JP4925026B2 - 有機水素シリコン化合物由来の分岐ポリマーの調製方法 - Google Patents
有機水素シリコン化合物由来の分岐ポリマーの調製方法 Download PDFInfo
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- JP4925026B2 JP4925026B2 JP2004563699A JP2004563699A JP4925026B2 JP 4925026 B2 JP4925026 B2 JP 4925026B2 JP 2004563699 A JP2004563699 A JP 2004563699A JP 2004563699 A JP2004563699 A JP 2004563699A JP 4925026 B2 JP4925026 B2 JP 4925026B2
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- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 125000001743 benzylic group Chemical group 0.000 description 1
- GVTGUOINIMHIRT-WAYWQWQTSA-N bis(1-methoxypropan-2-yl) (z)-but-2-enedioate Chemical compound COCC(C)OC(=O)\C=C/C(=O)OC(C)COC GVTGUOINIMHIRT-WAYWQWQTSA-N 0.000 description 1
- QRHCILLLMDEFSD-UHFFFAOYSA-N bis(ethenyl)-dimethylsilane Chemical compound C=C[Si](C)(C)C=C QRHCILLLMDEFSD-UHFFFAOYSA-N 0.000 description 1
- FSIJKGMIQTVTNP-UHFFFAOYSA-N bis(ethenyl)-methyl-trimethylsilyloxysilane Chemical compound C[Si](C)(C)O[Si](C)(C=C)C=C FSIJKGMIQTVTNP-UHFFFAOYSA-N 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical compound C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000011088 calibration curve Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 1
- LGWCCQIZIJQENG-UHFFFAOYSA-N chloro-hex-1-enyl-dimethylsilane Chemical compound CCCCC=C[Si](C)(C)Cl LGWCCQIZIJQENG-UHFFFAOYSA-N 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- MJSNUBOCVAKFIJ-LNTINUHCSA-N chromium;(z)-4-oxoniumylidenepent-2-en-2-olate Chemical compound [Cr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O MJSNUBOCVAKFIJ-LNTINUHCSA-N 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- VILAVOFMIJHSJA-UHFFFAOYSA-N dicarbon monoxide Chemical group [C]=C=O VILAVOFMIJHSJA-UHFFFAOYSA-N 0.000 description 1
- CHSOOADWBVJAOF-VOTSOKGWSA-N dichloro-[(E)-hex-1-enyl]-methylsilane Chemical compound CCCC\C=C\[Si](C)(Cl)Cl CHSOOADWBVJAOF-VOTSOKGWSA-N 0.000 description 1
- YLJJAVFOBDSYAN-UHFFFAOYSA-N dichloro-ethenyl-methylsilane Chemical compound C[Si](Cl)(Cl)C=C YLJJAVFOBDSYAN-UHFFFAOYSA-N 0.000 description 1
- 125000002897 diene group Chemical group 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- XUKFPAQLGOOCNJ-UHFFFAOYSA-N dimethyl(trimethylsilyloxy)silicon Chemical compound C[Si](C)O[Si](C)(C)C XUKFPAQLGOOCNJ-UHFFFAOYSA-N 0.000 description 1
- ZDSFBVVBFMKMRF-UHFFFAOYSA-N dimethyl-bis(prop-2-enyl)silane Chemical compound C=CC[Si](C)(C)CC=C ZDSFBVVBFMKMRF-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 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
