JP2019081861A - Organic/inorganic hybrid glass material - Google Patents
Organic/inorganic hybrid glass material Download PDFInfo
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- JP2019081861A JP2019081861A JP2017210434A JP2017210434A JP2019081861A JP 2019081861 A JP2019081861 A JP 2019081861A JP 2017210434 A JP2017210434 A JP 2017210434A JP 2017210434 A JP2017210434 A JP 2017210434A JP 2019081861 A JP2019081861 A JP 2019081861A
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- siloxane
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- 239000000463 material Substances 0.000 title claims abstract description 65
- 239000011521 glass Substances 0.000 title claims abstract description 64
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims abstract description 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 13
- 125000000524 functional group Chemical group 0.000 claims abstract description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 6
- 238000002844 melting Methods 0.000 claims description 8
- 230000008018 melting Effects 0.000 claims description 8
- 238000002834 transmittance Methods 0.000 claims description 8
- -1 siloxanes Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 description 9
- 239000002994 raw material Substances 0.000 description 7
- 238000001746 injection moulding Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- AHUXYBVKTIBBJW-UHFFFAOYSA-N dimethoxy(diphenyl)silane Chemical compound C=1C=CC=CC=1[Si](OC)(OC)C1=CC=CC=C1 AHUXYBVKTIBBJW-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
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- Glass Melting And Manufacturing (AREA)
- Silicon Polymers (AREA)
Abstract
Description
本開示は有機無機ハイブリットガラス材料に関する。 The present disclosure relates to organic-inorganic hybrid glass materials.
従来、有機無機ハイブリットガラス材料が知られている。有機無機ハイブリットガラス材料として、特許文献１に開示されたものがある。 Organic-inorganic hybrid glass materials are conventionally known. Patent Document 1 discloses an organic-inorganic hybrid glass material.
有機無機ハイブリットガラス材料を、高温になる環境で使用することが考えられる。例えば、ＬＥＤの周辺部材の材料として、有機無機ハイブリットガラス材料を使用することが考えられる。近年、ＬＥＤの発光強度が上がり、ＬＥＤの周辺部材は高温になる。 It is conceivable to use the organic-inorganic hybrid glass material in a high temperature environment. For example, it is conceivable to use an organic-inorganic hybrid glass material as a material of a peripheral member of the LED. In recent years, the light emission intensity of the LED is increased, and the peripheral members of the LED become hot.
従来の有機無機ハイブリットガラス材料は耐熱性が低いため、高温になると透明性を失ってしまう。本開示の一局面は、耐熱性が高い有機無機ハイブリットガラス材料を提供することを目的とする。 Conventional organic-inorganic hybrid glass materials have low heat resistance, so they lose transparency at high temperatures. One aspect of the present disclosure is to provide an organic-inorganic hybrid glass material with high heat resistance.
本開示の一局面は、フェニル基を有するシロキサンを含み、以下の式（１）で定義するＸの値が０．８３以上、０．９３以下であり、以下の式（２）で定義するＹの値が２．４５以上であり、数平均分子量が２０００以上である有機無機ハイブリットガラス材料である。
式（１） Ｘ＝ＭＳｉＯ／ＭＯＦ
式（２） Ｙ＝Ｍｐ／（Ｍｅ＋Ｍｍ）
（ＭＳｉＯは前記シロキサンに含まれるＳｉＯのモル数である。ＭＯＦは前記シロキサンに含まれる有機官能基のモル数である。Ｍｐは前記シロキサンに含まれるフェニル基のモル数である。Ｍｅは前記シロキサンに含まれるエチル基のモル数である。Ｍｍは前記シロキサンに含まれるメチル基のモル数である。）
本開示の一局面である有機無機ハイブリットガラス材料は、融点及び軟化点が高く、耐熱性が高い。
One aspect of the present disclosure includes a siloxane having a phenyl group, and the value of X defined by the following formula (1) is 0.83 or more and 0.93 or less, and Y defined by the following formula (2) The organic-inorganic hybrid glass material has a value of 2.45 or more and a number average molecular weight of 2000 or more.
