured to form the cured silicone production of highly transparent Product.Curable silicon composition can be cured into desired property (including hardness, tensile strength, elongation, optics Transmissivity and/or its two or more it is any appropriately combined) cured silicone product.In a further embodiment, Curable organosilicon composition is cured to form cured organosilicon product comprising is formed with cured silicone layer single The substrate of product.
In one embodiment, cured organosilicon product has the hardness of about 5 to about 95 (Durometer A hardness), and The more specifically Shore hardness of about 10 to about 95 (Durometer A hardness), and more specifically about 20 to about 90 (Durometer A hardness) is hard Degree, and the hardness of even more specifically about 30 to about 90 (Durometer A hardness).
In one embodiment, cured organosilicon product has the tensile strength of greater than about 3 megapascal (MPa), and The more specifically greater than tensile strength of about 5 megapascal (MPa).
In one embodiment, cured organosilicon product has pair of 2.54 cm thicks under 598 nano wave lengths Not corrected greater than about 80% optical transmittance, and more specifically greater than about 85% optical lens are lost in surface reflection Penetrate rate, and greater than about 90% optical transmittance even specifically in 2.54 cm thicks under 598 nano wave lengths.
In another embodiment, curable organosilicon product has via the 598 of ASTM Test Method E1348-11 Under nano wave length 3.2 cm thicks for surface reflection be lost it is uncorrected greater than about 80% total optical transmittance, and More specifically for greater than about the 85% of 598 nanometer wave strong points of 3.2 cm thicks, and more specifically for 3.2 cm thicks Greater than about the 90% of 598 nanometer wave strong points of degree.
In another embodiment, curable organosilicon product has under 598 nanometers of wavelength by being less than about 0.01cm-1Reduction method measure optical attenuation coefficient.
In one embodiment, composition has the hardness of about 60 to about 95 (Durometer A hardness), greater than about 3 megapascal (MPa) tensile strength and via ASTM Test Method E1348-11 under 598 nanometers 3.2 cm thicks it is anti-for surface Penetrate the uncorrected greater than about 90% total optical transmittance of loss.
In one embodiment, formed composition illustrative methods include mixing comprising (A) organopolysiloxane, (B) solution of crosslinking agent and (C) catalysts, (A) organopolysiloxane include the poly-organosilicon of (A-1) vinyl functional Oxygen alkane and (A-2) organopolysiloxane resins.In another embodiment, mixed solution includes addition (D) reaction suppressor.
In certain embodiments, this method further includes heating combination to form cured article.Heating stepses can also wrap Such as injection molding, transfer modling, casting, extrusion, molded, compression molding and cavity molding are included, and cured article is to include Molded products, casted article or the extruded product of lens, light guide, optically clear adhesive layer or other optical elements.
In an exemplary embodiment, curable organosilicon composition includes that (A) of 100 mass parts containing alkenyl are organic Polysiloxanes, it includes the diakyl-polysiloxanes averagely in (A-1) each molecule at least two alkenyl groups, and Viscosity is about 300mPas to about 2,000,000mPas at 25 DEG C, and (A-1) is the about 20 mass % to about 50 matter of component (A) % is measured, and (A-2) includes SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2The resin form containing alkenyl of unit it is organic Polysiloxanes, wherein R1 2For C1-10Alkyl and R2For alkenyl, and the contents of ethylene in alkenyl group about 1 mass % extremely In the range of about 4.5 mass %, and weight-average molecular weight is between about 2,000g/mol and about 22,000g/mol, (A-2) For the about 50 mass % to about 80 mass % of component (A);And (B) organopolysiloxane, averagely have in each molecule There is the hydrogen atom of at least two silicon bondings, the wherein group of the silicon bonding other than the hydrogen of silicon bonding is C1-10Alkyl, content are to carry For total alkenyl in every 1 molar constituent (A) of hydrogen of silicon bonding in about 0.4 mole to about 4 molar constituents (B), and wherein component (B) For organopolysiloxane, it includes (B-1) organopolysiloxanes, have at least about hydrogen of 0.7 mass % silicon bondings