- GCSJLQSCSDMKTP-UHFFFAOYSA-N ethenyl(trimethyl)silane Chemical compound C[Si](C)(C)C=C GCSJLQSCSDMKTP-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001641 gel filtration chromatography Methods 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- PYGSKMBEVAICCR-UHFFFAOYSA-N hexa-1,5-diene Chemical compound C=CCCC=C PYGSKMBEVAICCR-UHFFFAOYSA-N 0.000 description 1
- 150000004687 hexahydrates Chemical class 0.000 description 1
- OCVHWAJGXYPUCO-UHFFFAOYSA-N hexyl(silyloxy)silane Chemical compound CCCCCC[SiH2]O[SiH3] OCVHWAJGXYPUCO-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229920002681 hypalon Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 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
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- RPMXALUWKZHYOV-UHFFFAOYSA-N nitroethene Chemical group [O-][N+](=O)C=C RPMXALUWKZHYOV-UHFFFAOYSA-N 0.000 description 1
- 238000001208 nuclear magnetic resonance pulse sequence Methods 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 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
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- 150000003057 platinum Chemical class 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 229920001281 polyalkylene Chemical group 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-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
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 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
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000004447 silicone coating Substances 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
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- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/21—Cyclic compounds having at least one ring containing silicon, but no carbon in the ring
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- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/50—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages
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- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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Description
(i)1分子につき少なくとも1つのシリコン結合水素原子を含有する少なくとも1つの有機水素シリコン化合物;
(ii)少なくとも1つの末端封鎖剤;ならびに任意に
(iii)加水分解物もしくはシクロシロキサンから選ばれる、少なくとも1つの有機シロキサン
を含む混合物を、シクロシロキサンの開環重合用触媒の存在下に加熱し、成分(i)、(ii)、および任意に(iii)の重合化を起こさせ、シリコン結合水素含有分岐ポリマーを形成させる工程(1)を含む方法に関する。
(i)1分子につき少なくとも1つのシリコン結合水素原子を含有する少なくとも1つの有機水素シリコン化合物であって、以下の構造式:
(ii)式(IV)R’ 3 SiO(MeR’SiO) z SiR’ 3 (式中、zが0〜150であり、各R’が独立に、水素、アルキル、アリール、アルケニル、ジエニル、もしくは官能基を有するアルキルから選ばれ、ここで、該官能基が、フルオロ、フルオロエーテル、ポリエーテル、エーテル、アリール、シリル、シロキシ、カルボキシ、グリコシジル、もしくはアクリレートである)により記述される、少なくとも1つの末端封鎖剤;ならびに任意に
