JP5283885B2 - 高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 - Google Patents
高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 Download PDFInfo
- Publication number
- JP5283885B2 JP5283885B2 JP2007275012A JP2007275012A JP5283885B2 JP 5283885 B2 JP5283885 B2 JP 5283885B2 JP 2007275012 A JP2007275012 A JP 2007275012A JP 2007275012 A JP2007275012 A JP 2007275012A JP 5283885 B2 JP5283885 B2 JP 5283885B2
- Authority
- JP
- Japan
- Prior art keywords
- organic
- inorganic
- group
- polymer resin
- resin
- 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.)
- Expired - Fee Related
Links
- 239000000463 material Substances 0.000 title claims abstract description 54
- 239000000126 substance Substances 0.000 title claims abstract description 52
- 239000002952 polymeric resin Substances 0.000 title claims abstract description 34
- 229920003002 synthetic resin Polymers 0.000 title claims abstract description 34
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 22
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 26
- 229910000077 silane Inorganic materials 0.000 claims abstract description 26
- 238000006243 chemical reaction Methods 0.000 claims abstract description 22
- 239000002105 nanoparticle Substances 0.000 claims abstract description 18
- 239000003960 organic solvent Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000003999 initiator Substances 0.000 claims abstract description 14
- 150000001282 organosilanes Chemical class 0.000 claims abstract description 7
- 229910010272 inorganic material Inorganic materials 0.000 claims description 41
- 239000011147 inorganic material Substances 0.000 claims description 41
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- 229920005989 resin Polymers 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- 239000004925 Acrylic resin Substances 0.000 claims description 9
- 239000000377 silicon dioxide Substances 0.000 claims description 9
- 229920000178 Acrylic resin Polymers 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 8
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 6
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 3
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims description 3
- 125000005641 methacryl group Chemical group 0.000 claims description 3
- 239000012046 mixed solvent Substances 0.000 claims description 3
- 125000006606 n-butoxy group Chemical group 0.000 claims description 3
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 3
- 229910001887 tin oxide Inorganic materials 0.000 claims description 3
- 239000011787 zinc oxide Substances 0.000 claims description 3
- 229920000180 alkyd Polymers 0.000 claims description 2
- 229920003180 amino resin Polymers 0.000 claims description 2
- 150000003949 imides Chemical class 0.000 claims description 2
- 239000005011 phenolic resin Substances 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- 239000003822 epoxy resin Substances 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 claims 1
- 229920002050 silicone resin Polymers 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 3
- 239000012429 reaction media Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 description 16
- 238000000576 coating method Methods 0.000 description 16
- 239000010408 film Substances 0.000 description 16
- 239000010954 inorganic particle Substances 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 9
- 230000002209 hydrophobic effect Effects 0.000 description 8
- 230000003287 optical effect Effects 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- FJSKXQVRKZTKSI-UHFFFAOYSA-N 2,3-dimethylfuran Chemical compound CC=1C=COC=1C FJSKXQVRKZTKSI-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 4
- 239000011810 insulating material Substances 0.000 description 4
