JP2017521538A - 硬化性オルガノポリシロキサン組成物 - Google Patents
硬化性オルガノポリシロキサン組成物 Download PDFInfo
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- JP2017521538A JP2017521538A JP2017503565A JP2017503565A JP2017521538A JP 2017521538 A JP2017521538 A JP 2017521538A JP 2017503565 A JP2017503565 A JP 2017503565A JP 2017503565 A JP2017503565 A JP 2017503565A JP 2017521538 A JP2017521538 A JP 2017521538A
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 11
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- 239000003480 eluent Substances 0.000 description 7
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- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 1
- PHIQPXBZDGYJOG-UHFFFAOYSA-N sodium silicate nonahydrate Chemical compound O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-][Si]([O-])=O PHIQPXBZDGYJOG-UHFFFAOYSA-N 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl 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])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])[H] 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- HSXKFDGTKKAEHL-UHFFFAOYSA-N tantalum(v) ethoxide Chemical compound [Ta+5].CC[O-].CC[O-].CC[O-].CC[O-].CC[O-] HSXKFDGTKKAEHL-UHFFFAOYSA-N 0.000 description 1
- ASEHKQZNVUOPRW-UHFFFAOYSA-N tert-butyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C(C)(C)C ASEHKQZNVUOPRW-UHFFFAOYSA-N 0.000 description 1
- HXLWJGIPGJFBEZ-UHFFFAOYSA-N tert-butyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C(C)(C)C HXLWJGIPGJFBEZ-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000004154 testing of material Methods 0.000 description 1
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraethylene glycol dimethyl ether Natural products COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 1
- POWFTOSLLWLEBN-UHFFFAOYSA-N tetrasodium;silicate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-][Si]([O-])([O-])[O-] POWFTOSLLWLEBN-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- YJGJRYWNNHUESM-UHFFFAOYSA-J triacetyloxystannyl acetate Chemical compound [Sn+4].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O YJGJRYWNNHUESM-UHFFFAOYSA-J 0.000 description 1
- 125000005389 trialkylsiloxy group Chemical group 0.000 description 1
- LGQXXHMEBUOXRP-UHFFFAOYSA-N tributyl borate Chemical compound CCCCOB(OCCCC)OCCCC LGQXXHMEBUOXRP-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- WDVUXWDZTPZIIE-UHFFFAOYSA-N trichloro(2-trichlorosilylethyl)silane Chemical compound Cl[Si](Cl)(Cl)CC[Si](Cl)(Cl)Cl WDVUXWDZTPZIIE-UHFFFAOYSA-N 0.000 description 1
- QALPWPXFWUARDY-OWOJBTEDSA-N trichloro-[(e)-2-trichlorosilylethenyl]silane Chemical compound Cl[Si](Cl)(Cl)\C=C\[Si](Cl)(Cl)Cl QALPWPXFWUARDY-OWOJBTEDSA-N 0.000 description 1