and include In about 1.50 moles to about 3.80 moles of HR3 2SiO1/2The every 1 mole of SiO of unit4/2The SiO of ratio within the scope of unit4/2Unit And HR3 2SiO1/2Unit, wherein R3For C1-10Alkyl measures the about 5 mass % to about 95 mass % for component (B-1);And (B- 2) straight chain organopolysiloxane, the hydrogen at least about 0.1 mass % silicon bondings, the wherein silicon bonding other than the hydrogen of silicon bonding Group is C1-10Alkyl, (B-2) straight chain organopolysiloxane are the 0 mass % to about 50 mass % of component (B);And (C) is urged The catalyst for addition reaction of hydrogen and silicon of agent amount provides the cured silicone material of highly transparent.
The composition shows excellent optically and mechanically performance, is suitable for production clearly optics and electronic device.Group The optical clarity and mechanical tenacity of conjunction are originated from the preferred mass average molecular weight of the organopolysiloxane of resin form.If The weight-average molecular weight of the organopolysiloxane (A-2) of resin form is more than 22,000g/mol, then when the content of (A-2) is super When crossing the 50% of component (A) by mass, the optical clarity of gained solidification composition filling reduces.Similarly, if resin form Organopolysiloxane (A-2) weight-average molecular weight be less than 2000g/mol, then when (A-2) content be more than by mass Component (A) 50% when, the mechanical tenacity of gained solidification composition filling reduces.Therefore, the poly- silica of organic group of resin form is controlled The weight-average molecular weight of alkane is crucial for obtaining the optically and mechanically property needed for optics and electronic device.
Optic components can be used composition as described herein by include make composition molding and solidification composition filling with It is formed and is for example produced for the method for the cured article of Optical devices.Injection molding, transfer modling, casting, extrusion, cladding can be passed through Molding, compression molding or cavity mold to make composition molding, to produce moulding article, casted article, embedding product, assignment system Product or extruded product.Make the method for composition molding that will depend on various factors, including the size of Optical devices to be produced and/ Or shape and selected composition.
In one embodiment, cured composition can be used in electronics or Optical devices application.For example, electronics or light It can be charge coupled device, light emitting diode, light guide, photographic camera, photoelectrical coupler or waveguide to learn device.At another In embodiment, cured composition can be used in Optical devices with promote equably irradiation extraction light from Optical devices Surface.
In one embodiment, the cured silicone product of highly transparent is formed by solidification composition filling.At another In embodiment, the cured silicone product of highly transparent is moulding article, casted article or extruded product.In another embodiment party In case, the cured silicone product of highly transparent includes the substrate that single product is formed with cured silicone layer.
In another embodiment, composition can be applied to optical component by any manufacturing method, including but not It is limited to lens, reflector, sheet material, film, item and pipe.The composition can be used for electronic equipment, display, soft lithographic and medical treatment and Health care facility.In one embodiment, the composition is used as the diffusing globe of light or provides diffusion effect.
Embodiment
Embodiment is intended to illustrate certain embodiments of field those of ordinary skill, and it should not be constructed as limiting Scope of the disclosure as described in the claims.
Be prepared by the following method sample for machinery and optical evaluation.For each embodiment, used method exists It is indicated in table 1.
Mechanical assessment sample preparation Y
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor are added in same container and in planetary-type mixer (Hauschild SpeedMixer DAZ It is mixed 25 seconds with 3,540 revs/min (rpm) on 150FVZ).Transparency liquid is poured into aluminum dipping form, and then solid at 130 DEG C Change 3 hours to form solid sample, wherein heat accelerates cross-linking reaction, wherein Pt to be catalyzed between the corsslinking molecular of hydrogen function The formation of silicon-carbon bond and the dimethyl silicone polymer of vinyl functional and vinyl functional resins.Sample has the thickness of 2.50mm Degree.The measurement of mechanical performance is texture analyzer (TA.HDPlus the Texture Analyzer, Texture at 23 ± 1 DEG C Technologies Corp, NY, USA) on use dumbbell specimens (by the half module of D1708,1/2 scale, Fremont), speed For 2mm/s.According to ASTM D2240 hardness is measured on Durometer A hardness hardometer.
