Source: http://www.google.com/patents/US5296298?dq=4316055
Timestamp: 2014-07-13 10:44:31
Document Index: 718193550

Matched Legal Cases: ['arts 4', 'arts         6', 'arts         6', 'arts 4', 'arts         6', 'arts         6', 'art          1', 'art          2', 'arts 2', 'arts         7', 'arts         3', 'arts 2', 'arts         3', 'arts         7', 'art  0', 'art        2']

Patent US5296298 - Silicone rubber composition and silicone rubber-processed fabric - Google PatentsSearch Images Maps Play YouTube News Gmail Drive More »Sign in<nobr>Advanced Patent Search</nobr>PatentsA silicone rubber composition comprising (A) 100 parts by weight of a polyorganosiloxane having, per molecule, at least two structural units represented by the following formula: (R1)a (R2)b SiO.sub.(4-(a+b))/2 (I) (B) a polyorganohydrogensiloxane comprising structural units shown by the following formula:...http://www.google.com/patents/US5296298?utm_source=gb-gplus-sharePatent US5296298 - Silicone rubber composition and silicone rubber-processed fabricAdvanced Patent SearchPublication numberUS5296298 APublication typeGrantApplication numberUS 07/978,338Publication dateMar 22, 1994Filing dateNov 18, 1992Priority dateNov 22, 1991Fee statusLapsedAlso published asDE69214603D1, DE69214603T2, EP0543401A1, EP0543401B1Publication number07978338, 978338, US 5296298 A, US 5296298A, US-A-5296298, US5296298 A, US5296298AInventorsTetsuo Fujimoto, Yasuji MatsumotoOriginal AssigneeToshiba Silicone Co., Ltd.Export CitationBiBTeX, EndNote, RefManPatent Citations (9), Referenced by (17), Classifications (46), Legal Events (6) External Links: USPTO, USPTO Assignment, EspacenetSilicone rubber composition and silicone rubber-processed fabricUS 5296298 AAbstract A silicone rubber composition comprising
(R1)a (R2)b SiO.sub.(4-(a+b))/2        (I)
(R3)c Hd SiO(4-(c+d))/2                     (II)
and having at least three silicon-bonded hydrogen atoms per molecule, the amount of component (B) being such that the number of silicon-bonded hydrogen atoms in component (B) is from 0.5 to 4.0 per R1 group in the structural units shown by formula (I) of component (A),
X-Q3 -Si(R6)f (OR7)3-f            (IV)
What is claimed is: 1. A silicone rubber composition comprising(A) 100 parts by weight of a polyorganosiloxane having, per molecule, at least two structural units represented by the following formula: (R1)a (R2)b SiO.sub.(4-(a+b))/2        (I) wherein R1 represents an alkenyl group; R2 represents a substituted or unsubstituted monovalent hydrocarbon group containing no aliphatic unsaturated bonds; a represents 1 or 2; b represents 0, 1, or 2; and a+b represents 1, 2, or 3, (B) a polyorganohydrogensiloxane comprising structural units shown by the following formula: (R3)c Hd SiO.sub.(4-(c+d))/2                (II) wherein R3 represents a substituted or unsubstituted monovalent hydrocarbon group; c represents 0, 1, or 2; d represents 1 or 2; and c+d represents 1, 2, or 3and having at least three silicon-bonded hydrogen atoms per molecule, the amount of component (B) being such that the number of silicon-bonded hydrogen atoms in component (B) is from 0.5 to 4.0 per R1 group in the structural units shown by formula (I) of component (A), (C) from 0.1 to 10 parts by weight of a compound selected from the group consisting of an organosilicon compound having, per molecule, at least one silicon-bonded hydrogen atom and at least one group represented by the following formula: ##STR8## wherein Q1 and Q2 each represents a divalent hydrocarbon group; R4 and R5 each represents a monovalent hydrocarbon group having from 1 to 4 carbon atoms; and e represents 0 or 1and an acrylic- or methacrylic-functional silane coupling agent, (D) from 0.1 to 10 parts by weight of an epoxyalkylalkoxysilane represented by the following formula: X-Q3 -Si(R6)f (OR7)3-f            (IV) wherein Q3 represents a divalent hydrocarbon group having from 1 to 4 carbon atoms; R6 and R7 each represents a monovalent hydrocarbon group having from 1 to 4 carbon atoms; X represents glycidoxy group or epoxycyclohexyl group; and f represents 0 or 1, (E) from 0 to 5 parts by weight of an aluminum chelate compound, and (F) platinum and/or a platinum compound in an amount of from 1 to 100 ppm of the polyorganosiloxane, component (A), in terms of the amount of platinum atoms. 2. A composition as claimed in claim 1, wherein the polyorganosiloxane has a viscosity of from 100 to 500,000 cP at 25� C.