- UWZSHGZRSZICIW-UHFFFAOYSA-N triethoxy(2,4,4-trimethylpentyl)silane Chemical compound CCO[Si](OCC)(OCC)CC(C)CC(C)(C)C UWZSHGZRSZICIW-UHFFFAOYSA-N 0.000 description 1
- ALVYUZIFSCKIFP-UHFFFAOYSA-N triethoxy(2-methylpropyl)silane Chemical compound CCO[Si](CC(C)C)(OCC)OCC ALVYUZIFSCKIFP-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- OYGYKEULCAINCL-UHFFFAOYSA-N triethoxy(hexadecyl)silane Chemical compound CCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC OYGYKEULCAINCL-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- LWJZSHFCERSHME-UHFFFAOYSA-N triethoxy(triacontyl)silane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC[Si](OCC)(OCC)OCC LWJZSHFCERSHME-UHFFFAOYSA-N 0.000 description 1
- UZIAQVMNAXPCJQ-UHFFFAOYSA-N triethoxysilylmethyl 2-methylprop-2-enoate Chemical compound CCO[Si](OCC)(OCC)COC(=O)C(C)=C UZIAQVMNAXPCJQ-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 description 1
- XYJRNCYWTVGEEG-UHFFFAOYSA-N trimethoxy(2-methylpropyl)silane Chemical compound CO[Si](OC)(OC)CC(C)C XYJRNCYWTVGEEG-UHFFFAOYSA-N 0.000 description 1
- NMEPHPOFYLLFTK-UHFFFAOYSA-N trimethoxy(octyl)silane Chemical compound CCCCCCCC[Si](OC)(OC)OC NMEPHPOFYLLFTK-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- QLNOVKKVHFRGMA-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical group [CH2]CC[Si](OC)(OC)OC QLNOVKKVHFRGMA-UHFFFAOYSA-N 0.000 description 1
- OESYAPCYPZGMRH-UHFFFAOYSA-N trimethoxy(triacontyl)silane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC[Si](OC)(OC)OC OESYAPCYPZGMRH-UHFFFAOYSA-N 0.000 description 1
- UOKUUKOEIMCYAI-UHFFFAOYSA-N trimethoxysilylmethyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)COC(=O)C(C)=C UOKUUKOEIMCYAI-UHFFFAOYSA-N 0.000 description 1
- 239000005051 trimethylchlorosilane Substances 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- RBLUZDDDFHCLDO-UHFFFAOYSA-N undec-10-enoic acid;zinc Chemical compound [Zn].OC(=O)CCCCCCCCC=C.OC(=O)CCCCCCCCC=C RBLUZDDDFHCLDO-UHFFFAOYSA-N 0.000 description 1
- JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
- PSDQQCXQSWHCRN-UHFFFAOYSA-N vanadium(4+) Chemical compound [V+4] PSDQQCXQSWHCRN-UHFFFAOYSA-N 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 229940118257 zinc undecylenate Drugs 0.000 description 1
- CYDXJXDAFPJUQE-FDGPNNRMSA-L zinc;(z)-4-oxopent-2-en-2-olate Chemical compound [Zn+2].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O CYDXJXDAFPJUQE-FDGPNNRMSA-L 0.000 description 1
- JXNCWJJAQLTWKR-UHFFFAOYSA-N zinc;methanolate Chemical compound [Zn+2].[O-]C.[O-]C JXNCWJJAQLTWKR-UHFFFAOYSA-N 0.000 description 1
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Abstract
Description
Ra(OH)b(R1O)cSiO(4−a−b−c)/2 (I)
(式中、
Rは、同一でも異なっていてもよく、1〜18個のC原子を有する置換されていてもよい1価のSiC結合炭化水素基、1〜18個のC原子を有する置換されていてもよい2価のSiC結合炭化水素基、またはSi結合ハロゲン原子であり、
R1は、同一でも異なっていてもよく、置換されていてもよい1価の炭化水素基であり、