Mechanical assessment sample preparation X
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor are added in same container and in planetary-type mixer (Hauschild SpeedMixer DAZ It is mixed 20 seconds with 3,540rpm on 150FVZ).Transparency liquid is poured into aluminum dipping form (1.5mm is thick), and is then pushed at 125 DEG C System becomes solid sample in 30 minutes.Solid sample is removed from the molds and cures 1 hour afterwards at 150 DEG C to carry out mechanicalness It can test.The measurement of mechanical performance be on Instron Mechanical Tester according to ASTM D412-06A with 2 inches/ What the speed of minute carried out.According to ASTM D2240 hardness is measured on Durometer A hardness hardometer.
Mechanical assessment sample preparation Z
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor are added in same container and by planetary-type mixer (Hauschild SpeedMixer DAZ 150FVZ) on asymmetric centrifugation mixing mixed 20 seconds with 3,540rpm.Then subject the material to be molded, wherein 750 pounds/ A certain amount of material is injected under the pressure of square inch (psi) for 15 seconds in the metal cavity heated at 150 DEG C Retention time and 30 seconds hardening times are to produce ASTM Die C samples.Once being taken out from die cavity, sample is carried out 150 DEG C Additional curing step 1 hour.The measurement of mechanical performance is on Instron Mechanical Tester according to ASTM D412-06A is carried out with the speed of 20 inch/minutes.According to ASTM D2240 hardness is measured on Durometer A hardness hardometer.
Optical evaluation sample preparation A
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor are added in same container and in planetary-type mixer (Hauschild SpeedMixer DAZ It is mixed 20 seconds with 3540rpm on 150FVZ).Fluid sample is poured into polystyrene mould and cures 3 hours at 85 DEG C, so Rear solidification 3 hours at 130 DEG C afterwards.Thickness of sample is set as 2.54cm.With 950 spectrophotometrics of Perkin Elmer Lambda Collect the optical property of collection sample.Spectrophotometer is in the wave-length coverage of 200nm to 800nm with low sweep speed, 1nm slits Width operates.Due to the refractive index difference between air and organosilicon product, the transmittance values reported are not directed to surface reflection (so-called Fu Lunze reflections) is corrected.
Optical evaluation sample preparation B
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor, which are added in same container and are centrifuged via asymmetry, mixes (Hauschild SpeedMixer DAZ 150FVZ) it is mixed 60 seconds with 3,400rpm.Then material poured into polystyrene mould and at 65 DEG C solidification 14 it is small When.Once being taken out from polystyrene die cavity, sample is carried out to 150 DEG C of additional curing step 1 hour.Then with integral 5000 spectrophotometers of Varian Cary of ball attachment collect the optical property of molding slab sample.Spectrophotometer exists With medium sweep speed, the operation of 1nm slit widths in the wave-length coverage of 200nm to 800nm.Total transmittance passes through the test sides ASTM Method E1348-11 is determined.
Optical evaluation sample preparation C
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor, which are added in same container and are centrifuged via asymmetry, mixes (Hauschild SpeedMixer DAZ 150FVZ) it is mixed 60 seconds with 3,400rpm.Then material is molded, wherein by a certain amount of material 750psi's Retention time for 15 seconds in the metal die cavity heated at 150 DEG C and 30 seconds hardening times are injected under pressure to generate Thickness is the slab of 0.28cm.Once being taken out from die cavity, sample is carried out to 150 DEG C of additional curing step 1 hour.With with 5000 spectrophotometers of Varian Cary of integrating sphere accessory collect the optical property of molding slab sample.Spectrophotometer exists With medium sweep speed, the operation of 1nm slit widths in the wave-length coverage of 200nm to 800nm.Total transmittance and mist degree pass through ASTM Test method E1348-11 is determined.
