JP4875314B2 - 有機変性シリコーンの製造方法 - Google Patents
有機変性シリコーンの製造方法 Download PDFInfo
- Publication number
- JP4875314B2 JP4875314B2 JP2005103651A JP2005103651A JP4875314B2 JP 4875314 B2 JP4875314 B2 JP 4875314B2 JP 2005103651 A JP2005103651 A JP 2005103651A JP 2005103651 A JP2005103651 A JP 2005103651A JP 4875314 B2 JP4875314 B2 JP 4875314B2
- Authority
- JP
- Japan
- Prior art keywords
- polyether
- modified silicone
- unit
- organopolysiloxane
- block copolymer
- 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.)
- Active
Links
- 229920001296 polysiloxane Polymers 0.000 title claims description 41
- 238000004519 manufacturing process Methods 0.000 title claims description 18
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 20
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 20
- 229920000570 polyether Polymers 0.000 claims description 20
- 238000000746 purification Methods 0.000 claims description 16
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 13
- 229920001400 block copolymer Polymers 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 239000002994 raw material Substances 0.000 claims description 8
- 239000011541 reaction mixture Substances 0.000 claims description 8
- 230000006837 decompression Effects 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 6
- 150000001336 alkenes Chemical class 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 11
- 229910052697 platinum Inorganic materials 0.000 description 8
- 230000008719 thickening Effects 0.000 description 8
- -1 siloxanes Chemical class 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000001879 gelation Methods 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 238000009835 boiling Methods 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000007809 chemical reaction catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- LEEDMQGKBNGPDN-UHFFFAOYSA-N 2-methylnonadecane Chemical compound CCCCCCCCCCCCCCCCCC(C)C LEEDMQGKBNGPDN-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- UIEXFJVOIMVETD-UHFFFAOYSA-N P([O-])([O-])[O-].[Pt+3] Chemical compound P([O-])([O-])[O-].[Pt+3] UIEXFJVOIMVETD-UHFFFAOYSA-N 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 125000005394 methallyl group Chemical group 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- PKELYQZIUROQSI-UHFFFAOYSA-N phosphane;platinum Chemical compound P.[Pt] PKELYQZIUROQSI-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000004526 silane-modified polyether Chemical class 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Description
温度計、攪拌機、窒素ガス流入口、および冷却管を備えた3,000mlの四つ口セパラブルフラスコに、式:
実施例1において、1−プロペンを吹き込む代わりに1−オクテン2.9g(0.03モル)を添加した以外は実施例1と同様にしてポリエーテル変性シリコーンを調製した。得られたポリエーテル変性シリコーンにゲル状物の発生は観察されず、ろ過後のポリエーテル変性シリコーンの粘度は23,000mm2/sであった。
実施例1において、1−プロペンを吹き込む代わりにビニルトリメトキシシラン2.9g(0.02モル)を添加した以外は実施例1と同様にしてポリエーテル変性シリコーンを調製した。得られたポリエーテル変性シリコーンにゲル状物の発生は観察されず、ろ過後のポリエーテル変性シリコーンの粘度は22,000mm2/sであった。