式(I)において、和a+b+c<4である場合、
aは、0、1、2、または3、好ましくは0、1、または2であり、
bは、0、1、2、または3、好ましくは0、1、または2、より好ましくは0または1であり、
cは、0、1、2、または3であり、
前記式(I)の全単位の総数に対するaが0または1である前記式(I)の単位の総数の比として定義される分岐度が、0.5以上であり、かつ、前記式(I)の全単位の1%以上において、和b+c≧1である)の単位からなる少なくとも1種の有機ケイ素成分、
(B)酸化状態が4未満の少なくとも1個の炭素原子を含んでなる、酸化状態が+2〜+5の主族3,4、および5、ならびに遷移族2、4、5、7、および8からの金属の化合物から選択される、少なくとも1種の金属化合物、および
(C)グアニジンおよびアミジンから選択される少なくとも1種の窒素化合物、
を含んでなる、縮合反応により架橋可能な組成物(Z)である。
Ra(OH)b(R1O)cSiO(4−a−b−c)/2 (I)
(式中、
Rは、同一または異なっており、1〜18個のC原子を有する置換されていてもよい1価のSiC結合炭化水素基、1〜18個のC原子を有する置換されていてもよい2価のSiC結合炭化水素基、またはSi結合ハロゲン原子であり、
R1は、同一でも異なっていてもよく、置換されていてもよい1価の炭化水素基であり、
式(I)において、和a+b+c<4である場合、
aは、0、1、2、または3、好ましくは0、1、または2であり、
bは、0、1、2、または3、好ましくは0、1、または2、より好ましくは0または1であり、
cは、0、1、2、または3であり、
前記式(I)の全単位の総数に対するaが0または1である前記式(I)の単位の総数の比として定義される分岐度が0.5以上である各場合において、b+c≧1の前記式(I)の単位を1つ以上有し、前記式(I)の全単位の1%以上において、和b+cが1以上である)の単位からなるシロキサン(A1)を含んでなることが好ましい。
(MeSiO3/2)0.88(MeSi(OH)O2/2)0.05(MeSi(OEt)O2/2)0.06(Me2SiO2/2)0.01
これについて、Mw=6,600g/mol,Mn=2,000g/mol,/Mn=3.3;
(MeSiO3/2)0.81(MeSi(OH)O2/2)0.03(MeSi(OMe)O2/2)0.16
これについて、Mw=5,400g/mol,Mn=1,900g/mol,Mw/Mn=2.8;
(MeSiO3/2)0.86(MeSi(OH)O2/2)0.02(MeSi(OEt)O2/2)0.10(Me2SiO2/2)0.02
これについて、Mw=10,000g/mol,Mn=2,300g/mol,Mw/Mn=4.3;
(MeSiO3/2)0.81(MeSi(OH)O2/2)0.04(MeSi(OEt)O2/2)0.05(Me2SiO2/2)0.10
これについて、Mw=6,500g/mol,Mn=1,900g/mol,Mw/Mn=3.4;
(MeSiO3/2)0.88(MeSi(OH)O2/2)0.05(MeSi(OMe)O2/2)0.06(Me2SiO2/2)0.01
これについて、Mw=6,700g/mol,Mn=2,100g/mol,Mw/Mn=3.2;
(MeSiO3/2)0.88(MeSi(OH)O2/2)0.05(MeSi(OMe)O2/2)0.06(Me2SiO2/2)0.01
これについて、Mw=9,000g/mol,Mn=2,300g/mol,Mw/Mn=3.9;
(MeSiO3/2)0.33(MeSi(OH)O2/2)0.05(MeSi(OEt)O2/2)0.01(Me2SiO2/2)0.06(PhSiO3/2)0.24(PhSi(OH)O2/2)0.28(PhSi(OEt)O2/2)0.03
これについて、Mw=3,300g/mol,Mn=1,300g/mol,Mw/Mn=2.5;
(MeSiO3/2)0.75(PhSiO3/2)0.05(MeSi(OH)O2/2)0.05(PhSi(OH)O2/2)0.04(MeSi(OEt)O2/2)0.05(PhSi(OEt)O2/2)0.03(Me2SiO2/2)0.03
これについて、Mw=5,600g/mol,Mn=1,800g/mol,Mw/Mn=3.1;
(MeSiO3/2)0.34(MeSi(OH)O2/2)0.03(MeSi(OEt)O2/2)0.02(PhSiO3/2)0.45(PhSi(OH)O2/2)0.13(PhSi(OEt)O2/2)0.03
これについて、Mw=4,700g/mol,Mn=1,800g/mol,Mw/Mn=2.6;
(MeSiO3/2)0.27(MeSi(OH)O2/2)0.03(PhSiO3/2)0.34(PhSi(OH)O2/2)0.14PhSi(OEt)O2/2)0.02(PhMeSiO2/2)0.17(PhMeSi(OH)O1/2)0.03
これについて、Mw=2,400g/mol,Mn=1,200g/mol,Mw/Mn=2.0;
(PhSiO3/2)0.45(PhSi(OH)O2/2)0.44PhSi(OEt)O2/2)0.09(PhSi(OH)2O1/2)0.02
これについて、Mw=2,900g/mol,Mn=1,500g/mol,Mw/Mn=1.9;
(PhSiO3/2)0.48(PhSi(OH)O2/2)0.17(PhSi(OEt)O2/2)0.02(CH3(CH2)2SiO3/2)0.25(CH3(CH2)2Si(OH)O2/2)0.08
これについて、Mw=1,800g/mol,Mn=1,300g/mol,Mw/Mn=1.4;
(MeSiO3/2)0.32(MeSi(OH)O2/2)0.06(MeSi(OEt)O2/2)0.01(Me2SiO2/2)0.06(PhSiO3/2)0.23(PhSi(OH)O2/2)0.29(PhSi(OEt)O2/2)0.03
これについて、Mw=1,700g/mol,Mn=1,200g/mol,Mw/Mn=1.4;
(PhSiO3/2)0.50(PhSi(OH)O2/2)0.15(PhSi(OEt)O2/2)0.02(CH3(CH2)2SiO3/2)0.26(CH3(CH2)2Si(OH)O2/2)0.07
これについて、Mw=2,800g/mol,Mn=1,200g/mol,Mw/Mn=2.3;
