WO1999063003A1 - Composition de silicones a faible degazage se vulcanisant a basse temperature - Google Patents
Composition de silicones a faible degazage se vulcanisant a basse temperature Download PDFInfo
- Publication number
- WO1999063003A1 WO1999063003A1 PCT/US1999/011885 US9911885W WO9963003A1 WO 1999063003 A1 WO1999063003 A1 WO 1999063003A1 US 9911885 W US9911885 W US 9911885W WO 9963003 A1 WO9963003 A1 WO 9963003A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- pbw
- composition according
- aminopropyldimethoxysilyl
- polydimethylsiloxane
- hydrophobic silica
- Prior art date
Links
Classifications
-
- 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
Definitions
- the present invention relates to Low-Outgassing
- RTV Room Temperature Vulcanizing
- One-part, moisture cure silicone sealants are used for many applications including preventing of water intrusion into electrical, mechanical and optical assemblies, such as transportation lights like automobile headlamps .
- silicone sealants for prevention of water intrusion often contain a trialkoxy-terminated polydimethylsiloxane, a catalyst (such as a tin soap) , a non-reactive silicone plasticizer oil, silica and filler .
- a catalyst such as a tin soap
- a non-reactive silicone plasticizer oil such as silica and filler .
- the outgassed material lost from these sealants includes lower molecular weight materials, such as methanol condensate from the curing reaction.
- lower molecular weight materials have too low a molecular weight to recondense on surfaces distant from the sealant.
- a fraction of the lower molecular weight materials yields non- volatile residues. Condensation of non-volatile residues on surfaces is particularly troublesome in optical assemblies, such as transportation lamps, that require beam definition. Too much residue condensation, irrespective of its transmissivity, on the inside surface of the lens of such an optical assembly will cause the beam to degrade and become more diffused. In addition, residue condensation on a reflective surface of the lens assembly will decrease luminosity.
- silicone compositions which are moisture curable and are non- slump solids at ambient temperature but can be heated to a flowable liquid state and applied as such to substrates.
- These compositions include a hydroxyl- functional organopolysiloxane resin (which is soluble in the composition and ordinarily is solid at room temperature, but softens when heated) a diorganopolysiloxane polymer, and optionally, a hydrolyzable silane and catalyst. See U.S. Patent No. 5,302,671 (Cifuentes) . Accordingly, and notwithstanding the state-of -the- technology, it would be desirable for silicone sealants to be low outgassing so as to avoid the drawbacks to which reference was made above .
- the invention relates to a low-outgassing, RTV silicone composition, which includes the product of combining ⁇ , co-di (aminoalkoxysilyl) polysiloxane and insoluble hydrophobic silica.
- the invention also relates to a process of sealing transportation headlamp assemblies with such a silicone composition, a step of which includes sealing a headlamp assembly with such a silicone composition.
- the invention relates to headlamp assemblies produced using such a composition in such a process.
- compositions of this invention are prepared from fewer different components, than known compositions to perform their intended function. As such, raw materials and processing time (and costs associated therewith) may be reduced as compared to conventional compositions, all else being equal.
- the compositions of this invention autocatalyze in the absence of a separate catalyst component, and even exudate of the reactive fluid component of the compositions may tend to polymerize prior to evaporating and condensing.
- the inventive compositions may further include a catalyst .
- the invention is directed to low-outgassing RTV silicone compositions, which are particularly attractive as sealants.
- the reactive fluid, ⁇ , ⁇ - di (aminoalkoxysilyl)polysiloxane is the reaction product of an aminoalkoxysilane, and a silanol-terminated polydimethylsiloxane or polydimethyldiphenylsiloxane .
- These fluids may be prepared by reacting two moles of a silane such as 3-aminopropyltrimethoxysilane with one mole of a silanol-terminatedpolydimethylsiloxane to yield ⁇ , ⁇ -di(3- aminopropyldimethoxysilyl) polydimethylsiloxane reactive fluid and two moles of methanol as condensate. Synthesis details for this class of compounds may be found in U.S. Patent Nos. 5,300,608, 5,302,671 and 5,534,610, the disclosures of each of which are hereby expressly incorporated herein by reference.
- the silanol-terminated fluid should be silanol- terminated polydimethylsiloxane, although silanol-terminated polydimethyldiphenylsiloxane may be used, particularly in the event when enhanced low temperature performance is desired.