Optical evaluation sample preparation D
By the dimethyl silicone polymer of ethenyl blocking, the organic siliconresin of vinyl functional, Pt catalyst, hydrogen function Crosslinking agent and Si―H addition reaction inhibitor, which are added in same container and are centrifuged via asymmetry, mixes (Hauschild SpeedMixer DAZ 150FVZ) it is mixed 60 seconds with 3,400rpm.Then by material pour into length be 1.0cm, 2.5cm, 5.0cm and In the mold of the cavity of 10.0cm, cure 14 hours at 60 DEG C.Sample is taken out to from die cavity and is carried out 150 DEG C additional solid Change step 1 hour.Then Perkin Elmer Lambda950 spectrophotometers is used to collect the optical property of molding slab sample. Spectrophotometer is in the wave-length coverage of 200nm to 800nm with low sweep speed, the operation of 1nm slit widths.Due to air and have Refractive index difference between machine silicon product, the transmittance values reported are not directed to surface reflection (so-called Fu Lunze reflections) and carry out Correction.
Fig. 1 shows that the function using optical evaluation sample preparation C as wavelength measures the sample of 0.28cm thickness Optical transmittance.Fig. 2 shows use optical evaluation sample preparation C as wavelength function for 0.28cm thickness sample The Optical haze of measurement.Fig. 3 shows sample of the function using optical evaluation sample preparation D as wavelength for 1.0cm thickness The optical transmittance that product measure.Fig. 4 shows the function using optical evaluation sample preparation B as wavelength for 3.2cm thickness Sample measure optical transmittance.Each in Fig. 1-4 show present disclosure exemplary composition reduce or The problem of eliminating transmissivity and mist degree.
Weight-average molecular weight is assessed
By the resin for analyzing alkenyl functional for three re-detection gel permeation chromatographies of molecular weight determination.Chromatographic apparatus It is made of the pumps of Waters 515,717 autosamplers of Waters and 2410 Differential Refractometers of Waters.Use two (300mm × 7.5mm) 5 μm of Mixed-C columns of Polymer Laboratories PLgel (molecular weight separating ranges are 200 to 2,000, 000) it is detached, is 5 μm of guard columns (50mm × 7.5mm) of PLgel later.Use the HPLC grade first flowed with 1.0mL/min Benzene is analyzed as eluent, and column and detector are all controlled at 45 DEG C.Sample is prepared in toluene with 5mg/mL, It dissolves about 3 hours, shakes once in a while at room temperature, and filtered before analysis by 0.45 μm of PTFE injection filter.Use 75 μ L Volume injected and collect data 25 minutes.Use ThermoLabsystems Atlas chromatographic softwares and Polymer Laboratories Cirrus GPC softwares carry out data collection and analysis.Cover dividing for 580-2,300,000 relative to using Son measures the calibration curve (three ranks) of the polystyrene standards establishment of range to determine Molecular weight Averages.
The table of embodiment 1,3,4 and 5
The table of embodiment 2a, 2b and 2c
Embodiment 2a Embodiment 2b Embodiment 2c
Composition (part)
A-1a 50.00 50.00 50.00
A-2a (3.3 mass %Vi) 50.00 50.00 50.00
B-1 8.82 8.82 8.82
C-1 0.052 0.052 0.052
D-1a 0.10 0.10 0.10
D-1b
[SiH]/[Vi](mol/mol) 1.40 1.40 1.40
Characteristic
For optical sample preparation B C D
For optical measurement and characterization B C D
Sample preparation for machinery X Z
Measurement for machinery and characterization X Z
Hardness (Durometer A hardness) 77
Fracture tensile strength (MPa) 9.54
Elongation at break (%) 125
Total optical transmittance (%) 0.28cm@598nm 94.0
Optical transmittance (%) 1cm@598nm 93.5
Total optical transmittance (%) 3.2cm@598nm 93.4
The table of embodiment 8,18,19 and 20
The table of embodiment 9,10,13 and 14
The table of embodiment 15,16 and 17
Embodiment 15 Embodiment 16 Embodiment 17
Composition (part)
A-1a 10.15 20.28 29.69
A-1b 39.85 29.72 20.31
A-2a (3.3 mass %Vi) 50.00 50.00 50.00
B-1 9.06 9.05 8.84
C-1 0.051 0.051 0.051
D-1a 0.10 0.10 0.10
[SiH]/[Vi](mol/mol) 1.43 1.43 1.40
Characteristic
For optical sample preparation B B C
For optical measurement and characterization B B C
Sample preparation for machinery X X Z
Measurement for machinery and characterization X X Z
Hardness (Durometer A hardness) 80 81 78
Fracture tensile strength (MPa) 11.78 6.86 9.16
Elongation at break (%) 113 73 124
Total optical transmittance (%) 0.28cm@598nm 94.1
The table of embodiment 21,22 and 24