(MeSiO3/2)0.37(MeSi(OEt)O2/2)0.46(MeSi(OEt)2O1/2)0.17
これについて、Mw=2,400g/mol,Mn=900g/mol,Mw/Mn=2.7;
(MeSiO3/2)0.38(MeSi(OEt)O2/2)0.46(MeSi(OEt)2O1/2)0.15(Me2SiO2/2)0.01
これについて、Mw=2,800g/mol,Mn=1,000g/mol,Mw/Mn=2.8;
(MeSiO3/2)0.30(MeSi(OMe)O2/2)0.47(MeSi(OMe)2O1/2)0.23
これについて、Mw=2,300g/mol,Mn=600g/mol,Mw/Mn=3.8;
(MeSiO3/2)0.32(MeSi(OMe)O2/2)0.48(MeSi(OMe)2O1/2)0.20
これについて、Mw=3,300g/mol,Mn=900g/mol,Mw/Mn=3.7;
(PhSiO3/2)0.23(PhSi(OMe)O2/2)0.51(PhSi(OMe)2O1/2)0.26
これについて、Mw=1,000g/mol,Mn=700g/mol,Mw/Mn=1.4;
(MeSiO3/2)0.10(MeSi(OMe)O2/2)0.17(MeSi(OMe)2O1/2)0.03(PhSiO3/2)0.15(PhSi(OMe)O2/2)0.31(PhSi(OMe)2O1/2)0.20(Me2SiO2/2)0.04
これについて、Mw=1,800g/mol,Mn=900g/mol,Mw/Mn=2.0;
(MeSiO3/2)0.10(MeSi(OMe)O2/2)0.15(MeSi(OMe)2O1/2)0.03(MeSi(O(CH2)3CH3)O2/2)0.03(PhSiO3/2)0.15(PhSi(OMe)O2/2)0.24(PhSi(OMe)2O1/2)0.15(PhSi(O(CH2)3CH3)O2/2)0.06(PhSi(OMe)(O(CH2)3CH3)O1/2)0.04(PhSi(O(CH2)3CH3)2O1/2)0.01(Me2SiO2/2)0.04
これについて、Mw=1,400g/mol,Mn=800g/mol,Mw/Mn=1.8;
(MeSiO3/2)0.31(MeSi(OEt)O2/2)0.34(MeSi(OEt)2O1/2)0.10(Me2SiO2/2)0.22(Me2Si(OEt)O1/2)0.03
これについて、Mw=4,500g/mol,Mn=1,900g/mol,Mw/Mn=2.4;
(MeSiO3/2)0.71(MeSi(OH)O2/2)0.03(MeSi(OEt)O2/2)0.05(Me2SiO2/2)0.21
これについて、Mw=5,400g/mol,Mn=2,200g/mol,Mw/Mn=2.5;
(i−OctSiO3/2)0.02(i−OctSi(OMe)O2/2)0.04(i−OctSi(OMe)2O1/2)0.03(MeSiO3/2)0.50(MeSi(OEt)O2/2)0.40(MeSi(OH)O2/2)0.01
これについて、Mw=6,100g/mol,Mn=1,500g/mol,Mw/Mn=4.2;
(i−OctSi(OMe)O2/2)0.11(i−OctSi(OMe)2O1/2)0.16(MeSiO3/2)0.26(MeSi(OMe)O2/2)0.36(MeSi(OMe)2O1/2)0.11
これについて、Mw=3,000g/mol,Mn=1,500g/mol,Mw/Mn=2.0;
(Si(OEt)2O2/2)0.42(Si(OEt)O3/2)0.19(Si(OEt)3O1/2)0.39
これについて、Mw=1,000g/mol,Mn=800g/mol,Mw/Mn=1.2;
(Si(OEt)2O2/2)0.48(Si(OEt)O3/2)0.35(Si(OEt)3O1/2)0.09(SiO4/2)0.08
これについて、Mw=1,400g/mol,Mn=900g/mol,Mw/Mn=1.6;
(i−OctSi(OMe)O2/2)0.09(i−OctSiO3/2)0.06(i−OctSi(OMe)2O1/2)0.08(MeSiO3/2)0.23(MeSi(OMe)O2/2)0.35(MeSi(OMe)2O1/2)0.19
これについて、Mw=1,400g/mol,Mn=600g/mol,Mw/Mn=2.3;
(i−OctSi(OMe)O2/2)0.12(i−OctSiO3/2)0.05(i−OctSi(OMe)2O1/2)0.08(MeSiO3/2)0.22(MeSi(OMe)O2/2)0.33(MeSi(OMe)2O1/2)0.20
これについて、Mw=1,600g/mol,Mn=700g/mol,Mw/Mn=2.3;
(i−OctSi(OMe)O2/2)0.11(i−OctSiO3/2)0.05(i−OctSi(OMe)2O1/2)0.08(MeSiO3/2)0.22(MeSi(OMe)O2/2)0.33(MeSi(OMe)2O1/2)0.20(i−OctSi(OH)O2/2)0.01
これについて、Mw=1,500g/mol,Mn=700g/mol,Mw/Mn=2.1;
(SiO4/2)0.50(Me3SiO1/2)0.39(Si(OEt)O3/2)0.06(Si(OEt)2O2/2)0.02(Si(OEt)3O1/2)0.01(Si(OH)O3/2)0.02
これについて、Mw=7,400g/mol,Mn=3,100g/mol,Mw/Mn=2.4;
(SiO4/2)0.45(Me3SiO1/2)0.43(Si(OEt)O3/2)0.07(Si(OEt)2O2/2)0.02(Si(OEt)3O1/2)0.01(Si(OH)O3/2)0.02
これについて、Mw=1,400g/mol,Mn=900g/mol,Mw/Mn=1.6;
(SiO4/2)0.45(Me3SiO1/2)0.36(ViMe2SiO1/2)0.06(Si(OEt)O3/2)0.06(Si(OEt)2O2/2)0.02(Si(OEt)3O1/2)0.01(Si(OH)O3/2)0.04
これについて、Mw=5,300g/mol,Mn=2,600g/mol,Mw/Mn=2.0;
(SiO4/2)0.38(Me3SiO1/2)0.42(ViMe2SiO1/2)0.06(Si(OEt)O3/2)0.07(Si(OEt)2O2/2)0.02(Si(OEt)3O1/2)0.01(Si(OH)O3/2)0.04