- the desirable viscosity of sealant grade silanol fluids should be in the range of about 700 to about 175,000 cPs, such as about 3,500 cPs .
- the aminoalkoxysilane precursor should have an alkoxy functionality of at least two.
- Examples of such aminoalkoxysilanes include 3-aminopropyltrimethoxysilane, 3- aminopropyltriethoxysilane, 4-aminobutyltriethoxysilane, (aminoethylaminomethyl)phenethyltrimethoxysilane, N- (2- aminoethyl) -3-aminopropyltrimethoxysilane, N- (6- aminohexyl) aminopropyltrimethoxysilane, 3- (m- aminophenoxy) propyltrimethoxysilane, m- aminophenyltrimethoxysilane, p-aminophenyltrimethoxysilane, 3- (1-aminopropoxy) -3 , 3 -dimethyl -1-propenyltrimethoxysilane, 3-aminopropyltris (methoxyethoxye
- aminoalkoxysilane precursors should yield reactive fluids with the following respective terminal groups: 3- aminopropyldimethoxysilyl, 3-aminopropyldiethoxysilyl, 4- aminobutyldiethoxysilyl , (aminoethyaminomethyl) phenethyldimethoxysilyl, N- (2- aminoethyl) -3-aminopropyldimethoxysilyl, N- (6- aminohexyl ) aminopropyldimethoxysilyl , 3 - (m- aminophenoxy) propy1dimethoxysily1 , m- aminophenyldimethoxysilyl, p-aminophenyldimethoxysilyl, 3- (1-aminopropoxy) -3, 3 -dimethyl -1-propenyldimethoxysilyl, 3- aminopropylbis (methoxyethoxyethoxy) silyl
- This reactive fluid may then be mixed with an . insoluble hydrophobic silica for reinforcement purposes.
- the insoluble hydrophobic silica should be a high surface area silica, such as fumed, colloidal and precipitated silicas. Most of the hydroxyl groups on these silicas have been capped by materials such as siloxane fluids, octyltrimethoxysilane, methyldimethoxysilane and the like, to prevent the pendant hydroxyl from inducing premature gelation and to improve compatibility, and hence, ease of incorporation of the silicas into the ⁇ , ⁇ - di (aminoalkoxysilyl) polysiloxane .
- Desirable treated silicas are hexamethyldisilazane (“HMDS”) treated and polydimethylsiloxane (“PDMS”) treated silicas .
- HMDS hexamethyldisilazane
- PDMS polydimethylsiloxane
- a particularly desirable HMDS-treated silica is R-
- HMDS-treated silicas include Tellenox 500, commercially available from Tulco. Inc. and HDK 2000, commercially available from Wacker-Chemie.
- a particularly desirable PDMS-treated silica is Cab-O-Sil N70-TS (commercially available from the Cabot
- TMS trimethylsilyl
- AEROSIL R202 commercially available from Degussa, is believed to be a comparable treated silica product.
- treated silicas suitable for use in the inventive compositions are those treated with trialkoxy alkyl silanes, an example of which is AEROSIL R805 (commercially available from Degussa) , which is a trimethoxyoctylsilane-treated silica having a surface area of 150 m 2 /gm.
- AEROSIL R805 commercially available from Degussa
- dimethyldichlorosilane-treated silicas include AEROSIL R972, AEROSIL R974 and AEROSIL R976, each of which are commercially available from Degussa.
- the optional catalyst may be chosen from a raft of commercial materials available, such as titanates like tetraisopropoxy titanate, tetrabutyl titanate, titanate chelates, carboxylic acid salts of tin like dibutyltindilaurate, dibutyl tin diacetate, tin octanoate, dibutyltindihydroxide, carboxylic acid salts of zinc like zinc octanoate, carboxylic acid salts of iron and mixtures thereof.
- the catalyst may be included at levels of up to about 5% w/w.
- the optional filler may be chosen from any filler material known to those persons of ordinary skill in the art.
- An example of a desirable filler is calcium carbonate.
- the filler may be included at levels of up to about 70% w/w.
- the crosslinker should be of the condensation type and, as described above, should be employed when the ⁇ , ⁇ - di (aminoalkoxysilane) polysiloxane functionality is two.
- examples of the crosslinker include vinyltrimethoxysilane, 1, 3-dimethyltetramethoxydisiloxane, tetraethoxysilane, tetramethoxysilane, tetra n-propoxysilane, methytrimethoxysilane, methyltriethoxysilane and mixtures thereof.