The table of embodiment 23,25 and 26
The table of Comparative examples A-C
Comparative examples A Comparative example B Comparative example C
Composition (part)
A-1a 7.36 15.23 72.28
A-1b 59.23 43.20
A-2g (2.0 mass %Vi) 41.570 27.72
A-2h (4.0 mass %Vi) 33.41
B-1 9.52 4.61 3.07
C-1 0.042 0.063 0.062
D-1b 0.20 0.20 0.20
[SiH]/[Vi](mol/mol) 1.39 1.43 1.39
Characteristic
For optical sample preparation D D D
For optical measurement and characterization D D D
Sample preparation for machinery X X X
Measurement for machinery and characterization X X X
Hardness (Durometer A hardness) 85 74 55
Fracture tensile strength (MPa) 6.15 9.10 5.43
Elongation at break (%) 32 155 395
Optical transmittance (%) 1cm@598nm 92.4 91.8 92.5
The table of Comparative Example D-F
Commercial Application
For example, the composition of present disclosure can be used for manufacturing optics and electronic device, such as light guide and LED encapsulation.It is logical One or more benefits can be provided by crossing the product for curing these compositions and preparing, the enhancing of including but not limited to LED encapsulation Light transmission, the reliability of enhancing and increased service life.Geometry can be had by forming the composition of cured article and method, including But it is not limited to cylinder, rectangle, simple convex lens, patterning lens, texturizing surfaces, dome and cap.In Optical devices application In, composition can be previously fabricated by molding (injection molding or transfer) or casting process.Alternatively, it is possible to use as described herein group It closes object and carries out the process moulded on optical device components, referred to as " molded " or " embedded mould in rigidity or flexible substrates Modeling ".The composition can form the cured article with high tensile strength.According to the expectation final use of cured article, can match Composition processed is to generate with relatively high hardness or compared with the cured article of soft.The surface of cured article is not tacky, and has There is bullet to mould characteristic.The combination of this property makes the composition be suitable for molded and other application.Above-mentioned light guide is available In by internal reflection by light from lit transmissive to viewing surface.This application include illumination for illumination purposes include lamp and Lighting apparatus is used for the back light unit of display, car lighting and message board application.
The foregoing description to embodiment and embodiment has been presented for the purpose of illustration and description.This is not intended to Limit or the described form of limitation.In view of above-mentioned introduction, many modifications are possible.Some of modifications have been discussed, And those skilled in the art understand that other modifications.These embodiment party are selected and describe in order to illustrate various embodiments Case.Certainly, range is not limited to embodiment or embodiment set forth herein, but can be by those of ordinary skill in the art for appointing In the application and equivalent apparatus of what quantity.On the contrary, it is defined by the appended claims to be thus expected the range.In addition, various realities The feature of existing embodiment can be combined to form other embodiments.It indicates to be used as to show using word " exemplary " herein Example, example or illustration.Be described herein as any aspect of " exemplary " or embodiment be not necessarily to be construed as relative to Other aspects or embodiment are preferred or advantageous.
Throughout the specification the reference of " embodiment " or " embodiment " can be indicated to combine specific embodiment party The a particular feature, structure, or characteristic of case description can be included at least one embodiment of claimed theme.Therefore, The phrase " in one embodiment " occurred everywhere through this specification or " embodiment ", which are not necessarily intended, refers to same reality Apply scheme or any one described particular embodiment.However, it should be understood that described special characteristic, structure Or characteristic can in various ways combine in one or more embodiments.Certainly, in general, these and other problem may Change with the specific environment used.Therefore, the use of the specific context or these terms of specification can provide about In this case the useful guidance of the inference obtained.