Formula (1) X = M SiO / M OF
Formula (2) Y = M p / (M e + M m )
(M SiO is the number of moles of SiO contained in the siloxane. M 2 O is the number of moles of organic functional groups contained in the siloxane. M p is the number of moles of phenyl groups contained in the siloxane. e is the number of moles of ethyl groups contained in the siloxane M m is the number of moles of methyl groups contained in the siloxane)
The organic-inorganic hybrid glass material which is one aspect of the present disclosure has a high melting point and a high softening point and a high heat resistance.
本開示の例示的な実施形態を説明する。
１．有機無機ハイブリットガラス材料の構成
本開示の有機無機ハイブリットガラス材料は、フェニル基を有するシロキサンを含む。フェニル基の少なくとも一部は、例えば、シロキサンを構成するＳｉに結合している。
An exemplary embodiment of the present disclosure will be described.
1. Configuration of Organic-Inorganic Hybrid Glass Material The organic-inorganic hybrid glass material of the present disclosure includes a siloxane having a phenyl group. At least a part of the phenyl group is, for example, bonded to Si constituting the siloxane.
本開示の有機無機ハイブリットガラス材料において、以下の式（１）で定義するＸの値は０．８３以上、０．９３以下である。
式（１） Ｘ＝ＭＳｉＯ／ＭＯＦ
（ＭＳｉＯは前記シロキサンに含まれるＳｉＯのモル数である。ＭＯＦは前記シロキサンに含まれる有機官能基のモル数である。）
ＭＳｉＯ、及びＭＯＦは、ＮＭＲにより測定された値である。シロキサンに含まれる有機官能基として、例えば、メチル基、エチル基、フェニル基等が挙げられる。有機官能基は、例えば、シロキサンにおける側鎖である。
In the organic-inorganic hybrid glass material of the present disclosure, the value of X defined by the following formula (1) is 0.83 or more and 0.93 or less.
Formula (1) X = M SiO / M OF
(M SiO is the number of moles of SiO contained in the siloxane. M OF is the number of moles of organic functional groups contained in the siloxane.)
M 2 SiO 2 and M OF are values measured by NMR. As an organic functional group contained in siloxane, a methyl group, an ethyl group, a phenyl group etc. are mentioned, for example. The organic functional group is, for example, a side chain in siloxane.
Ｘの値が０．８３以上であることにより、有機無機ハイブリットガラス材料の融点及び軟化点が高くなる。そのため、有機無機ハイブリットガラス材料の耐熱性が高くなる。
Ｘの値が０．９３以下であることにより、Ｓｉ成分が多くなり過ぎない。その結果、有機無機ハイブリットガラス材料の再溶融性及び透明性が高くなる。再溶融性とは、一旦固化した有機無機ハイブリットガラス材料を加熱したとき、容易に再溶融する特性である。再溶融性が良好である場合、例えば、本開示の有機無機ハイブリットガラス材料を用いて射出成型を行うことができる。
When the value of X is 0.83 or more, the melting point and the softening point of the organic-inorganic hybrid glass material become high. Therefore, the heat resistance of the organic-inorganic hybrid glass material becomes high.
When the value of X is 0.93 or less, the Si component is not too much. As a result, the remeltability and transparency of the organic-inorganic hybrid glass material are enhanced. The remelting property is a property of easily remelting when the organic-inorganic hybrid glass material once solidified is heated. If remeltability is good, for example, injection molding can be performed using the organic-inorganic hybrid glass material of the present disclosure.