- the crosslinker should be selected with care so that the leaving groups thereon do not contribute to nonvolatile residue or interfere with the cure of the ⁇ , ⁇ - di (aminoalkoxysilyl) olysiloxane. Accordingly, vinyltrimethoxysilane is a desirable choice. When used, the crosslinker should be included at levels of up to about 30% w/w.
- the reactive fluid described above has a functionality of 4; if the silane precursor had been 3- aminopropyldimethoxymethylsilane, the functionality of the resulting fluid would be two and crosslinker would be required in order to form a thermoset . Therefore, crosslinker should be included when the alkoxy functionality of the ⁇ , ⁇ -di (aminoalkoxysilyl) polysiloxane is two. While alkoxy leaving groups are desirable, the reaction product of an amino functional silane having at least two hydrolyzable groups generally and a silanol terminated polysiloxane is also an embodiment of the invention. Alternative hydrolyzable groups include ketoximes and the like.
- Additional additives include colorants such as carbon black, biocides, adhesion promoters, such functionalized silane, titanate and zirconate coupling agents, desiccants, such as molecular sieves and the like, and are typically present at levels of up to about 20% w/w.
- colorants such as carbon black, biocides, adhesion promoters, such functionalized silane, titanate and zirconate coupling agents, desiccants, such as molecular sieves and the like, and are typically present at levels of up to about 20% w/w.
- EXAMPLE 2 A moisture cure one-part silicone sealant was prepared by combining the following ingredients: 348 grams (58 pbw) of ⁇ , ⁇ -di(3- aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 48 grams (8 pbw) of insoluble hydrophobic silica (R-812S) , 18 grams (3 pbw) of vinyltrimethoxysilane, 180 grams (30 pbw) of calcium carbonate filler and 3.3 grams (0.5 pbw) of a tin soap catalyst (Fomrez UL-2, commercially available Witco Corp., Greenwich, CT) .
- a tin soap catalyst Femrez UL-2, commercially available Witco Corp., Greenwich, CT
- ⁇ , ⁇ -di(3- aminopropyldimethoxysilyl) polydimethylsiloxane was charged to a mixer and vinyltrimethoxysilane was added and mixed under a vacuum for a period of time of about 15 minutes. Vacuum was broken with nitrogen, and insoluble hydrophobic silica was added and mixed under a vacuum with high shear for a period of time of about 20 minutes. Vacuum was again broken with nitrogen, and calcium carbonate was added and mixed under vacuum with medium shear for 30 minutes, keeping the temperature below about 100°F. Vacuum was broken with nitrogen, and the mixer was scraped down under nitrogen sparge . Then catalyst was added and mixed under vacuum for a period of time of about 15 minutes, while the mixture cooled to room temperature .
- EXAMPLE 3 A moisture cure one-part silicone sealant was prepared using the process described in Example 2 by combining the following ingredients: 348 grams (52 pbw) ⁇ , co-di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 60 grams (9 pbw) insoluble hydrophobic silica (R-812S) , 18 grams (3 pbw) vinyltrimethoxysilane, 240 grams (36 pbw) calcium carbonate filler and 3.3 grams (0.5 pbw) tin soap catalyst (Fomrez UL- 2) .
- EXAMPLE 4 A moisture cure one-part silicone sealant was prepared using the process described in Example 2 by combining the following ingredients: 348 grams (52 pbw) ⁇ , co-di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 60 grams (9 pbw) insoluble hydrophobic
- a moisture cure one-part silicone sealant was prepared using the process described in Example 2 by combining the following ingredients: 416 grams (52 pbw) ⁇ , ⁇ -di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 72 grams (9 pbw) insoluble hydrophobic silica (R-812S) , 21.6 grams (3 pbw) vinyltrimethoxysilane, 286 grams (36 pbw) calcium carbonate filler, 4 grams (0.5 pbw) tin soap catalyst (Fomrez UL-2) and 0.16 grams (0.02 pbw) carbon black.
- a moisture cure one-part silicone sealant was prepared using the process described in Example 2 by combining the following ingredients: 316 grams (53 pbw) ⁇ , ⁇ -di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 54 grams (9 pbw) insoluble hydrophobic silica (R-812S) , 12 grams (2 pbw) vinyltrimethoxysilane, 215g (36 pbw) calcium carbonate filler, 4 grams (0.5 pbw) dibutytin bis-neodecanoate catalyst and 0.12 grams (0.02 pbw) carbon black.