Claims (15)

1. a kind of curable organosilicon composition, including:
Organopolysiloxane, wherein the organopolysiloxane includes:
(i) averagely there are in each of which molecule the organopolysiloxane of polymer form at least two alkenyl groups, the degree of polymerization to exist In the range of about 25 to about 10,000, and with the about 20 mass % to about 50 mass % of the organopolysiloxane in the range of In the presence of, and
(ii) organopolysiloxane of resin form, it includes SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2Unit, Middle R1For C1-10Alkyl and R2For alkenyl, wherein the resin contains the alkene within the scope of about 1.0 mass % to about 4.5 mass % Base, with the hydroxy radical content on the silicon within the scope of about 0.2 mass % to about 2.0 mass %, and extremely with about 2,000g/mol Weight-average molecular weight within the scope of about 22,000g/mol;
Crosslinking agent;And
The hydrosilylation catalyst of catalytic amount.
2. composition according to claim 1 also includes supplementary element selected from the following:Inhibitor, releasing agent, filling The group of agent, adhesion promoter, heat stabilizer, fire retardant, reactive diluent, oxidation retarder and its any two or more It closes.
3. composition according to claim 2, wherein the supplementary element includes hydrosilylation inhibitor, and institute Supplementary element is stated with about 10 parts of the total weight based on the composition in parts per million to about 5,000 parts of in parts per million dense Degree.
4. composition according to claim 1, wherein the composition has the hard of about 60 to about 95 (Durometer A hardness) Degree, the greater than about tensile strength of 3 megapascal (MPa)s, and as by ASTM Test Method E1348-11 measure at 598 nanometers For greater than about 90% total optical transmittance of 3.2 cm thicks under wavelength.
5. composition according to claim 1, wherein the composition has the hard of about 60 to about 95 (Durometer A hardness) Degree, the greater than about tensile strength of 3 megapascal (MPa)s, and what is measured under 598 nanometers of wavelength are less than about 0.01cm-1Optics decline Subtract coefficient.
6. the cured silicone product of a kind of highly transparent, by curing combination according to any one of claim 1 to 3 Object and formed.
7. the cured silicone product of highly transparent according to claim 6, wherein the cured article be moulding article, Casted article or extruded product.
8. the cured silicone product of highly transparent according to claim 7, including being formed with cured silicone layer The substrate of single product.
9. purposes of the cured article according to claim 6 in Optical devices application.
10. a kind of method being used to form curable organosilicon composition, the method includes:
Mixing includes solution below:
Organopolysiloxane, it includes:
(i) averagely there are in each of which molecule the diakyl-polysiloxane of alkenyl functional at least two alkenyl groups, the degree of polymerization to exist In the range of about 25 and about 10,000, the diakyl-polysiloxane of the alkenyl functional is about 20 mass % of component (A) to group Divide the about 50 mass % of (A);And
(ii) organopolysiloxane of alkenyl functional, it includes SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2Unit, Middle R1For C1-10Alkyl and R2For alkenyl, wherein the alkenyl group content is in about 1.0 mass % to the model of about 4.5 mass % In enclosing, the hydroxy radical content on silicon is in the range of about 0.2 mass % to about 2.0 mass %, and weight-average molecular weight is about 2,000g/mol to about 22,000g/mol;