- 238000009413 insulation Methods 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000002131 composite material Substances 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- 238000003980 solgel method Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 238000010292 electrical insulation Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 239000002114 nanocomposite Substances 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- 150000002902 organometallic compounds Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000010415 colloidal nanoparticle Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229920001600 hydrophobic polymer Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- -1 organometallic alkoxide Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006557 surface reaction Methods 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Images
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
図1は本発明に係る有機無機ハイブリッド材料の製造方法を示す順序図である。
『コロイド状無機物−コロイドシリカ(CS、colloidal silica)
有機溶媒−エチルセルソルブ(EC、ethylcellusolve)、ジメチルフラン(DMF、dimethylfurane)
有機(反応性)シラン−メチルトリメトキシシラン(MTMS、methyltrimethoxysilane)、ビニルトリメトキシシラン(VTMS、vinyltrimethoxysilane)
高分子樹脂−ウレタンまたはイミド変性アクリル樹脂
反応開始剤−有機過酸化物(硬化条件:160℃、1hr)』を使用する。
前記ビニル基(またはその他の反応性基)が形成されたコロイド状無機物1〜90重量部を、硬化性樹脂であるアクリル樹脂10〜99重量部に添加する。これにより、前記ビニル基が形成されたコロイド状無機物とビニル系硬化性樹脂とからなる混合ゾルが生成され、前記混合液に0.1〜1重量部の反応開始剤を添加する。
Claims (7)
- 水分散コロイド状無機物100重量部に有機シラン1〜120重量部を添加してナノ粒子無機物の表面に有機シランを反応させつつ水を除去し、有機溶媒を添加して該コロイド状無機物を疎水化する第1段階と、
前記第1段階の生成物1〜99重量部に高分子樹脂1〜99重量部を添加して分散溶解させる第2段階と、
前記第2段階の生成物に反応開始剤0.01〜5重量部を添加して硬化させる第3段階とを含んでなることを特徴とする、高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法であって、
前記第1段階の前記有機シランは、
R1 0〜3Si(OR2)1〜4において、
R1は反応性のないアルキル基、フェニル基およびフルオロアルキル基、アクリル基、メタアクリル基、アリール基、ビニル基、並びにエポキシ基のうち少なくとも一つが選択されて混用され、
OR2はメトキシ基、エトキシ基、イソプロポキシ基、n−プロポキシ基、n−ブトキシ基、または酢酸基から構成される一般式を持つことを特徴とする高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。 - 前記第1段階の水分散コロイド状無機物は、シリカ、アルミナ、チタニア、ジルコニア、酸化錫、酸化亜鉛、有機シランとの反応が可能な無機物、またはシリカで表面改質された前記無機物のうち少なくとも一つを含む水分散コロイド状無機物で形成されることを特徴とする、請求項1に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。
- 前記第1段階は、
前記水分散コロイド状無機物に対して、前記有機シランの添加、水の除去、および有機溶媒の添加が単一または時差を置いて多数回繰り返し行われることを特徴とする、請求項2に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。 - 前記1段階の有機溶媒は、
N−メチルピロリドン(NMP)、ホルムアミド、N,N−ジメチルホルムアミド(DMF)、テトラヒドロフラン(THF)、グリコールエーテル、イソプロピルアルコール(IPA)、またはこれらの混合溶媒のうち少なくとも一つが選択されることを特徴とする、請求項1に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。 - 前記第2段階の高分子樹脂は、
シリコン樹脂、アクリル樹脂、エポキシ樹脂、フェノール樹脂、イミド樹脂、アミノ樹脂、アルキッド樹脂、および前記樹脂の変性樹脂のうち少なくとも一つが選択されることを特徴とする、請求項1に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。 - 前記コロイド状無機物は、1〜100nmサイズの球状または100〜1000nmサイズの繊維状に形成されることを特徴とする、請求項1に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。
- 前記第3段階の反応開始剤は、熱反応開始剤または光反応開始剤であることを特徴とする、請求項1に記載の高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007275012A JP5283885B2 (ja) | 2007-10-23 | 2007-10-23 | 高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007275012A JP5283885B2 (ja) | 2007-10-23 | 2007-10-23 | 高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009102503A JP2009102503A (ja) | 2009-05-14 |
JP5283885B2 true JP5283885B2 (ja) | 2013-09-04 |
Family
ID=40704523
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007275012A Expired - Fee Related JP5283885B2 (ja) | 2007-10-23 | 2007-10-23 | 高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP5283885B2 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105619558B (zh) * | 2016-03-01 | 2017-03-22 | 山东农业大学 | 有机‑无机杂化超疏水疏油防霉杀菌阻燃耐候木材改性剂的制备方法 |
KR101795751B1 (ko) | 2016-04-29 | 2017-11-08 | 한국세라믹기술원 | 고굴절 지르코니아 유무기 복합체의 제조방법 |
KR101725256B1 (ko) * | 2016-09-05 | 2017-04-11 | 주식회사 이앤이켐 | 고열전도성 세라믹 코팅제 및 이의 시공방법 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH10147745A (ja) * | 1996-11-13 | 1998-06-02 | Minnesota Mining & Mfg Co <3M> | 光及び熱硬化性組成物 |
TW200409800A (en) * | 2002-08-07 | 2004-06-16 | Teijin Ltd | Thermoplastic resin composition and formed article |