Ｘの値は、例えば、有機無機ハイブリットガラス材料の原料に含まれる有機官能基の量を調整することや、有機無機ハイブリットガラス材料の数平均分子量を調整することにより制御することができる。原料に含まれる有機官能基の量が多いほど、Ｘは小さくなる。有機無機ハイブリットガラス材料の数平均分子量が大きいほど、Ｘは大きくなる。 The value of X can be controlled, for example, by adjusting the amount of the organic functional group contained in the raw material of the organic-inorganic hybrid glass material or adjusting the number average molecular weight of the organic-inorganic hybrid glass material. As the amount of the organic functional group contained in the raw material is larger, X is smaller. As the number average molecular weight of the organic-inorganic hybrid glass material is larger, X is larger.
本開示の有機無機ハイブリットガラス材料において、以下の式（２）で定義するＹの値は２．４５以上である。
式（２） Ｙ＝Ｍｐ／（Ｍｅ＋Ｍｍ）
（Ｍｐは前記シロキサンに含まれるフェニル基のモル数である。Ｍｅは前記シロキサンに含まれるエチル基のモル数である。Ｍｍは前記シロキサンに含まれるメチル基のモル数である。）
Ｍｐ、Ｍｅ、及びＭｍは、ＦＴ−ＩＲの透過法により測定された値である。Ｙの値が２．４５以上であることにより、有機無機ハイブリットガラス材料は熱硬化しにくく、再溶融性が高くなる。Ｙの値は、例えば、有機無機ハイブリットガラス材料の原料に含まれるフェニル基、メチル基、エチル基の量を調整することにより制御することができる。
In the organic-inorganic hybrid glass material of the present disclosure, the value of Y defined by the following formula (2) is 2.45 or more.
Formula (2) Y = M p / (M e + M m )
(M p is the number of moles of phenyl groups contained in the siloxane. M e is the number of moles of ethyl groups contained in the siloxane. M m is the number of moles of methyl groups contained in the siloxane.)
M p , M e , and M m are values measured by the transmission method of FT-IR. When the value of Y is 2.45 or more, the organic-inorganic hybrid glass material is difficult to be thermally cured and the remelting property becomes high. The value of Y can be controlled, for example, by adjusting the amount of phenyl group, methyl group and ethyl group contained in the raw material of the organic-inorganic hybrid glass material.
本開示の有機無機ハイブリットガラス材料の数平均分子量は２０００以上である。そのため、有機無機ハイブリットガラス材料の融点及び軟化点が高くなる。
本開示の有機無機ハイブリットガラス材料の可視光透過率は、８５％以上であることが好ましい。可視光透過率が８５％以上である場合、透明性が必要である用途に、本開示の有機無機ハイブリットガラス材料を用いることができる。本開示の有機無機ハイブリットガラス材料の可視光透過率は、２００℃で１０００時間加熱した後でも、８５％以上であることが好ましい。その場合、透明性及び耐熱性が必要である用途に、本開示の有機無機ハイブリットガラス材料を用いることができる。
The number average molecular weight of the organic-inorganic hybrid glass material of the present disclosure is 2000 or more. Therefore, the melting point and the softening point of the organic-inorganic hybrid glass material become high.
The visible light transmittance of the organic-inorganic hybrid glass material of the present disclosure is preferably 85% or more. When the visible light transmittance is 85% or more, the organic-inorganic hybrid glass material of the present disclosure can be used in applications where transparency is required. The visible light transmittance of the organic-inorganic hybrid glass material of the present disclosure is preferably 85% or more even after heating at 200 ° C. for 1000 hours. In that case, the organic-inorganic hybrid glass material of the present disclosure can be used for applications that require transparency and heat resistance.
本開示の有機無機ハイブリットガラス材料の可視光透過率を８５％以上とする方法として、例えば、前記式（１）で表されるＸの値を小さくする方法が挙げられる。
本開示の有機無機ハイブリットガラス材料の可視光透過率を、２００℃で１０００時間加熱した後でも、８５％以上とする方法として、例えば、前記式（１）で表されるＸの値を小さくする方法が挙げられる。
As a method of setting the visible light transmittance of the organic-inorganic hybrid glass material of the present disclosure to 85% or more, for example, a method of reducing the value of X represented by the formula (1) can be mentioned.