これについて、Mw=2,600g/mol,Mn=1,600g/mol,Mw/Mn=1.6;
(MeSiO3/2)0.65(MeSi(OH)O2/2)0.01(MeSi(OEt)O2/2)0.27(MeSi(OEt)2O1/2)0.01(PhSiO3/2)0.02(PhSi(OEt)O2/2)0.04
これについて、Mw=10,300g/mol,Mn=2,100g/mol,Mw/Mn=4.9;
(MeSiO3/2)0.66(MeSi(OEt)O2/2)0.27(MeSi(OEt)2O1/2)0.01(PhSiO3/2)0.02(PhSi(OEt)O2/2)0.04
これについて、Mw=16,300g/mol,Mn=2,300g/mol,Mw/Mn=7.1;
式中、Meはメチル基であり、Etはエチル基であり、Viはビニル基であり、i−octは2,4,4−トリメチルペンチル基であり、Phはフェニル基である。
a)メチル−、エチル−、ビニル−、2,4,4−トリメチルペンチル−、もしくはフェニル−トリクロロシラン、および任意で、ジメチル−、ジエチル−、ジフェニル−、メチルエチル−、メチルフェニル−、もしくはエチルフェニル−ジクロロシラン、もしくは
b)テトラクロロシラン、および任意でトリメチルクロロシラン
のアルコール分解、加水分解、および縮合から選択される反応により、または
c)メチル−、エチル−、ビニル−、2,4,4−トリメチルペンチル−、もしくはフェニル−トリメトキシシロキサン、および任意で、ジメチル−、ジエチル−、ジフェニル−、メチルエチル−、メチルフェニル−、もしくはエチルフェニル−ジメトキシシラン、もしくは
d)テトラメトキシシラン、および任意でトリメチルメトキシシラン、
の加水分解により、または
e)メチル−、エチル−、ビニル−、2,4,4−トリメチルペンチル−、もしくはフェニル−トリエトキシシロキサン、および任意で、ジメチル−、ジエチル−、ジフェニル−、メチルエチル−、メチルフェニル−、もしくはエチルフェニル−ジエトキシシラン、もしくは
f)テトラエトキシシラン、および任意でトリメチルエトキシシラン、
の加水分解により、製造可能であることが特に好ましい。
Meは、酸化状態が+2〜+5の主族3、4、および5、ならびに遷移族2、4、5、7、および8の金属から選択される金属であり、アルミニウム(III)、ビスマス(III)、鉄(II)、鉄(III)、マンガン(II)、マンガン(III)、ニオブ(V)、タンタル(V)、チタン(III)、チタン(IV)、バナジウム(III)、バナジウム(IV)、バナジウム(V)、亜鉛(II)、スズ(II)、スズ(IV)、またはジルコニウム(IV)であることが好ましく、
R2、R3、およびR4は、互いにそれぞれ独立して、水素原子、置換されていてもよい炭化水素基、またはオルガニルオキシ基であり、
R12は、同一でも異なっていてもよく、オルガニルオキシド基、またはオキシド基であり、
和d+eが2〜6の場合は、
dは、1、2、3、または4であり、
eは、0、1、2、3、または4である)
の金属キレート化合物(B−2)をさらに含んでなってもよい。
R5、R6、およびR7は、それぞれについて互いに独立して、水素原子、1〜18個の炭素原子を有する置換されていてもよい脂肪族炭化水素基、6〜10個の炭素原子を有する置換されていてもよい芳香族炭化水素基、7〜20個の炭素原子を有する置換されていてもよいアリール脂肪族炭化水素基、または5〜18個の炭素原子を有する置換されていてもよい脂環式炭化水素基であり、基R5、R6、またはR7のうち2つ以下が水素原子の定義を有する場合、炭化水素基において、炭素原子は、ヘテロ原子により置換されていてもよく、
R8は、基R5について定めた定義を有するか、または基−NR5R6もしくは−NR5R9であり、
式中R9は、
R5’、R6’、およびR7’は、同一でも異なっていてもよく、R5、R6、およびR7について上記で定めた定義を有する)
のアミジンであることが好ましい。
3−(トリメトキシシリル)プロポキシ)エチル)−1,1,3,3−テトラメチルグアニジン、2−(2,3,4,6,7,8,9,10−オクタヒドロピリミド[1,2−a]アゼピン−1−イウム−1−イル)1−(3−(トリメトキシシリル)プロポキシ)エタノラート、(Z)−または(E)−1−(2−((E)−2,3−ジイソプロピルグアニジノ)エチル)−2,3−ジイソプロピル−1−(3−(トリエトキシシリル)プロピル)グアニジン、およびこれらの窒素化合物と3−グリシジルオキシプロピルトリメトキシシランまたは3−グリシジルオキシプロピルトリエトキシシランとの反応から得られる反応産物。
R14 x(R13O)4−xSi (IV)、
(式中、 R14は、同一または異なっていてもよく、置換されていてもよい1価のSiC結合炭化水素基、2価のSiC結合炭化水素基、またはSi結合ハロゲン原子であり、
R13は、同一でも異なっていてもよく、置換されていてもよい1価の炭化水素基であり、
xは、0、1、2、または3であり、好ましくは0または1である)
の有機ケイ素化合物が挙げられる。
(A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)充填剤、
任意で(F)シラン、
任意で(G)有機酸、および
任意で(H)他の成分
を含んでなる組成物であることが好ましい。
(A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)充填剤、
(F)シラン、
任意で(G)有機酸、および
任意で(H)他の成分
を含んでなる組成物であることがより好ましい。
(A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)充填剤、
(F)シラン、
(G)有機酸、および
任意で(H)他の成分
を含んでなる組成物であることが非常に好ましい。
(A1)オルガノシロキサン、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)充填剤、
(F)シラン、
任意で(G)有機酸、
(H)シロキサン、および
任意で(H)シロキサン(H)とは異なる他の成分
を含んでなる組成物である。