3. A composition as claimed in claim 1, wherein the polyorganohydrosiloxane has a viscosity of from 1 to 10,000 cP at 25� C.
4. A composition as claimed in claim 1, wherein the number of silicon-bonded hydrogen atoms in component (B) is 1.0 to 3.0 per R1 group in the structural unit shown by formula (I) of component (A).
wherein R1 represents an alkenyl group; R2 represents a substituted or unsubstituted monovalent hydrocarbon group containing no aliphatic unsaturated bonds; a represents 1 or 2; b represents 0, 1, or 2; and a+b represents 1, 2, or 3,
(R3)c Hd SiO.sub.(4-(c+d))/2                (II)
wherein R3 represents a substituted or unsubstituted monovalent hydrocarbon group; c represents 0, 1, or 2; d represents 1 or 2; and c+d represents 1, 2, or 3
and having at least three silicon-bonded hydrogen atoms per molecule, the amount of component (B) being such that the number of silicon-bonded hydrogen atoms in component (B) is from 0.5 to 4.0 per R1 group in the structural units represented by formula (I) of component (A),
(C) from 0.1 to 10 parts by weight of a compound selected from the group consisting of an organosilicon compound having, per molecule, at least one silicon-bonded hydrogen atom and at least one group represented by the following formula: ##STR2## wherein Q1 and Q2 each represents a divalent hydrocarbon group; R4 and R5 each represents a monovalent hydrocarbon group having from 1 to 4 carbon atoms; and e represents 0 or 1
wherein Q3 represents a divalent hydrocarbon group having from 1 to 4 carbon atoms; R6 and R7 each represents a monovalent hydrocarbon group having from 1 to 4 carbon atoms; X represents glycidoxy group or epoxycyclohexyl group; and f represents 0 or 1,
Examples of the alkenyl group as R1 group in formula (I) above include vinyl, allyl, 1-butenyl, and 1-hexenyl. Of these, vinyl group is most advantageous from the standpoints of easiness of synthesis, thermal stability, and so forth.
Examples of R2 group and examples of possible silicon-bonded organic groups other than R1 and R2 groups include alkyl groups such as methyl, ethyl, propyl, butyl, hexyl, and dodecyl; aryl groups such as phenyl; and aralkyl groups such as β-phenylethyl and β-phenylpropyl, and further include substituted hydrocarbon groups such as chloromethyl and 3,3,3-trifluoropropyl. Of these groups, methyl group is most preferred as R2 group, because component (A) in which R2 group is methyl can be easily synthesized and because the methyl group imparts a degree of polymerization necessary for retaining good physical properties after cure and also imparts a low viscosity before cure.
It is preferred that the polyorganosiloxane, component (A), have a viscosity of from 100 to 500,000 cP at 25� C.
The polyorganohydrogensiloxane, component (B), used in the present invention is required to have at least three silicon-bonded hydrogen atoms per molecule in order to enable the composition to have a network structure through crosslinking. Examples of R3 group in formula (II) above and examples of possible silicon-bonded organic groups other than R3 group include the same groups as those enumerated above with reference to R2 in component (A). Of these, methyl group is most preferred as R3 from the standpoint of easiness of synthesis.
It is preferred that component (B) have a viscosity of from 1 to 10,000 cP at 25� C. from the standpoint of easiness of synthesis and handling.