実施例1において、1−プロペンを加えない以外は実施例1と同様にしてポリエーテル変性シリコーンを調製しようとしたところ、低沸分を留去する際に粘度が上昇し、ついには全体がゲル化したため、ポリエーテル変性シリコーンを得ることはできなかった。
Claims (2)
- (A)分子鎖両末端SiH基含有オルガノポリシロキサンと(B)分子鎖両末端アルケニル基含有ポリエーテルとのヒドロシリル化反応工程後、加熱減圧下で蒸留により、未反応の原料や使用した溶媒等の低沸物を除去する精製工程を行うオルガノポリシロキサン単位とポリエーテル単位からなるブロック共重合体の製造方法であって、該精製工程前の反応混合物に(C)炭素数2〜4のオレフィンを、ヒドロシリル化反応工程後かつ該精製工程前に添加することを特徴とするオルガノポリシロキサン単位とポリエーテル単位からなるブロック共重合体の製造方法。
- (C)成分が1−プロペンである、請求項1に記載のオルガノポリシロキサン単位とポリエーテル単位からなるブロック共重合体の製造方法。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2005103651A JP4875314B2 (ja) | 2005-03-31 | 2005-03-31 | 有機変性シリコーンの製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2005103651A JP4875314B2 (ja) | 2005-03-31 | 2005-03-31 | 有機変性シリコーンの製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2006282820A JP2006282820A (ja) | 2006-10-19 |
JP4875314B2 true JP4875314B2 (ja) | 2012-02-15 |
Family
ID=37405069
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2005103651A Active JP4875314B2 (ja) | 2005-03-31 | 2005-03-31 | 有機変性シリコーンの製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP4875314B2 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2022255356A1 (ja) | 2021-06-04 | 2022-12-08 | ダウ・東レ株式会社 | ポリエーテル-ポリシロキサンブロック共重合体組成物の製造方法、ポリエーテル-ポリシロキサンブロック共重合体組成物およびその用途 |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102518024B1 (ko) | 2015-04-14 | 2023-04-06 | 듀폰 도레이 스페셜티 머티리얼즈 가부시키가이샤 | 폴리에테르-폴리실록산 블록 공중합체 조성물, 이를 포함하는 계면활성제, 정포제, 폴리우레탄 발포체 형성 조성물, 화장료 및 이의 제조 방법 |
KR20240028338A (ko) | 2021-06-04 | 2024-03-05 | 다우 도레이 캄파니 리미티드 | 향상된 발포 특성을 갖는 폴리에테르-폴리실록산 블록 공중합체 함유 조성물, 이의 용도 및 이의 제조 방법 |
CN113831538B (zh) * | 2021-11-16 | 2023-08-11 | 南京美思德新材料有限公司 | 有机硅共聚物、其的制备方法、硬质泡沫稳定剂和硬质聚氨酯泡沫 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4279717A (en) * | 1979-08-03 | 1981-07-21 | General Electric Company | Ultraviolet curable epoxy silicone coating compositions |
JPS63273648A (ja) * | 1987-04-30 | 1988-11-10 | Kuraray Co Ltd | 側鎖型高分子液晶の製造方法 |
GB8718140D0 (en) * | 1987-07-31 | 1987-09-09 | Dow Corning Ltd | Organosilicon compounds |
US4952657A (en) * | 1988-07-29 | 1990-08-28 | General Electric Company | Silicone release coating compositions |
JPH0791389B2 (ja) * | 1989-05-17 | 1995-10-04 | 信越化学工業株式会社 | 精製されたポリエーテルシリコーン及びその製造方法 |
JPH05310943A (ja) * | 1992-05-08 | 1993-11-22 | Asahi Chem Ind Co Ltd | 側鎖型液晶性シリコーン化合物の合成方法 |
TW325490B (en) * | 1995-06-23 | 1998-01-21 | Ciba Sc Holding Ag | Polysiloxane light stabilizers |
US5493041A (en) * | 1995-07-21 | 1996-02-20 | Dow Corning Corporation | Lightly crosslinked poly(n-alkylmethylsiloxanes) and methods of producing same |
JP3612845B2 (ja) * | 1996-03-11 | 2005-01-19 | 旭硝子株式会社 | 含フッ素シリコーン化合物の製造方法 |
US5929164A (en) * | 1997-11-05 | 1999-07-27 | Dow Corning Corporation | Quenching post cure |
JP2003020337A (ja) * | 2001-07-06 | 2003-01-24 | Nippon Unicar Co Ltd | ビスナジイミド−ポリシロキサン交互共重合体又はその誘導体及びそれを配合した電子材料用エポキシ樹脂組成物 |
JP2003048989A (ja) * | 2001-08-09 | 2003-02-21 | Nippon Unicar Co Ltd | ジアルケニルジエポキシビスフェノール−ポリシロキサン交互共重合体又はその誘導体及びそれを配合した電子材料用エポキシ樹脂組成物 |