(iii)式(V)HO(MeR’SiO) y’ Hにより記述される加水分解物および式(VI)(MeR’SiO) y により記述されるシクロシロキサンから選ばれる、少なくとも1つの有機シロキサン(式中、yは3〜30の整数であり、y’は1〜500の整数であり、各R’は前記の通りである)
を含む混合物を、シクロシロキサンの開環重合用触媒の存在下に加熱し、成分(i)、(ii)、および任意に(iii)の重合化を起こさせ、シリコン結合水素含有分岐ポリマーを形成させる工程(1)を含む方法に関する。
Q4-wR1 wSi
式中、各R1は、脂肪族不飽和部分のない1〜20炭素原子を含む独立に選択される1価の炭化水素基であり、各Qは、少なくとも1つの脂肪族不飽和部分を持ち2〜20炭素原子を含む1価の炭化水素基、少なくとも1つの脂肪族不飽和部分を持ち2〜20炭素原子を含む1価のオキシ炭化水素基、ハロゲン原子、アルコキシ基、またはアシル基から独立に選択され、但し、少なくとも1つのQ基が、少なくとも1つの脂肪族不飽和部分を持ち、wが、0〜3の整数である。
(Q3-n’R1 n’SiO1/2)c’(Q2-o’R1 o’SiO2/2)d’(Q1-p’R1 p’SiO3/2)e’(SiO4/2)f’(CR2 q’Q1-q’)g’(CR2 r’Q2-r’)h’(O(CR2 s’Q2-s’))i’(CR2 t’Q3-t’)j’
式中、各R1およびQ基は、前記の通りであり、各R2は、脂肪族不飽和部分のない1〜20炭素原子を含む独立に選択される水素原子もしくは1価の炭化水素基であり、c’+d’+e’+f’+g’+h’+i’+j’の合計が少なくとも2であり、n’は0〜3の整数であり、o’は0〜2の整数であり、p’は0〜1の整数であり、q’は0〜1の整数であり、r’は0〜2の整数であり、s’は0〜2の整数であり、t’は0〜3の整数であり、但し、もしg’+h’+i’+j’>0の場合、c’+d’+e’+f’>0である。
反応容器に、約4.4の平均Dp(49.1モルのSi−H)を持つポリ(メチル水素)環状シロキサン(MeH環状物)2947gおよび約8の平均Dp(14.4モルのビニル)を持つジメチルビニルシロキシ末端封鎖ポリジメチルシロキサンポリマー5053gを加え、3.4:1のSi−H/SiVi比とした。これらのポリマーはよく混合され、ビニルシロキサンにより稀釈された白金(Pt)触媒が加えられ、約12ppmのPt含量を与えた。発熱反応が始まり、10分間に亘って、該容器の内容物の温度が、25℃から137℃へと上昇した。2時間の冷却後、ビス(2−メトキシ−1−メチルエチル)マレエート(80g、1重量%)が加えられ、更なる作用から該Ptを安定化させた。結果得られたポリマーから不純物を除去せず、GCにより、約4%の残留未反応MeH環状物含量を持っていることが示された。この単離された生成物は、78mPa.sの粘度、滴定により求められたところ、0.42重量%のSi−H量(Hとして)、ならびにポリジメチルシロキサン(PDMS)標準に対してMn=2810およびMw=8115のGPCを持っていた。該生成物の29SiNMR解析が、全ビニル官能基が消費されてシレチレン架橋を与え、開環が全く起こっておらず、結果得られた分子構造が下記のメチル水素環状シロキサンにより末端封鎖された直鎖シロキサンポリマーに一致していることを実証したが、下記式中、Meがメチル、xがMwに関して平均6.5、Mnに関して平均1.5、dが平均約8である。
2Lの3頚フラスコに、濃縮器、スターラー、温度計、窒素導入管、および更なる漏斗が備え付けられた。平均Dp=8のビニル末端化ポリジメチルシロキサン(547.3g、1.74モルのVi)と共に、平均Dp=4.4のメチル水素環状物(319.2g、5.3モルのSi−H)が該フラスコへと加えられ、よく混合された。シロキサンと錯体化したPt触媒が加えられて、12ppmのPt濃度を与えた。発熱反応が始まり、これらの反応剤の温度が、約10分で速やかに132℃まで上昇した。該発熱がおさまった後、この混合物は45℃まで冷却され、1−ヘキセン(331.4g、3.9モルのVi)が滴下され、該発熱を35〜50℃の間に制御して保った。添加完結後、該反応混合物は25℃まで冷却され、150℃/1mmHgにおいて、揮発性材料を除去した。該反応生成物(中間体A)は透明であり、僅かに粘稠であり、琥珀色をしていた。この中間体を用いて生成された該分岐ポリマーの分析は、所望のヘキシル末端封鎖中間体の合成が達成されたことを確認するものである。
スターラー、窒素導入管、および温度計が備え付けられた3頚フラスコに、メチル水素シクロシロキサン(平均Dp=4.4;62.2g、1.04モルのSiH)およびビニル末端化ポリジメチルシロキサン(Dp=7、106.8g、0.31モルのVi)が投入された。この混合物はよく攪拌され、次いで0.2gの1%(重量/重量)Pt/C触媒により触媒された。該混合物は60℃まで加熱され、発熱反応が始まった。その熱源を除去し、反応温度が140℃まで上昇し、その後ゆっくりと、室温まで冷却された。結果得られた生成物は、0.45ナイロン・フィルター上の補助フィルターに通して加圧濾過され、透明な水のような、77cPの白色液体を与えた。Si−H(Hとして)%が測定され、0.36重量%であった。ICP消化によるPt分析は、1ppmが検出限界であり、検出不可能なレベルのPtを示した。
2Lの3頚フラスコに、濃縮器、スターラー、窒素導入管、および温度計が備え付けられた。該フラスコに、分岐中間体A、所望の末端封鎖剤、ジメチル環状シロキサン(D4およびD5の混合物)、およびトリフリック・アシッド触媒が加えられた。この平衡化反応は5時間80℃において実施され、次いで室温まで冷却され、その後炭酸カルシウムが添加された。これらのポリマーは、ワイプフィルム(wiped film)エバポレーターを使用して、130℃/1mmHgにおいて揮発性材料を除去した。この揮発性物質除去処理されたポリマーは、ガラス繊維フィルターおよび任意に補助フィルターもしくは炭酸カルシウムを含有する圧力フィルターに通されて濾過された。得られたSiH含有分岐ポリマーに関するGPC、29SiNMR、および13CNMRデータは、表1に指し示されるポリマー構造を裏付けるものである。