The organosilicon compound which may be used as one of component (C) in the present invention is a component which serves, when used in combination with component (D), to impart excellent adhesive performance to the silicone rubber composition of the present invention. This organosilicon compound has at least one silicon-bonded hydrogen atom per molecule and further has, per molecule, at least one group represented by the following formula: ##STR3## wherein Q1, Q2, R4, R5, and e are the same as defined hereinabove. Although this compound usually is a silane derivative or a polysiloxane derivative, it is preferred from the standpoint of easiness of synthesis that the organosilicon compound be one having a polysiloxane backbone in which an Si-H bond and the group represented by formula ##STR4## are contained in separate siloxane units. Preferred examples of Q1 are hydrocarbon groups comprising a carbon chain having 2 or more carbon atoms, from the standpoints of easiness of synthesis and resistance to hydrolysis, and especially preferred examples of Q1 are groups represented by the formula ##STR5## wherein R8 represents a monovalent group selected from hydrogen atom and methyl group. Preferred examples of Q2 are hydrocarbon groups comprising a carbon chain having 3 or more carbon atoms, especially propylene group, from the standpoint of resistance to hydrolysis. Examples or R4 and R5 include alkyl groups having from 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl, and butyl, with methyl and ethyl groups being preferred from the standpoint of giving good adhesive properties. A siloxane unit containing such a side chain can be synthesized by the addition reaction of a trialkoxy- or dialkoxysilylpropyl ester of acrylic or methacrylic acid with part of the Si-H bonds in the molecule of a compound to be the organosilicon compound, or by a similar method. The siloxane backbone of such an organosilicon compound may be either cyclic or chain form, or may be a mixture thereof. From the standpoint of easiness of synthesis, however, the organosilicon compound most preferably is one having a cyclic polysiloxane backbone. In the case that an organosilicon compound having a cyclic polysiloxane backbone is used, the number of silicon atoms constituting the siloxane ring is from 3 to 6, preferably 4, from the standpoint of easiness of synthesis. In the case that an organosilicon compound in chain form is used, the number of silicon atoms constituting the siloxane chain is from 2 to 20, preferably from 4 to 10, because too high a molecular weight results in an increased viscosity, making the synthesis and handling of the compound difficult.
Preferred examples of the divalent hydrocarbon group having from 1 to 4 carbon atoms which is represented by Q3 in formula (IV) are alkylene groups having from 1 to 4 carbon atoms.
Preferred examples of the monovalent hydrocarbon group having from 1 to 4 carbon atoms which is represented by each of R6 and R7 are alkyl groups having from 1 to 4 carbon atoms.
EXAMPLE 1 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 5,000 Cp at 25� C., 3 parts of a polymethylhydrogensiloxane comprising (CH3)2 HSiO1/2 units and SiO2 units, containing 0.98% by weight of silicon-bonded hydrogen atoms, and having a viscosity of 20 cP at 25� C., 50 parts of a quartz powder having an average particle diameter of 2 μm, 2 parts of organosilicon compound A as specified below, 2 parts of γ-glycidoxypropyltrimethoxysilane, 0.3 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 20 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 1. This composition was poured into the space (2 mm distance) between two 6-nylon resin plates each having dimensions of 50 mm�25 mm�2 mm, and then cured by heating it at 70� C. for 6 hours. The shear bond strength and percentage of cohesive failure for the cured composition were measured, and the results obtained are shown in Table 1.
Each of these compositions was poured into the space between two plates of each of various plastic resins, each plate having dimensions of 50 mm�25 mm�2 mm. The compositions poured were then cured by heating them at 100� C. for 30 minutes. The shear bond strength and percentage of cohesive failure for each cured composition were measured, and the results obtained are shown in Table 1.