Crosslinking agent;And
The hydrosilylation catalyst of catalytic amount is to form curable organosilicon composition.
11. according to the method described in claim 10, further including adding reaction suppressor to the solution.
12. composition according to claim 11, wherein reaction suppressor inhibit Si―H addition reaction, and with based on described About 10 parts of the total weight of composition is in parts per million to about 5,000 parts of concentration in parts per million.
13. having to form solidification according to the method described in claim 10, further including the heating curable organosilicon composition Machine silicon product.
14. according to the method for claim 13, wherein the heating stepses further include using injection molding, transfer modling, casting, One kind in extrusion, molded, compression molding and cavity molding curing the solution to produce molded products, casted article Or extruded product.
15. a kind of curable organosilicon composition, including:
Organopolysiloxane of 100 mass parts containing alkenyl, it includes:
Diakyl-polysiloxane has average at least two alkenyl groups and the about 300mPa at 25 DEG C in each molecule The viscosity of s to about 2,000,000mPas, the diakyl-polysiloxane be the organopolysiloxane about 20 mass % extremely About 50 mass %, and
The organopolysiloxane of resin form containing alkenyl, it includes SiO4/2Unit, R1 2R2SiO1/2Unit and R1 3SiO1/2It is single Member, wherein R1 2For C1-10Alkyl and R2For alkenyl, and alkenyl group content is in about 1 mass % to the model of about 4.5 mass % In enclosing, the hydroxy radical content on silicon is about 0.2 mass % to about 2.0 mass %, organic poly- silicon of the resin form containing alkenyl Oxygen alkane is the about 50 mass % to about 80 mass % of the organopolysiloxane;
Crosslinking agent averagely has the hydrogen atom of at least three silicon bondings, wherein other than the hydrogen of silicon bonding in each molecule The group of silicon bonding is C1-10Alkyl has in an amount of from providing described in about 0.8 mole of every 1 mole of hydrogen to about 2.0 moles of silicon bondings Total alkenyl of machine polysiloxanes, wherein the crosslinking agent sheet, as organopolysiloxane, the crosslinking agent includes:
Organopolysiloxane has the hydrogen of 0.7 mass % silicon bondings and is included in about 1.50 moles to about 3.80 moles HR3 2SiO1/2The every 1 mole of SiO of unit4/2The SiO of ratio within the scope of unit4/2Unit and HR3 2SiO1/2Unit, wherein R R3For C1-10Alkyl, the organopolysiloxane be component (B) about 5 mass % to about 100 mass %, and
Straight chain organopolysiloxane, the hydrogen at least about 0.3 mass % silicon bondings, wherein other than the hydrogen of the silicon bonding The group of silicon bonding is C1-10Alkyl, the straight chain organopolysiloxane are the 0 mass % to about 50 mass % of component (B);With And
The catalyst for addition reaction of hydrogen and silicon of catalytic amount.
CN201680065197.4A 2015-11-18 2016-11-15 Curable organosilicon composition Pending CN108603032A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562257097P 2015-11-18 2015-11-18
US62/257,097 2015-11-18
PCT/US2016/061961 WO2017087351A1 (en) 2015-11-18 2016-11-15 Curable silicone composition