(A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)100重量部の組成物(Z)を基準として、70〜99重量部の量の充填剤、
任意で(F)シラン、
任意で(G)有機酸、および
任意で(H)他の成分
を含んでなる組成物である。
(A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)(E)の総量を基準として、成分(E)の20重量%程度以上の粒度が0.2mm〜10mmの粗い粒子状充填剤からなる場合に、100重量部の組成物(Z)を基準として、70〜99重量部の量の充填材、
任意で(F)シラン、
任意で(G)有機酸、および
任意で(H)他の成分
を含んでなる組成物であることが非常に好ましい。
以下の実施例において、有機ケイ素化合物の動粘度をDIN 53019に従って測定する。手順は、以下のようであったことが、好ましい。別段の定めがない限り、粘度は、25℃で、アントンパール製の「Physica MCR 300」回転式レオメータの手段により、測定する。1〜200mPa・sの粘度については、環状測定ギャップが1.13mmの共軸円筒形測定システム(CC 27)を使用し、200mPa・sを超える粘度については、コーン/プレート測定システム(測定コーンCP 50−1を有するSearle−System)を使用する。ずり速度を、以下のようにポリマー粘度に対応させる。100s−1のとき1〜99mPa・s;200s−1のとき100〜999mPa・s;120s−1のとき1,000〜2,999mPa・s;80s−1のとき3,000〜4,999mPa・s;62s−1のとき5,000〜9,999mPa・s;50s−1のとき10,000〜12,499mPa・s;38.5s−1のとき12,500〜15,999mPa・s;33s−1のとき16,000〜19,999mPa・s;25s−1のとき20,000〜24,999mPa・s;20s−1のとき25,000〜29,999mPa・s;17s−1のとき30,000〜39,999mPa・s;10s−1のとき40,000〜59,999mPa・s;5s−1のとき60,000〜149,999;3.3s−1のとき150,000〜199,999mPa・s;2.5s−1のとき200,000〜299,999mPa・s;1.5s−1のとき300,000〜1,000,000mPa・s。
方法:DIN 55672−1に従ったサイズ排除クロマトグラフィー(SEC)
流速:1.00ml/分
注入方式:アジレント1200オートサンプラー(アジレント・テクノロジー)
注入量:100μl
溶離液:フェニル基を含んでなる製品の場合、250ppmの2,6−ジ−tert−ブチル−4−メチルフェノール(BHT)で安定化されたテトラヒドロフラン>99.5%を使用し、フェニル基を含まない材料の場合、分析用トルエン>99.9%を使用した。全化学物質は、ドイツのダルムシュタットのメルクカーゲーアーアー(Merck KGaA)などから市販されている。
カラム:固定相:アジレント・テクノロジーからのポリスチレン−ジビニルベンゼン
長さが50mmのプレカラムとそれぞれ長さが300mmの3つの分離カラムとからなる4つのカラムを直列で連結した。全カラムは、内径が7.8mmであった。使用したゲルは、粒度が5μmであった。プレカラムの細孔径は、500Åであり、3つの分離カラムの細孔径は、順番に、10,000Å、500Å、および100Åであった。
カラム温度:オーブン温度 45℃。濃度をRI検出器で測定した(測定原理 屈折,型:アジレント1200;セル容積:8μL;温度:45℃)。
本発明において、ゲル化時間を、規格DIN 16945 Sheet1、DIN 16919、およびDIN EN 14022に従い、コントロールユニットST−1とサーモグラフTC−3レギュレーターを有するサーモブロックGTとをもつGELNORM(登録商標)からのゲルタイマーを使用して測定した。混合物の製造および測定の実施は、実施例B1に記載のように行った。アルミニウム線でできた測定用金型を使用した。測定用金型の反転サイクルは、10秒であった。それぞれについて、25℃および100℃で、ゲル化時間の測定を2回実施した。表1に記録した値は、それぞれの測定温度での2つの個別の測定の平均値に相当する。60分後、混合物がゲル化しなかった場合に、測定を中止し、この場合、ゲル化時間は>60分として記録した。
可使時間を測定するために、試験混合物をPTFEモールドに10mmの充填深さまで投入した。混合物を23℃で貯蔵し、DIN EN ISO 868:2003−10に従い、ショアAデュロメータ(Shore A Durometer)を使用して、5分毎に、ショアA硬さを測定した。PTFEモールドの長さ×幅の寸法を、最大で18の個別の測定を可能とするように選択し、測定距離を互いから、およびPTFEモールドの端から6mm以上とした。硬さが5ショアA以上上がった時に、測定を中止し、硬さが上がるまでに経過した時間から5分引き、可使時間として定義した。90分を超える可使時間を、表2において、>90分として記録した。
本発明において、実施例B20を除いて、曲げ強度を、ISO 178:2011−04 Method Aに従い、2mm/分の試験速度で、60mmの支持距離で測定した。
ショアD硬さを、DIN EN ISO 868:2003−10に従って測定した。ショアDデュロメータ(Shore D durometer)を使用して、長さ×幅×厚さ=40mm×40mm×6mmの寸法のシート状の供試体で測定を行った。該供試体は、DIN EN ISO 10724−1:2002−04 Form 2に従った交換可能なモールドキャビティプレートを有する器具を使用し、実施例B6で記載されているように射出成形法を実施し、実施例B6で示されている条件下(温度、時間)で硬化を行うことにより製造した。実施例B20に関するショアD硬さを、曲げ強度供試体で測定した。測定前に、供試体を、23℃、50%の相対湿度で、4日間貯蔵した。ショアD硬さを、それぞれについて、3つの供試体の上部および底部で測定し、合計6つの測定値を得た。表2に記録した値は、個別の測定の平均値に相当する。