JP2004169028A (ja) * | 2002-11-08 | 2004-06-17 | Mitsubishi Chemicals Corp | 放射線硬化性樹脂組成物及びその硬化物 |
JP5000303B2 (ja) * | 2004-09-27 | 2012-08-15 | 新日鐵化学株式会社 | シリカ含有シリコーン樹脂組成物及びその成形体 |
JP2007091825A (ja) * | 2005-09-27 | 2007-04-12 | Mitsubishi Rayon Co Ltd | 硬化性組成物 |
JP2007161518A (ja) * | 2005-12-13 | 2007-06-28 | Sumitomo Osaka Cement Co Ltd | 低誘電率フィラーと、これを用いた低誘電率組成物および低誘電率膜 |
-
2007
- 2007-10-23 JP JP2007275012A patent/JP5283885B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JP2009102503A (ja) | 2009-05-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR100593689B1 (ko) | 금속알콕시 화합물로 합성되어 유기실란으로 표면개질된나노입자무기물과 경화성수지로 된 유무기하이브리드재료의 제조방법 및 그 재료 | |
KR100791049B1 (ko) | 고분자수지와 소수화된 무기물로 형성된 유무기 하이브리드졸 용액의 제조방법 및 이에 의해 제조된 재료 | |
Ahmad et al. | Polyimide− ceramic hybrid composites by the sol− gel route | |
JP5072820B2 (ja) | シリコーン樹脂組成物 | |
Gu et al. | Transparent anhydride–cured epoxy nanocomposites reinforced with polyaniline stabilized nanosilica | |
KR20100125339A (ko) | 나노입자 졸-겔 복합 혼성 투명 코팅 물질 | |
Chen et al. | Preparation and properties of silylated PTFE/SiO2 organic–inorganic hybrids via sol–gel process | |
JP4785912B2 (ja) | シリコーン樹脂組成物 | |
EA011516B1 (ru) | Композиционный материал и способ его изготовления | |
Sangermano et al. | Preparation and characterization of nanostructured TiO2/epoxy polymeric films | |
KR20170024377A (ko) | 세라믹 하이브리드 코팅막, 세라믹 하이브리드 다층 코팅막, 및 이의 제조 방법, 그리고 이를 포함하는 자동차 헤드램프 | |
KR101356387B1 (ko) | 광학용 투명 하이브리드 재료 | |
Kickelbick | The search of a homogeneously dispersed material—the art of handling the organic polymer/metal oxide interface | |
JP2009040966A (ja) | 低熱伝導率被膜形成用樹脂組成物、低熱伝導率被膜、低熱伝導率被膜の製造方法 | |
CN102492116A (zh) | 一种环氧树脂和多面体笼型倍半硅氧烷纳米杂化材料及其制备方法 | |
KR20170125216A (ko) | 고굴절 유무기 하이브리드 조성물 및 이의 제조방법 | |
JP5283885B2 (ja) | 高分子樹脂と疎水化された無機物とで形成された有機無機ハイブリッド材料の製造方法、およびこれにより製造された材料 | |
Ding et al. | Facile fabrication of superhydrophobic polysiloxane/magnetite nanocomposite coatings with electromagnetic shielding property | |
JP4772858B2 (ja) | シリコーン樹脂組成物 | |
JP2009155138A (ja) | 微小粒子含有組成物及び微小粒子含有樹脂組成物並びにそれらの製造方法 | |
Sohrabi-Kashani et al. | Synergistic effect of micro-and nano-TiO2 on hydrophobic, mechanical, and electrical properties of hybrid polyurethane composites | |
Hwang et al. | Synthesis and barrier properties of poly (vinylidene chloride-co-acrylonitrile)/SiO2 hybrid composites by sol–gel process | |
TW201823392A (zh) | 塗佈組合物及其製備方法 | |
TW201829645A (zh) | 奈米粉體及聚醯亞胺樹脂組成物 | |
Di Gianni et al. | UV-cured coatings based on waterborne resins and SiO 2 nanoparticles |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20100701 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100810 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20101109 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20110329 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110629 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20111129 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120228 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120302 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120319 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120904 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20121204 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20121212 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20121228 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130108 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20130204 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20130215 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130226 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130514 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130529 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5283885 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
LAPS | Cancellation because of no payment of annual fees |