JP3892334B2 (ja) * | 2002-04-19 | 2007-03-14 | 東レ・ダウコーニング株式会社 | 変性オルガノポリシロキサンの製造方法 |
EP1520870B1 (de) * | 2003-10-04 | 2006-01-25 | Goldschmidt GmbH | Verfahren zur Herstellung von organischen Siliciumverbindungen |
-
2005
- 2005-03-31 JP JP2005103651A patent/JP4875314B2/ja active Active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2022255356A1 (ja) | 2021-06-04 | 2022-12-08 | ダウ・東レ株式会社 | ポリエーテル-ポリシロキサンブロック共重合体組成物の製造方法、ポリエーテル-ポリシロキサンブロック共重合体組成物およびその用途 |
Also Published As
Publication number | Publication date |
---|---|
JP2006282820A (ja) | 2006-10-19 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5639845A (en) | Method for the preparation of a fluorine-containing organopolysiloxane | |
TWI812618B (zh) | 矽氫化可固化聚矽氧樹脂 | |
JP5196789B2 (ja) | カルベンの存在下でのポリオルガノシロキサン(pos)の開環重合及び/又は再分配によるposの製造方法並びに該方法によって製造されたpos化合物 | |
JP5545862B2 (ja) | イソシアヌル環含有末端ビニルポリシロキサン | |
JP5278242B2 (ja) | 分子鎖両末端トリオルガノシロキシ基封鎖オルガノポリシロキサンの製造方法 | |
US9951185B2 (en) | Aminosiloxanes of high purity | |
KR20090048542A (ko) | 카르벤 촉매를 사용하여 실릴 단위를 축합하는 방법 | |
EP2733160A1 (en) | Organo polysiloxane, and method for producing same | |
JP2010265374A (ja) | イソシアヌル環含有末端ハイドロジェンポリシロキサン | |
JP3108427B2 (ja) | カルビノール基含有オルガノポリシロキサンの製造方法 | |
JPH0770324A (ja) | 有機ケイ素重合体の製造方法 | |
JPH07133351A (ja) | エポキシ変性シリコーンの製造方法 | |
JP4875314B2 (ja) | 有機変性シリコーンの製造方法 | |
JP5175576B2 (ja) | 両末端(メタ)アクリロキシプロピル基封鎖ジオルガノポリシロキサンの製造方法 | |
JP3848260B2 (ja) | ヒドロキシアルキルポリシロキサンの製法 | |
US6255428B1 (en) | Preparation of epoxy group-bearing organopolysiloxane or organosilane | |
JP2007063348A (ja) | 高揮発性ポリエーテル変性シリコーンからなる界面活性剤 | |
JPH0782379A (ja) | 有機ケイ素重合体の製造方法 | |
KR20110008053A (ko) | 규소-함유 중합체, 이의 제조 방법, 및 경화성 중합체 조성물 | |
JP2010265372A (ja) | 両末端モノメチルアリルイソシアヌル環封鎖オルガノポリシロキサン | |
JP4064223B2 (ja) | ポリオキシアルキレン変性オルガノポリシロキサンの精製方法 | |
JP2003082103A (ja) | ヒドロキシルカルビル基含有ポリオルガノシロキサンの製造方法 | |
CN102633829B (zh) | 一种制备氨基硅氧烷的方法 | |
JP4625324B2 (ja) | o−ヒドロキシフェニル基含有有機基を有するオルガノポリシロキサン及びその製造方法 | |
EP0693520B1 (en) | Method for the preparation of organopolysiloxanes |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20080318 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20100303 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100720 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100914 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20110823 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20111004 |
|
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: 20111122 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20111125 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20141202 Year of fee payment: 3 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4875314 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 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 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
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 |