TABLE 1__________________________________________________________________________  Example  1       2               3               4__________________________________________________________________________Component  organosilicon          organosilicon   organosilicon   organosilicon(C),   compound A,          compound A,     compound A,     compound A,amount 2 parts 4 parts         6 parts         6 partsComponent  &#947;-glycidoxy-          &#947;-glycidoxypropylmethyl-                          3,4-epoxycyclohexyl-                                          3,4-epoxycyclohexyl-(D),   propyltri-          dimethoxysilane,                          ethyltrimethoxysilane,                                          ethyltrimethoxysilane,  methoxysilane,amount 2 parts 4 parts         6 parts         6 partsComponent  aluminum bi-          aluminum tris(ethyl-                          aluminum tris(acetyl-                                          --(E),   sethylacetate          acetoacetate),  acetonate),  monoacetyl-  acetonate,amount 0.3 part          1 part          2 partsPlastic resin  6-nylon 6-  6,6-                  phenol-                      epoxy                          6-  6,6-                                  phenol-                                      epoxy                                          6-  6,6-                                                  phenol-                                                      epoxy          nylon              nylon                  ic      nylon                              nylon                                  ic      nylon                                              nylon                                                  icShear bond  19.8    18.6              19.2                  22.6                      20.8                          18.0                              19.1                                  20.4                                      19.8                                          13.1                                              14.2                                                  15.3                                                      14.7strength,kgf/cm2Percentage of  100     100 100 100 100 100 100 100 100 100 100 100 100cohesivefailure, %__________________________________________________________________________
TABLE 2__________________________________________________________________________       Comparative Example       1                2__________________________________________________________________________Component (C),       --               organosilicon compound A,amount                       2 partsComponent (D),       &#947;-glycidoxypropyltrimethoxysilane,                        --amount      2 partsComponent (E),       aluminum bisethylacetate                        --       monoacetylacetonate,amount      0.3 partPlastic resin       6-nylon          6-nylon                            6,6-nylon                                 phenolic                                      epoxyShear bond strength,       4.3              4.6 4.9  11.0 10.6kgf/cm2Percentage of cohesive       30               60  60   100  100failure, %__________________________________________________________________________
EXAMPLE 5 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 20,000 cP at 25� C., 2 parts of a straight-chain polymethylhydrogensiloxane terminated at both ends by a trimethylsilyl group and having a silicon-bonded hydrogen content of 0.88% by weight and a viscosity of 30 cP at 25� C., 10 parts of fumed silica, 5 parts of organosilicon compound B as specified below, 1 part of γ-glycidoxypropyltrimethoxysilane, 2 parts of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 10 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 5. This composition was poured into the space between two 6,6-nylon resin plates each having dimensions of 50 mm�25 mm�2 mm, and then cured by heating it at 120� C. for 20 minutes. The shear bond strength for the cured composition was measured. As a result, the bond strength was 22.3 kgf/cm2, with the percentage of cohesive failure being 100%.
COMPARATIVE EXAMPLE 3 Comparative composition 3 was prepared and the shear bond strength therefor was measured, in the same manner as in Example 5 except that γ-glycidoxypropyltrimethoxysilane was omitted. As a result, the bond strength was 8.4 kgf/cm2, with the percentage of cohesive failure being 70%.
EXAMPLE 6 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 3,000 cP at 25� C., 3 parts of a straight-chain polymethylhydrogensiloxane terminated at both ends by a trimethylsilyl group and having a silicon-bonded hydrogen content of 0.85% by weight and a viscosity of 25 cP at 25� C., 20 parts of fumed silica, 5 parts of γ-methacryloxypropyltrimethoxysilane, 5 parts of γ-glycidoxypropyltrimethoxysilane, 1 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 10 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 6.
This composition was poured into the space between two 6-nylon resin plates each having dimensions of 50 mm�25 mm�2 mm, and then cured by heating it at 80� C. for 3 hours. The shear bond strength and percentage of cohesive failure for the cured composition were measured, and the results obtained are shown in Table 3.
Each of these compositions was poured into the space between two plates of each of various plastic resins, each plate having dimensions of 50 mm�25 mm�2 mm. The compositions poured were then cured by heating them at 100� C. for 30 minutes. The shear bond strength and percentage of cohesive failure for each cured composition were measured, and the results obtained are shown in Table 3.