18gの(2,4,4−トリメチルペンチル)トリメトキシシラン、平均した組成が(MeSiO3/2)0.49(MeSi(OH)O2/2)0.02(Me2SiO2/2)0.46(Me2Si(OH)O1/2)0.03であり、平均分子量Mwが4,500g/molで平均分子量Mnが1,600g/molで多分散度が2.8である55gの有機ケイ素化合物、および9gの直鎖状ポリジメチルシロキサンHO−(Me2SiO)12−Hを丸底フラスコに入れた。次に、混合物を攪拌しながら55℃へ加熱し、均一な混合物を形成した。その後、混合物の温度を95℃に上げ、この温度に達したときに、100mbarの圧力をかけた。これらの条件下で2.5時間以上攪拌を続け、その後、100mbarの圧力下で混合物を23℃の温度に冷却し、その後、減圧を解除した。
(MeSiO3/2)0.10(MeSi(OMe)O2/2)0.17(MeSi(OMe)2O1/2)0.03(PhSiO3/2)0.15(PhSi(OMe)O2/2)0.31(PhSi(OMe)2O1/2)0.20(Me2SiO2/2)0.04であり、平均分子量Mwが1,800g/molで平均分子量Mnが900g/molで多分散度が2.0である113gの有機ケイ素化合物、および38gのフェニルトリエトキシシランを丸底フラスコに入れた。次に、混合物を攪拌しながら55℃へ加熱し、均一な混合物を形成した。その後、混合物の温度を95℃に上げ、この温度に達したときに、100mbarの圧力をかけた。これらの条件下で2,5時間以上攪拌を続け、その後、100mbarの圧力下で混合物を23℃の温度に冷却し、その後、減圧を解除した。
アミジンまたはグアニジンおよび(2,4,4−トリメチルペンチル)トリメトキシシランの混合物をアセチルアセトン亜鉛(II)および無水エタノールの混合物に加えることにより、硬化剤混合物を製造した。この後、溶液が形成されるまで、同時に加熱しながら、必要に応じて50℃以下に加熱しながら、混合した。
B7、B9、B10、B12、B13、B14、B15、B16、B17、B22、B23、およびB24
最初に、アミジンまたはグアニジン、その後に使用する有機酸をこの順序で無水メタノール中の金属化合物の混合物に加えることにより、硬化剤混合物を製造した。この後、溶液が形成されるまで、同時に加熱しながら、必要に応じて50℃以下に加熱しながら、混合した。
2−エチルヘキサン酸亜鉛(II)をグアニジンおよび(2,4,4−トリメチルペンチル)トリメトキシシランの混合物に加えることにより、硬化剤混合物を製造した。この後、溶液が形成されるまで、混合した。
グアニジンをビス(エチルアセトアセタト)ビス(プロパン−2−オラト)チタン(IV)(ベルギーの3950 BocholtのBoricaから市販されているTytan S2;CAS NO.27858−32−8)に加えることにより、硬化剤混合物を製造した。この後、溶液が形成されるまで、混合した。
C5、C6、C7、C8、C9、C10、C11、C12、およびC13
硬化剤混合物を、同時に加熱しながら、必要に応じて50℃以下に加熱しながら、混合して、対応するアミジンまたはグアニジンを(2,4,4−トリメチルペンチル)トリメトキシシランおよび無水エタノールに、または無水メタノールに溶解させることにより、またはそれぞれの金属化合物を(2,4,4−トリメチルペンチル)トリメトキシシランおよび無水エタノールに、または無水メタノールに溶解させることにより、製造した。
ゲル化時間の測定のために、0.04gの1,1,3,3−テトラメチルグアニジン(「TMG」;CAS No. 80−70−6;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)を、0.04gの(2,4,4−トリメチルペンチル)トリメトキシシラン(CAS No. 88468−45−5;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)に希釈し、次に、この溶液を、0.048gの無水エタノール(ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)中の0.092gのアセチルアセトン亜鉛(II)(「Zn(acac)2」,CAS No.14024−63−6,ドイツのダルムシュタットのメルクカーゲーアーアー(Merck KGaA)などから市販されている)の混合物に加え、溶液が形成されるまで、混合物を45℃へ加熱しながら緊密に攪拌した。次に、Hauschild & Co. KGからのSpeedmixer(商標) DAC 150 FVZで30秒間2000rpmで触媒溶液を10gの樹脂混合物A1と混合し、最後に、混合物をゲル化時間測定用試験管に移した。結果は、表1に記載している。
0.048gの無水エタノール中の0.092gのZn(acac)2の混合物の代わりに、0.024gの無水エタノール中の0.061gの2−エチルヘキサン酸亜鉛(II)(CAS No. 136−53−8;ドイツのカールスルーエのABCRから市販されている)の混合物を使用し、混合を23℃で実施したことを除き、実施例B1を繰り返した。
0.04gの(2,4,4−トリメチルペンチル)トリメトキシシラン中の0.04gの1,1,3,3−テトラメチルグアニジンの溶液の代わりに、0.043gの1,5−ジアザビシクロ[4.3.0]ノナ−5−エン(「DBN」,CAS No. 3001−72−7,ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)を、0.048gの無水エタノール中の0.092gのZn(acac)2の混合物の代わりに、0.138gの無水メタノール(ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)中の0.092gのZn(acac)2の混合物を使用したことを除き、実施例B1を繰り返した。
樹脂混合物A1の代わりに樹脂混合物A3を使用したことを除き、実施例B1を繰り返した。
0.048gの無水エタノール中の0.092gのZn(acac)2の混合物の代わりに、0.024gの無水エタノール中の0.25gのネオデカン酸ビスマス(III)(CAS No. 34364−26−6;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)の混合物を使用し、混合を23℃で実施したことを除き、実施例B1を繰り返した。