- EXAMPLE 6 A moisture cure one-part silicone sealant was using the process described in Example 4 prepared and by combining the following ingredients: 11.6 Kg ⁇ , ⁇ -di (3- aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 1.42 Kg insoluble hydrophobic silica (R-812S) , 0.495 Kg vinyltrimethoxysilane, 5.4 Kg calcium carbonate filler, 0.003 Kg carbon black and 0.075 Kg tin soap catalyst (Fomrez UL-2) .
- the sealant produced had the following properties: a durometer of 44 Shore A, an elongation to failure of 187+4%, a skin-over time of 45 minutes, tear strength, Die B of 38 ⁇ 3 psi, boeing sag @ 2 minutes of 1.3 inches and the following extrusion rates @ 90 psi, 1/8" orifice: Day 1, 130 gpm; Day 2, 114 gpm; Day 3, 160 gpm; Day 6, 196 gpm; Day 10, 150 gpm; Day 13, 159 gpm; Day 15, 154 gpm; Day 17, 156 gpm; Day 20, 212 gpm.
- the sealant also possessed a tensile strength of 360 ⁇ 5 (psi) , and a modulus @ 50% of 158 ⁇ 8 and a modulus @ 100% 257 ⁇ 8.
- a moisture cure one-part silicone sealant was prepared using the process described in Example 4 and by combining the following ingredients: 3.3 Kg (50.68 phr) ⁇ , ⁇ -di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 0.618 Kg (9.5 phr) insoluble hydrophobic silica (R-812S) , 0.215 Kg (3.3 phr) vinyltrimethoxysilane, 2.44 Kg (36 phr) calcium carbonate filler, 0.0013 Kg (0.02 phr) carbon black and 0.0033 Kg (0.5 phr) tin soap catalyst (Fomrez UL-2) .
- the sealant produced had the following properties : a durometer of 44 Shore A, an elongation to failure of 148 ⁇ 20%, a skin-over time of 28 minutes and the following extrusion rates @ 90 psi, 1/8" orifice: Day 1, 100 gpm; Day 2, 73 gpm; Day 5, 65 gpm; Day 6, 196 gpm; Day 9, 70 gpm; Day 12, 59 gpm; Day 14, 60 gpm; Day 16, 56 gpm; Day 19, 52 gpm; Day 32, 53 gpm; Day 73, 47 gpm.
- the sealant also possessed a tensile strength of 438 ⁇ 8 (psi) , and a modulus @ 50% of 246 ⁇ 12 and a modulus @ 100% of 366 ⁇ 18.
- a moisture cure one-part silicone sealant was prepared by combining the following ingredients : 7.93 Kg (52.88 phr) ⁇ , ⁇ -di (3- aminopropyldimethoxysilyl) polydimethylsiloxane as prepared in Example 1, 1.28 Kg (8.5 phr) insoluble hydrophobic silica (R-812S) , 510 Kg (3.4 phr) vinyltrimethoxysilane, 5.25 Kg (35 phr) calcium carbonate filler, 0.003 Kg (0.02 phr) carbon black and 0.030 Kg (0.2 phr) tin soap catalyst (Fomrez UL-2) .
- vinyltrimethoxysilane was added to ⁇ , ⁇ -di (3 -aminopropyldimethoxysilyl) polydimethylsiloxane (as prepared in Example 1) in a Myers mixer under nitroged, and mixed at slow speed for a period of time of about 5 minutes.
- the treated fumed silica was then added, and mixing at high shear was allowed to continue for a period of time of about 10 minutes.
- the calcium carbonate filler, and carbon black were next added, and mixing with high shear under nitrogen for a period of time of about 20 minutes, while maintaining the temperature at less than about 105°F.
- the sealant produced had the following properties: a durometer of 50 Shore A, an elongation to failure of 148+20%, a skin-over time of 12 minutes, a tear strength (Die B) of 56 ⁇ 9 psi (62, 46, 61, and 46 nicked, 61 and 62 without nicking), a weight per gallon of 11.08 pounds, a boeing sag @ 2 minutes of 0.75 inches, an elongation to failure of 178 ⁇ 6% and the following extrusion rate @ 90 psi, 1/8" orifice: Day 1, 100 gpm; Day 2, 50 gpm; Day 5, 55 gpm; Day 8, 57 gpm; Day 13, 84 gpm; Day 17, 89 gpm; Day 34, 65 gpm; Day 58, 116 gpm.