TABLE 3__________________________________________________________________________  Example  1       2               3               4__________________________________________________________________________Component  &#947;-methacryl-          &#947;-methacryloxypropyl                          &#947;-acryloxypropyl                                          &#947;-methacryloxypropyl                                          5(C),   oxypropyl          trimethoxysilane,                          trimethoxysilane,                                          trimethoxysilane,  trimethoxy-  silane,amount 5 parts 2 parts         7 parts         3 partsComponent  &#947;-glycidoxy-          &#947;-glycidoxypropylmethyl-                          3,4-epoxycyclohexyl-                                          &#947;-glycidoxypropyl-(D),   propyltri-          dimethoxysilane,                          ethyltrimethoxysilane,                                          trimethoxysilane,  methoxysilane,amount 5 parts 2 parts         3 parts         7 partsComponent  aluminum bi-          aluminum tris(ethyl-                          aluminum tris(ethyl-                                          --(E),   sethylacetate          acetoacetate),  acetonate),  monoacetyl-  acetonate,amount 1 part  0.2 part        2 partsPlastic resin  6-nylon 6-  6,6-                  phenol-                      epoxy                          6-  6,6-                                  phenol-                                      epoxy                                          6-  6,6-                                                  phenol-                                                      epoxy          nylon              nylon                  ic      nylon                              nylon                                  ic      nylon                                              nylon                                                  icShear bond  16.4    15.5              16.4                  18.8                      18.2                          15.2                              15.8                                  18.4                                      17.8                                          10.8                                              11. 11.6                                                      10.9strength,kgf/cm2Percentage of  100     100 100 100 100 100 100 100 100 100 100 100 100cohesivefailure, %__________________________________________________________________________
TABLE 4__________________________________________________________________________       Comparative Example       4                5__________________________________________________________________________Component (C),       --               &#947;-methacryloxypropyltrimethoxy-                        silane,amount                       3 partsComponent (D),       &#947;-glycidoxypropyltrimethoxysilane,                        --amount      5 partsComponent (E),       aluminum bisethylacetate                        --       monoacetylacetonate,amount      1 partPlastic resin       6-nylon          6-nylon                            6,6-nylon                                 phenolic                                      epoxyShear bond strength,       3.8              3.1 2.9  6.5  6.3kgf/cm2Percentage of cohesive       40               30  30   60   60failure, %__________________________________________________________________________
EXAMPLE 10 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 30,000 cP at 25� C., 2 parts of a polymethylhydrogensiloxane comprising (CH3)2 HSiO1/2 units and SiO2 units, containing 1.01% by weight of silicon-bonded hydrogen atoms, and having a viscosity of 20 cP at 25� C., 80 parts of a quartz powder having an average particle diameter of 5 μm, 2 parts of methacryloxymethyltrimethoxysilane, 4 parts of γ-glycidoxypropyltrimethoxysilane, 0.5 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 30 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 10.
This composition was poured into the space between two 6,6-nylon resin plates each having dimensions of 50 mm�25 mm�2mm, and then cured by heating it at 100� C. for 30 minutes. The shear bond strength for the cured composition was measured. As a result, the bond strength was 15.7 kgf/cm2, with the percentage of cohesive failure being 100%.
COMPARATIVE EXAMPLE 6 Comparative composition 6 was prepared and the shear bond strength therefor was measured, in the same manner as in Example 10 except that γ-glycidoxypropyltrimethoxysilane was omitted. As a result, the bond strength was 6.2 kgf/cm2, with the percentage of cohesive failure being 30%.
EXAMPLE 11 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 25,000 cP at 25� C., 2.5 parts of a polymethylhydrogensiloxane comprising (CH3)2 HSiO1/2 units and SiO2 units, containing 1.01% by weight of silicon-bonded hydrogen atoms, and having a viscosity of 23 cP at 25� C., 40 parts of a quartz powder having an average particle diameter of 2 μm, 2 parts of organosilicon compound A as specified above, 2 parts of γ-glycidoxypropyltrimethoxysilane, 0.2 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 20 ppm (in terms of platinum amount based on the amount of the base oil) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 11.
This composition was poured into the space between two fabric bases (20 mm�200 mm) made of synthetic fibers of each of various kinds as shown in Table 5, and then cured by heating it at 100� C for 30 minutes. The test pieces thus prepared were subjected to a peeling test in accordance with JIS K 6328 (clause 5.3.7) to measure adhesion strength. The results obtained are shown in Table 5. Further, toluene was added to the present invention composition 11 in an amount so as to result in a viscosity of 6,000 cP, and the resulting composition was coated on fabric bases made of various synthetic fibers shown in Table 5 by means of a knife coater at a coating film thickness of 20 μm and was then heat-cured at 150� C. for 5 minutes, thereby obtaining silicone rubber-processed fabrics. These processed fabrics were subjected to a crease-flex test (conducted 1,000 times without load) in accordance with JIS K 6328 (clause 5.3.8) to examine the state of peeling between the silicone rubber and the fabric base. The results obtained are shown in Table 5.
EXAMPLE 15 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 3,000 cP at 25� C., 3 parts of a straight-chain polymethylhydrogensiloxane terminated at both ends by a trimethylsilyl group and having a silicon-bonded hydrogen content of 0.90% by weight and a viscosity of 21 cP at 25� C., 10 parts of fumed silica, 5 parts of organosilicon compound B as specified above, 2 parts of γ-glycidoxypropyltrimethoxysilane, 2 parts of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 10 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 12.