As a method of making the visible light transmittance of the organic-inorganic hybrid glass material of the present disclosure 85% or more even after heating at 200 ° C. for 1000 hours, for example, reducing the value of X represented by the formula (1) The method is mentioned.
本開示の有機無機ハイブリットガラス材料の融点は１８０℃以上であることが好ましい。融点が１８０℃以上である場合、耐熱性が必要である用途に、本開示の有機無機ハイブリットガラス材料を使用することができる。耐熱性が必要である用途として、例えば、ＬＥＤの周辺部材等が挙げられる。有機無機ハイブリットガラス材料の融点を１８０℃以上にする方法として、例えば、前記式（１）で表されるＸの値を大きくする方法、有機無機ハイブリットガラス材料の数平均分子量を大きくする方法等が挙げられる。 The melting point of the organic-inorganic hybrid glass material of the present disclosure is preferably 180 ° C. or higher. When the melting point is 180 ° C. or higher, the organic-inorganic hybrid glass material of the present disclosure can be used in applications where heat resistance is required. Examples of applications that require heat resistance include peripheral members of LEDs. As a method of setting the melting point of the organic-inorganic hybrid glass material to 180 ° C. or higher, for example, a method of increasing the value of X represented by the formula (1), a method of increasing the number average molecular weight of the organic-inorganic hybrid glass material, etc. It can be mentioned.
本開示の有機無機ハイブリットガラス材料は、例えば、フェニル基を有する金属アルコキシドを含む原料を脱水縮合反応させて製造することができる。フェニル基を有する金属アルコキシドとして、例えば、フェニルトリエトキシシラン、ジメトキシジフェニルシラン等が挙げられる。本開示の有機無機ハイブリットガラス材料は、例えば、封止剤、接着剤等の用途に使用することができる。 The organic-inorganic hybrid glass material of the present disclosure can be produced, for example, by subjecting a raw material containing a metal alkoxide having a phenyl group to a dehydration condensation reaction. Examples of the metal alkoxide having a phenyl group include phenyltriethoxysilane and dimethoxydiphenylsilane. The organic-inorganic hybrid glass material of the present disclosure can be used, for example, in applications such as sealing agents and adhesives.
２．有機無機ハイブリットガラス材料が奏する効果
（１Ａ）本開示の有機無機ハイブリットガラス材料は、融点及び軟化点が高く、耐熱性が高い。
2. Effect of Organic-Inorganic Hybrid Glass Material (1A) The organic-inorganic hybrid glass material of the present disclosure has a high melting point and a high softening point, and a high heat resistance.
（１Ｂ）本開示の有機無機ハイブリットガラス材料は、再溶融性及び透明性が高い。
（１Ｃ）本開示の有機無機ハイブリットガラス材料を用いて射出成型を行うことができる。そのため、本開示の有機無機ハイブリットガラス材料を用いて、複雑形状物を容易に製造することができる。複雑形状物として、例えば、レンズ形状、ダンベル形状等が挙げられる。
(1B) The organic-inorganic hybrid glass material of the present disclosure has high remeltability and transparency.
(1C) Injection molding can be performed using the organic-inorganic hybrid glass material of the present disclosure. Therefore, complex shapes can be easily manufactured using the organic-inorganic hybrid glass material of the present disclosure. Examples of complex shaped objects include lens shapes and dumbbell shapes.
３．実施例
（１）有機無機ハイブリットガラス材料の製造
以下の方法で実施例１〜７、比較例１〜６の有機無機ハイブリットガラス材料を製造した。まず、表１に示す各原料を混合し、常圧において、７０℃の温度となるように加熱した。
3. Example (1) Production of Organic-Inorganic Hybrid Glass Material The organic-inorganic hybrid glass material of Examples 1 to 7 and Comparative Examples 1 to 6 was produced by the following method. First, each raw material shown in Table 1 was mixed, and it heated so that it might become the temperature of 70 degreeC under a normal pressure.