- the sealant also possessed
- Example 9 The sealant prepared in Example 2 was applied to the sealing channel of an automotive foglamp. This assembly includes two parts: a plastic housing and a polycarbonate lens. After applying the sealant, the parts were mated and conditioned at a temperature of about 25°C and 50% RH for a period of time of about 5 days, allowing the material to fully cure.
- Halogen lamps were placed in the assemblies and lit by a 12V DC power supply for a period of time of about 2 hours.
- all of the lamps with the exception of the assembly prepared with the sealant of Example 2 , exhibited a fogging of the reflective surface inside the housing.
- the fogging was observed visually to be as fine, white particulates that appear as a haze or diffuse coating.
- the metallized surface remained clear and very reflective.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU42173/99A AU4217399A (en) | 1998-06-04 | 1999-05-28 | Low-outgassing, room temperature vulcanizing silicone compositions |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8813398P | 1998-06-04 | 1998-06-04 | |
| US60/088,133 | 1998-06-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1999063003A1 true WO1999063003A1 (fr) | 1999-12-09 |
Family
ID=22209550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1999/011885 WO1999063003A1 (fr) | 1998-06-04 | 1999-05-28 | Composition de silicones a faible degazage se vulcanisant a basse temperature |
Country Status (2)
| Country | Link |
|---|---|
| AU (1) | AU4217399A (fr) |
| WO (1) | WO1999063003A1 (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008034806A1 (fr) * | 2006-09-18 | 2008-03-27 | Dow Corning Corporation | Charges, pigments et poudres minérales traités par des organopolysiloxanes |
| CN105950099A (zh) * | 2016-04-27 | 2016-09-21 | 宁波高新区夏远科技有限公司 | 一种单组分脱醇型室温硫化硅橡胶及其制备方法、应用 |
| US20210277238A1 (en) * | 2020-03-09 | 2021-09-09 | Wolfgang Hechtl | Preparation for producing a polymer crosslinkable by condensation reaction, polymer composition crosslinkable by condensation reaction, process for producing a silicone elastomer and silicone elastomer |
| US20230096128A1 (en) * | 2017-10-06 | 2023-03-30 | Shin-Etsu Chemical Co., Ltd. | Method for manufacturing room-temperature-curable organopolysiloxane composition, room-temperature-curable organopolysiloxane composition, and article |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4483973A (en) * | 1982-02-17 | 1984-11-20 | General Electric Company | Adhesion promoters for one-component RTV silicone compositions |
| US5175057A (en) * | 1991-06-25 | 1992-12-29 | General Electric Company | Adhesion promoters for room temperature vulcanizable silicone compositions |
| US5302671A (en) * | 1993-06-11 | 1994-04-12 | Dow Corning Corporation | Moisture-curable compositions containing aminoalkoxy-functional silicone |
| US5688840A (en) * | 1994-10-04 | 1997-11-18 | Toshiba Silicone Co., Ltd. | Process for preparing room temperature-curable organopolysiloxane composition |
-
1999
- 1999-05-28 WO PCT/US1999/011885 patent/WO1999063003A1/fr active Application Filing
- 1999-05-28 AU AU42173/99A patent/AU4217399A/en not_active Abandoned
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4483973A (en) * | 1982-02-17 | 1984-11-20 | General Electric Company | Adhesion promoters for one-component RTV silicone compositions |
| US5175057A (en) * | 1991-06-25 | 1992-12-29 | General Electric Company | Adhesion promoters for room temperature vulcanizable silicone compositions |
| US5302671A (en) * | 1993-06-11 | 1994-04-12 | Dow Corning Corporation | Moisture-curable compositions containing aminoalkoxy-functional silicone |
| US5688840A (en) * | 1994-10-04 | 1997-11-18 | Toshiba Silicone Co., Ltd. | Process for preparing room temperature-curable organopolysiloxane composition |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008034806A1 (fr) * | 2006-09-18 | 2008-03-27 | Dow Corning Corporation | Charges, pigments et poudres minérales traités par des organopolysiloxanes |