3頚フラスコに、濃縮器、スターラー、窒素導入管、および温度計が備え付けられた。該フラスコに、所望の分岐中間体、所望の末端封鎖剤、ジメチル環状シロキサン(D4およびD5の混合物)、および触媒が加えられた。この平衡化反応は5時間80℃において実施され、次いで室温まで冷却され、その後、炭酸カルシウムが添加されるかもしくはイオン交換樹脂からデカンテーションされた。これらのポリマーは、ワイプフィルム(wiped film)エバポレーターを使用して、130℃/1mmHgにおいて揮発性材料を除去した。この揮発性物質除去処理されたポリマーは、ガラス繊維フィルターおよび任意に補助フィルターもしくは炭酸カルシウムを含有する圧力フィルターに通されて濾過された。得られたSiH含有分岐ポリマーに関するGPC、29SiNMR、および13CNMRデータは、表2に指し示されるポリマー構造を裏付けるものである。
実施例3において調製されたSi−H含有分岐ポリマーが、下記の量のビニルポリマー、触媒、および阻害剤と共に混合された。このコーティング組成物が、圧力ブレードコーティング機を使用して、シート形態の特定の基材へと適用され、可動ウェブを備え付けられたオーブン中において直ちに硬化された。この硬化/放出データが、表3にまとめられる。
ポリマー(160Dpのジメチルビニルシロキシ末端封鎖ポリジメチルシロキサンシリケートコポリマー) 10.00g
架橋剤−実施例3(Si−H含有分岐ポリマー) 4.3 g
阻害剤−エチニルシクロヘキサノール 0.06g
触 媒−シロキサンに溶解したPt 0.28g
硬化温度/時間 149℃(300°F)/6秒
SiH/SiVi比 1.6
基材 SCK紙
Claims (4)
- (i)1分子につき少なくとも1つのシリコン結合水素原子を含有する少なくとも1つの有機水素シリコン化合物であって、以下の構造式:
(ii)式(IV)R’3SiO(MeR’SiO)zSiR’3 (式中、zが0〜150であり、各R’が独立に、水素、アルキル、アリール、アルケニル、ジエニル、もしくは官能基を有するアルキルから選ばれ、ここで、該官能基が、フルオロ、フルオロエーテル、ポリエーテル、エーテル、アリール、シリル、シロキシ、カルボキシ、グリコシジル、もしくはアクリレートである)により記述される、少なくとも1つの末端封鎖剤;ならびに任意に
(iii)式(V)HO(MeR’SiO)y’Hにより記述される加水分解物および式(VI)(MeR’SiO)yにより記述されるシクロシロキサンから選ばれる、少なくとも1つの有機シロキサン(式中、yは3〜30の整数であり、y’は1〜500の整数であり、各R’は前記の通りである)
を含む混合物を、シクロシロキサンの開環重合用触媒の存在下に加熱し、成分(i)、(ii)、および任意に(iii)の重合化を起こさせ、シリコン結合水素含有分岐ポリマーを形成させる工程(1)を含む方法。 - R’が独立に、アルキル、フルオロアルキル、またはアルケニルから選ばれ、成分(ii)が、成分(i)100重量部に基づき3〜1000重量部の量で加えられ、成分(iii)が、0〜1000重量部の量で加えられる、請求項1または2に記載の方法。
- 更に、工程(1)由来のシリコン結合水素含有分岐ポリマーを、少なくとも1つの不飽和部分を持つ少なくとも1つの材料(iv)と、白金族金属含有触媒存在下に混合し、分岐ポリマーを形成させる工程(2)を含む、請求項1〜3のいずれか1項に記載の方法。
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- 2003-12-17 EP EP03790532A patent/EP1576034B1/en not_active Expired - Lifetime
- 2003-12-17 ES ES03790532T patent/ES2314273T3/es not_active Expired - Lifetime
- 2003-12-17 CN CNB2003801068783A patent/CN1322031C/zh not_active Expired - Fee Related
- 2003-12-17 JP JP2004563699A patent/JP4925026B2/ja not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
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KR20050085810A (ko) | 2005-08-29 |
WO2004058858A1 (en) | 2004-07-15 |
AU2003293583A1 (en) | 2004-07-22 |
DE60324023D1 (de) | 2008-11-20 |
US7432338B2 (en) | 2008-10-07 |
JP2006511645A (ja) | 2006-04-06 |
ATE410464T1 (de) | 2008-10-15 |
US20060116500A1 (en) | 2006-06-01 |
KR101028347B1 (ko) | 2011-04-11 |
CN1322031C (zh) | 2007-06-20 |
EP1576034A1 (en) | 2005-09-21 |
ES2314273T3 (es) | 2009-03-16 |
EP1576034B1 (en) | 2008-10-08 |
CN1729231A (zh) | 2006-02-01 |
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