（２）有機無機ハイブリットガラス材料の評価
製造した実施例１〜７、比較例１〜６の有機無機ハイブリットガラス材料のそれぞれについて、軟化温度及び数平均分子量を測定した。測定結果を上記表１に示す。
(2) Evaluation of organic-inorganic hybrid glass material The softening temperature and the number average molecular weight of each of the manufactured organic-inorganic hybrid glass materials of Examples 1 to 7 and Comparative Examples 1 to 6 were measured. The measurement results are shown in Table 1 above.
また、実施例１〜７、比較例１〜６の有機無機ハイブリットガラス材料のそれぞれについて、透明性と、再溶融性と、射出成型性とを評価した。透明性は、以下のように評価した。有機無機ハイブリットガラス材料の可視光透過率を測定した。可視光透過率の値が８５％以上であれば透明性を○と評価し、８５％未満であれば透明性を×と評価した。 Moreover, transparency, remeltability, and injection moldability were evaluated for each of the organic-inorganic hybrid glass materials of Examples 1 to 7 and Comparative Examples 1 to 6. Transparency was evaluated as follows. The visible light transmittance of the organic-inorganic hybrid glass material was measured. When the value of the visible light transmittance was 85% or more, the transparency was evaluated as ○, and when it was less than 85%, the transparency was evaluated as x.
再溶融性は、以下のように評価した。まず、有機無機ハイブリットガラス材料を粉砕した。次に、粉砕された有機無機ハイブリットガラス材料を加熱し、それが溶融すれば、再溶融性を○と評価した。加熱しても溶融しなければ、再溶融性を×と評価した。 The remeltability was evaluated as follows. First, the organic-inorganic hybrid glass material was crushed. Next, the pulverized organic-inorganic hybrid glass material was heated, and when it was melted, the remelting property was evaluated as ○. If it did not melt even if it heated, remeltability was evaluated as x.
射出成型装置の実機において、有機無機ハイブリットガラス材料を用いて射出成型を試みた。その結果、射出成型が可能であれば、射出成型性を○と評価し、射出成型が不可能であれば、射出成型性を×と評価した。評価結果を上記表１に示す。 In an actual injection molding machine, injection molding was attempted using an organic-inorganic hybrid glass material. As a result, when the injection molding was possible, the injection moldability was evaluated as ○, and when the injection molding was impossible, the injection moldability was evaluated as ×. The evaluation results are shown in Table 1 above.
４．他の実施形態
以上、本開示の実施形態について説明したが、本開示は上述の実施形態に限定されることなく、種々変形して実施することができる。
4. Other Embodiments Although the embodiments of the present disclosure have been described above, the present disclosure is not limited to the above-described embodiments, and can be variously modified and implemented.
（１）上記各実施形態における１つの構成要素が有する機能を複数の構成要素に分担させたり、複数の構成要素が有する機能を１つの構成要素に発揮させたりしてもよい。また、上記各実施形態の構成の一部を省略してもよい。また、上記各実施形態の構成の少なくとも一部を、他の上記実施形態の構成に対して付加、置換等してもよい。なお、特許請求の範囲に記載の文言から特定される技術思想に含まれるあらゆる態様が本開示の実施形態である。 (1) The function of one component in each of the above embodiments may be shared by a plurality of components, or the function of a plurality of components may be exhibited by one component. In addition, part of the configuration of each of the above embodiments may be omitted. In addition, at least a part of the configuration of each of the above-described embodiments may be added to or replaced with the configuration of the other above-described embodiments. In addition, all the aspects contained in the technical thought specified from the wording as described in a claim are an embodiment of this indication.