| US9115285B2 (en) | 2006-09-18 | 2015-08-25 | Dow Corning Corporation | Fillers, pigments and mineral powders treated with organopolysiloxanes |
| CN105950099A (zh) * | 2016-04-27 | 2016-09-21 | 宁波高新区夏远科技有限公司 | 一种单组分脱醇型室温硫化硅橡胶及其制备方法、应用 |
| CN105950099B (zh) * | 2016-04-27 | 2018-12-07 | 深圳市利群通电子科技有限公司 | 一种单组分脱醇型室温硫化硅橡胶及其制备方法、应用 |
| US20230096128A1 (en) * | 2017-10-06 | 2023-03-30 | Shin-Etsu Chemical Co., Ltd. | Method for manufacturing room-temperature-curable organopolysiloxane composition, room-temperature-curable organopolysiloxane composition, and article |
| US12098279B2 (en) * | 2017-10-06 | 2024-09-24 | Shin-Etsu Chemical Co., Ltd. | Method for manufacturing room-temperature-curable organopolysiloxane composition, room-temperature-curable organopolysiloxane composition, and article |
| US20210277238A1 (en) * | 2020-03-09 | 2021-09-09 | Wolfgang Hechtl | Preparation for producing a polymer crosslinkable by condensation reaction, polymer composition crosslinkable by condensation reaction, process for producing a silicone elastomer and silicone elastomer |
| US12018151B2 (en) * | 2020-03-09 | 2024-06-25 | Wolfgang Hechtl | Preparation for producing a polymer crosslinkable by condensation reaction, polymer composition crosslinkable by condensation reaction, process for producing a silicone elastomer and silicone elastomer |
Also Published As
| Publication number | Publication date |
|---|---|
| AU4217399A (en) | 1999-12-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US8022130B2 (en) | Adhesive and sealant systems | |
| KR102385489B1 (ko) | 경화성 오르가노폴리실록산 조성물 및 전기·전자 부품의 보호제 또는 접착제 조성물 | |
| US3382205A (en) | Compositions containing silanol chainstopped polydimethyl-siloxane, organosilicon proess aid, and curing agent | |
| CA2571870C (fr) | Compositions de silicone tres elastomeres et peinturables | |
| CN102666730B (zh) | 硅酮弹性体组合物 | |
| JPWO2018043270A1 (ja) | 硬化性オルガノポリシロキサン組成物および電気・電子部品の保護剤または接着剤組成物 | |
| JP4088764B2 (ja) | 室温硬化性オルガノポリシロキサン組成物 | |
| EP2756040B1 (fr) | Composition de silicone chargée, préparation in situ et utilisation associées | |
| JPH0832828B2 (ja) | 加熱硬化性オルガノポリシロキサン組成物 | |
| JPH10212409A (ja) | 生強度を迅速に発現するアルコキシ官能シーラント | |
| CN106459492A (zh) | 粘合促进剂、含有该粘合促进剂的固化性聚有机硅氧烷组合物 | |
| KR20160101937A (ko) | 온도 변화에 대한 내성이 향상된 축합-가교용 실리콘 | |
| JP2015165035A (ja) | 室温硬化性ポリオルガノシロキサン組成物 | |
| JP7695302B2 (ja) | 接着剤 | |
| DE60218274T2 (de) | Bei Umgebungstemperatur härtende Organopolysiloxanzusammensetzungen | |
| US6444740B1 (en) | Oil resistant compositions | |
| US5302648A (en) | Dealcoholization-type room temperature vulcanizing silicone rubber composition | |
| JPH11302544A (ja) | 硬化性オルガノポリシロキサン組成物 | |
| JP2004292724A (ja) | 室温硬化性オルガノポリシロキサン組成物 | |
| JPH0625604A (ja) | ウェザーストリップ用のコーティング組成物 | |
| WO1999063003A1 (fr) | Composition de silicones a faible degazage se vulcanisant a basse temperature | |
| JP2014218558A (ja) | 室温硬化性ポリオルガノシロキサン組成物 | |
| KR100216101B1 (ko) | 실온 경화성 오가노폴리실록산 조성물 | |
| JP3897106B2 (ja) | 室温硬化性オルガノポリシロキサン組成物 | |
| JP2005162974A (ja) | 室温硬化性オルガノポリシロキサン組成物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AK | Designated states |
Kind code of ref document: A1 Designated state(s): AL AM AT AT AU AZ BA BB BG BR BY CA CH CN CU CZ CZ DE DE DK DK EE EE ES FI FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SK SL TJ TM TR TT UA UG US UZ VN YU ZA ZW |
|
| AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW SD SL SZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG |
|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
| DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
| REG | Reference to national code |
Ref country code: DE Ref legal event code: 8642 |
|
| 122 | Ep: pct application non-entry in european phase |