This composition was coated on a fabric base made of 6-nylon fibers with a knife coater at a coating film thickness of 40 μm and was then heat-cured at 170� C. for 3 minutes, thereby obtaining a silicone rubber-processed fabric. This processed fabric was subjected to a crease-flex test in the same manner as in Example 11. As a result, no abnormality was observed even after 1,000-time flexing.
EXAMPLE 16 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 10,000 cP at 25� C., 2 parts of a straight-chain polymethylhydrogensiloxane terminated at both ends by a trimethylsilyl group and having a silicon-bonded hydrogen content of 0.90% by weight and a viscosity of 20 cP at 25� C., 15 parts of fumed silica, 3 parts of γ-methacryloxypropyltrimethoxysilane, 3 parts of γ-glycidoxypropyltrimethoxysilane, 0.2 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 20 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 16. This composition was poured into the space between two fabric bases (20 mm�200 mm) made of synthetic fibers of each of various kinds as shown in Table 7, and then cured by heating it at 120� C. for 20 minutes. The test pieces thus prepared were subjected to a peeling test in accordance with JIS K 6328 (clause 5 3.7) to measure adhesion strength. The results obtained are shown in Table 7.
Further, toluene was added to the present invention composition 16 in an amount so as to result in a viscosity of 10,000 cp, and the resulting composition was coated on fabric bases made of various synthetic fibers shown in Table 7 by means of a knife coater at a coating film thickness of 30 μm and was then heat-cured at 120� C. for 20 minutes, thereby obtaining silicone rubber-processed fabrics. These processed fabrics were subjected to a crease-flex test (conducted 1,000 times without load) in accordance with JIS K 6328 (clause 5.3.8) to examine the state of peeling between the silicone rubber and the fabric base. The results obtained are shown in Table 7.
EXAMPLE 20 100 Parts of a polydimethylsiloxane terminated at both ends by a dimethylvinyl group and having a viscosity of 2,000 cP at 25� C., 2 parts of a polymethylhydrogensiloxane comprising (CH3)2 HSiO1/2 units and SiO2 units, containing 0.98% by weight of silicon-bonded hydrogen atoms, and having a viscosity of 30 cP at 25� C., 100 parts of a quartz powder having an average particle diameter of 5 μm, 2 parts of methacryloxymethyltrimethoxysilane, 3 parts of γ-glycidoxypropyltriethoxysilane, 0.5 part of aluminum bisethylacetoacetate monoacetylacetonate, and an isopropyl alcohol solution of chloroplatinic acid in an amount of 40 ppm (in terms of platinum amount based on the amount of the polydimethylsiloxane) were mixed to uniformly disperse the ingredients, thereby preparing present invention composition 20. This composition was coated on a fabric base made of 6-nylon fibers with a knife coater at a coating film thickness of 20 μm and was then heat-cured at 150� C. for 5 minutes, thereby obtaining a silicone rubber-processed fabric. This processed fabric was subjected to a crease-flex test in the same manner as in Example 11. As a result, no abnormality was observed even after 1,000-time flexing.
Patent CitationsCited PatentFiling datePublication dateApplicantTitleUS4980413 *Jan 29, 1990Dec 25, 1990Dow Corning Toray Silicone Company, Ltd.Adhesion promoter is (meth)acryloyloxy ester and unsaturated organosilicon compoundUS5166293 *May 23, 1991Nov 24, 1992Shin-Etsu Chemical Co., Ltd.Silicone rubber compositions and cured products thereofJPH0439036A * Title not availableJPH02270654A * Title not availableJPH03223362A * Title not availableJPS5333256A * Title not availableJPS5448853A * Title not availableJPS56151758A * Title not availableJPS60101146A * Title not available* Cited by examinerReferenced byCiting PatentFiling datePublication dateApplicantTitleUS5399402 *Jan 26, 1994Mar 21, 1995Shin-Etsu Chemical Co., Ltd.Air bag coating composition and air bagUS5658674 *May 3, 1995Aug 19, 1997Rhone-Poulenc ChimieCVE silicone elastomer compositions and protective coating of vehicular airbags