（２）上述した有機無機ハイブリットガラス材料の他、当該有機無機ハイブリットガラス材料を構成要素とする製品、有機無機ハイブリットガラス材料の製造方法等、種々の形態で本開示を実現することもできる。 (2) In addition to the organic-inorganic hybrid glass material described above, the present disclosure can also be realized in various forms such as a product having the organic-inorganic hybrid glass material as a component, a method of producing the organic-inorganic hybrid glass material, and the like.
Claims (3)
以下の式（１）で定義するＸの値が０．８３以上、０．９３以下であり、
以下の式（２）で定義するＹの値が２．４５以上であり、
数平均分子量が２０００以上である有機無機ハイブリットガラス材料。
式（１） Ｘ＝ＭＳｉＯ／ＭＯＦ
式（２） Ｙ＝Ｍｐ／（Ｍｅ＋Ｍｍ）
（ＭＳｉＯは前記シロキサンに含まれるＳｉＯのモル数である。ＭＯＦは前記シロキサンに含まれる有機官能基のモル数である。Ｍｐは前記シロキサンに含まれるフェニル基のモル数である。Ｍｅは前記シロキサンに含まれるエチル基のモル数である。Ｍｍは前記シロキサンに含まれるメチル基のモル数である。） Containing siloxanes having a phenyl group,
The value of X defined by the following equation (1) is 0.83 or more and 0.93 or less,
The value of Y defined by the following equation (2) is 2.45 or more,
Organic-inorganic hybrid glass material having a number average molecular weight of 2000 or more.
Formula (1) X = M SiO / M OF
Formula (2) Y = M p / (M e + M m )
(M SiO is the number of moles of SiO contained in the siloxane. M 2 O is the number of moles of organic functional groups contained in the siloxane. M p is the number of moles of phenyl groups contained in the siloxane. e is the number of moles of ethyl groups contained in the siloxane M m is the number of moles of methyl groups contained in the siloxane)
可視光透過率が８５％以上である有機無機ハイブリットガラス材料。 The organic-inorganic hybrid glass material according to claim 1, wherein
Organic-inorganic hybrid glass material having a visible light transmittance of 85% or more.
融点が１８０℃以上である有機無機ハイブリットガラス材料。 The organic-inorganic hybrid glass material according to claim 1 or 2,
Organic-inorganic hybrid glass material having a melting point of 180 ° C. or higher.
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| JPH05239214A (en) * | 1992-02-25 | 1993-09-17 | Toray Dow Corning Silicone Co Ltd | Production of alkoxylated silicone resin |
| JP2004300416A (en) * | 2003-03-14 | 2004-10-28 | Central Glass Co Ltd | Organic-inorganic hybrid glassy material and method for producing the same |
| JP2005239498A (en) * | 2004-02-27 | 2005-09-08 | Central Glass Co Ltd | Organic-inorganic hybrid glassy material and its production method |
| JP2006342308A (en) * | 2005-06-10 | 2006-12-21 | Dow Corning Toray Co Ltd | Method for purification of silicone resin |
| JP2008019395A (en) * | 2006-07-14 | 2008-01-31 | Central Glass Co Ltd | Organic/inorganic hybrid glassy substance and its manufacturing method |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05239214A (en) * | 1992-02-25 | 1993-09-17 | Toray Dow Corning Silicone Co Ltd | Production of alkoxylated silicone resin |
| JP2004300416A (en) * | 2003-03-14 | 2004-10-28 | Central Glass Co Ltd | Organic-inorganic hybrid glassy material and method for producing the same |
| JP2005239498A (en) * | 2004-02-27 | 2005-09-08 | Central Glass Co Ltd | Organic-inorganic hybrid glassy material and its production method |
| JP2006342308A (en) * | 2005-06-10 | 2006-12-21 | Dow Corning Toray Co Ltd | Method for purification of silicone resin |
| JP2008019395A (en) * | 2006-07-14 | 2008-01-31 | Central Glass Co Ltd | Organic/inorganic hybrid glassy substance and its manufacturing method |
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