Publications (1)

Publication Number Publication Date
CN108603032A true CN108603032A (en) 2018-09-28

Family

ID=57392013

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201680065197.4A Pending CN108603032A (en) 2015-11-18 2016-11-15 Curable organosilicon composition

Country Status (3)

Country Link
JP (1) JP2018532864A (en)
CN (1) CN108603032A (en)
WO (1) WO2017085612A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019040192A1 (en) * 2017-08-24 2019-02-28 Dow Global Technologies Llc Method for optical waveguide fabrication

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102300931A (en) * 2009-02-02 2011-12-28 道康宁东丽株式会社 Curable silicone composition that provides a highly transparent cured silicone material
CN102300932A (en) * 2009-02-02 2011-12-28 道康宁东丽株式会社 Curable silicone rubber composition
CN102959015A (en) * 2010-06-29 2013-03-06 道康宁东丽株式会社 Curable organopolysiloxane composition and optical semiconductor device
CN103797073A (en) * 2011-09-29 2014-05-14 道康宁东丽株式会社 Curable silicone composition and cured product thereof
WO2014130784A1 (en) * 2013-02-22 2014-08-28 Dow Corning Toray Co., Ltd. Curable silicone composition, cured product threreof, and optical semiconductor device

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4255241A (en) * 1979-05-10 1981-03-10 Kroon David H Cathodic protection apparatus and method for steel reinforced concrete structures
US4812212A (en) * 1987-09-08 1989-03-14 Harco Technologies Corporation Apparatus for cathodically protecting reinforcing members and method for installing same
US5062934A (en) * 1989-12-18 1991-11-05 Oronzio Denora S.A. Method and apparatus for cathodic protection
US5065893A (en) 1991-03-15 1991-11-19 Corrpro Companies Inc. Cathodic protection system and method for above-ground storage tank bottoms
KR100824187B1 (en) * 2006-08-07 2008-04-21 이진희 Storage tank and storage tank bottom structure and repair method of tank bottom structure
CA2606671C (en) 2007-10-16 2014-03-25 Corrosion Service Company Limited Cathodic protection apparatus and method

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102300931A (en) * 2009-02-02 2011-12-28 道康宁东丽株式会社 Curable silicone composition that provides a highly transparent cured silicone material
CN102300932A (en) * 2009-02-02 2011-12-28 道康宁东丽株式会社 Curable silicone rubber composition
CN102959015A (en) * 2010-06-29 2013-03-06 道康宁东丽株式会社 Curable organopolysiloxane composition and optical semiconductor device
CN103797073A (en) * 2011-09-29 2014-05-14 道康宁东丽株式会社 Curable silicone composition and cured product thereof
WO2014130784A1 (en) * 2013-02-22 2014-08-28 Dow Corning Toray Co., Ltd. Curable silicone composition, cured product threreof, and optical semiconductor device

Also Published As

Publication number Publication date
WO2017085612A1 (en) 2017-05-26
JP2018532864A (en) 2018-11-08

Similar Documents

Publication Publication Date Title
CN104262970B (en) Silicone composition for producing transparent silicone material and optics
EP2196503B1 (en) Thermosetting silicone resin composition, silicone resin, silicone resin sheet and use thereof
EP2069829B1 (en) Optical devices and silicone compositions and processes fabricating the optical devices
TWI437673B (en) A silicone resin composition for filling a light-emitting element, and a method for manufacturing an optical semiconductor electronic component formed by a perfusion package using the composition
CN102300931B (en) Curable silicone composition that provides a highly transparent cured silicone material
WO2017087351A1 (en) Curable silicone composition
EP2936581A1 (en) Layered polymer structures and methods
JP2006339581A (en) Fluorescent substance-containing led
KR20110132533A (en) Composition for thermosetting silicone resin
JP2004221308A (en) Silicon resin composition for light emitting diode
KR100956061B1 (en) Liquid organopolysiloxane composition for matting and cured article having a matted surface
WO2007089340A1 (en) Impact resistant optical waveguide and method of manufacture thereof
US8525219B2 (en) Composition for silicone resin
US9587075B2 (en) Addition-curable silicone composition and a semiconductor device
CN1682106A (en) Apparatus for measuring adhesion of gelled polymers
CN110268019A (en) Curable silicon-ketone composition
CN112218912A (en) Method for producing cured silicone, and optical member
CN108603032A (en) Curable organosilicon composition
TWI648345B (en) Optical material that selectively blocks light and optical devices including such selective light-shielding photophysical materials
JP6470157B2 (en) Resin composition for sealing light emitting device
TWI763756B (en) Curable silicone composition
TW201728684A (en) Curable silicone composition
JP7302503B2 (en) Hygroscopic silicone resin composition, transparent encapsulating material for organic EL element, transparent drying material for organic EL element, and usage thereof
KR20200062045A (en) Hygroscopic silicone resin composition, transparent sealing material for organic el, transparent drying material for organic el, and methods of using thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
WD01 Invention patent application deemed withdrawn after publication
WD01 Invention patent application deemed withdrawn after publication

Application publication date: 20180928