therewithUS5705445 *Jun 7, 1995Jan 6, 1998Takata CorporationPolysiloxaneUS5783311 *Jan 27, 1997Jul 21, 1998Rhone-Poulenc ChimieCVE silicone elastomer compositions and protective coating of vehicular airbags therewithUS7611998Jun 15, 2005Nov 3, 2009Bluestar Silicones France SasPreparing barrier fabric suitable for reusable medical barrier fabric end-uses such as surgical apparel and drapes by applying two coats of solventless, unfilled, cold cure, low viscosity siloxane composition onto woven fabric, with second coat on inner side being optionally covered by a fabric, curingUS7642331 *Jul 16, 2003Jan 5, 2010Rhodia ChimieComposition based on silicone oils that can be crosslinked into elastomers for the impregnation treatment of fibrous materialsUS7662479Jul 29, 2008Feb 16, 2010Shin-Etsu Chemical Co., Ltd.Liquid silicone rubber coating composition, curtain air bag, and method of producing sameUS7785715Feb 25, 2004Aug 31, 2010Kaneka CorporationCurable composition and method of preparing same, light-shielding paste, light-shielding resin and method of forming same, light-emitting diode package and semiconductor deviceUS8257797Nov 2, 2004Sep 4, 2012Bluestar Silicones FranceSilicone composition and process that is useful for improving the tear strength and the combing strength of an inflatable bag for protecting an occupant of a vehicleUS8273842Nov 7, 2008Sep 25, 2012Kaneka CorporationProcess for production of cyclic polyorganosiloxane, curing agent, curable composition, and cured product of the curable compositionUS8314200 *Mar 31, 2010Nov 20, 2012Wacker Chemie AgPt-catalyzed, addition-crosslinking silicone compositions self-adhesive at room temperatureUS8440311Oct 2, 2008May 14, 2013Bluestar Silicones France SasSilicone composition and process that is useful for improving the tear strength and the combing strength of an inflatable bag for protecting an occupant of a vehicleUS8729170Dec 28, 2009May 20, 2014Bluestar Silicones France SasCoating compositions and textile fabrics coated therewithUS20100256300 *Mar 31, 2010Oct 7, 2010Wacker Chemie AgPT-Catalyzed, Addition-Crosslinking Silicone Compositions Self-Adhesive At Room TemperatureCN100390352CJul 22, 2003May 28, 2008塞杰�法拉利织造及织物整理股份有限公司Method for the treatment of architectural fabrics by means of impregnation with an elastomeric cross-linkable silicone composition, and architectural fabric coated by means of said methodDE10034374A1 *Jul 14, 2000Jan 31, 2002Eumuco Maschinenfabrik GmbhProduction of press cushions useful in the manufacture of wood-based boards comprises impregnating a metal fabric with a viscosity-adjusted silicone containing metal powderWO2010078235A1Dec 28, 2009Jul 8, 2010Bluestar SiliconesCoating compositions and textile fabrics coated therewith* Cited by examinerClassifications U.S. Classification428/447, 428/474.4, 528/14, 524/268, 524/267, 524/266, 528/15, 428/480, 524/265, 524/730, 524/731International ClassificationD06M101/16, D06M15/693, D06M101/34, D06M101/32, C08K5/5425, C08K5/5435, C08L83/05, C08L83/07, C08L83/04, D06M13/02, D06M101/08, C08K5/09, D06M13/503, D06M13/51, D06M101/00, D06M13/513, D06M15/643, D06M101/30, D06M13/50, C08K5/5419, D06N3/12Cooperative ClassificationC08G77/12, C08G77/20, D06M15/693, D06N3/128, D06M13/513, D06M15/643, C08L83/04, C08K5/5435European ClassificationC08K5/5435, C08L83/04, D06N3/12F, D06M15/643, D06M15/693, D06M13/513Legal EventsDateCodeEventDescriptionMay 16, 2006FPExpired due to failure to pay maintenance feeEffective date: 20060322Mar 22, 2006LAPSLapse for failure to pay maintenance feesOct 5, 2005REMIMaintenance fee reminder mailedAug 30, 2001FPAYFee paymentYear of fee payment: 8Sep 8, 1997FPAYFee paymentYear of fee payment: 4Nov 18, 1992ASAssignmentOwner name: TOSHIBA SILICONE COMPANY, LIMITED, JAPANFree format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:FUJIMOTO, TETSUO;MATSUMOTO, YASUJI;REEL/FRAME:006328/0363Effective date: 19921109RotateOriginal ImageGoogle Home - Sitemap - USPTO Bulk Downloads - Privacy Policy - Terms of Service - About Google Patents - Send FeedbackData provided by IFI CLAIMS Patent Services©2012 Google