Zn(acac)2を使用せず、混合を23℃で実施したことを除き、実施例B1を繰り返した。
TMGを使用しなかったことを除き、実施例B1を繰り返した。
TMGを使用しなかったことを除き、実施例B2を繰り返した。
Zn(acac)2を使用しなかったことを除き、実施例B3を繰り返した。
100gの樹脂混合物A1および300gのQuarzmehl 16900(微粉砕した石英、ドイツのヒルシュアウ(Hirschau)のAmberger Kaolinwerkeから市販されている)を、Hauschild & Co. KGからのSpeedmixer(商標) DAC 150 FVZで30秒間3000rpmで混合した。次に、混合物を23℃の温度に冷えるまで静置した。
使用した硬化剤混合物が、1.00gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジンおよび1.14gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.60gの無水エタノール中の0.80gの1,1,3,3−テトラメチルグアニジン、0.80gの(2,4,4−トリメチルペンチル)トリメトキシシラン、および1.36gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジン、0.57gのアセチルアセトン亜鉛(II)、および0.31gのn−オクタン酸(CAS No. 124−07−2;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジン、1.14gのアセチルアセトン亜鉛(II)、および0.63gのn−オクタン酸の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.90gの無水エタノール中の0.53gの1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エン(「DBU」;CAS No. 6674−22−2;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)、0.92gのアセチルアセトン亜鉛(II)、および0.50gの(2,4,4−トリメチルペンチル)トリメトキシシランの溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.47gの無水メタノール中の0.20gの1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エンおよび0.02gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、2.80gの無水メタノール中の0.66gの1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エンおよび1.20gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、1.38gの無水メタノール中の0.43gの1,5−ジアザビシクロ[4.3.0]ノナ−5−エン(「DBN」;CAS No. 3001−72−7;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)および0.92gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、1.82gの無水メタノール中の0.60gの1,5,7−トリアザビシクロ[4.4.0]デカ−5−エン(「TBD」;CAS No. 5807−14−7;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)および1.19gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.50gの無水メタノール中の0.60gの7−メチル−1,5,7−トリアザビシクロ[4.4.0]デカ−5−エン(「Me−TBD」;CAS No. 84030−20−6;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)および1.19gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、2.80gの無水メタノール中の0.38gの1,4,5,6−テトラヒドロピリミジン(「THP」;CAS No. 1606−49−1;ドイツのシュタインハイムのSigma−Aldrich(登録商標)から市販されている)および1.20gのアセチルアセトン亜鉛(II)の溶液であったことを除き、実施例B6を繰り返した。
樹脂混合物A1の代わりに、樹脂混合物A2を使用し、使用した硬化剤混合物が、0.24gの無水メタノール中の0.40gの1,1,3,3−テトラメチルグアニジン、0.92gのアセチルアセトン亜鉛(II)、および0.40gの(2,2,4−トリメチルペンチル)トリメトキシシランの溶液であったことを除き、実施例B6を繰り返した。
樹脂混合物A1の代わりに、樹脂混合物A3を使用し、使用した硬化剤混合物が、0.24gの無水エタノール中の0.40gの1,1,3,3−テトラメチルグアニジン、0.46gのアセチルアセトン亜鉛(II)、および0.40gの(2,2,4−トリメチルペンチル)トリメトキシシランの溶液であったことを除き、実施例B6を繰り返した。混合物を120℃で60分間硬化させた。
粒度が1.5mm〜2.2mmの「砂利石英(quartz gravel)SB 1.5−2.2T」型の300gの粗い粒子状石英、粒度が0.7mm〜1.2mmの「砂利石英(quartz gravel)SB 0.7−1.2T」型の220gの粗い粒子状石英、粒度が0.3mm〜0.9mmの「砂利石英(quartz gravel)SB 0.3−0.9T」型の210gの粗い粒子状石英をドラムミキサーに入れ、1分間緊密に混合した。これらの3つは、ドイツのヒルシュアウ(Hirschau)のAmberger Kaolinwerke Eduard Kick GmbH & Co. KGから市販されている。次に、100gの樹脂混合物A1を、23℃の条件下で加え、混合を3分以上続けた。その後、硬化剤混合物として、1.00gの無水メタノール中の0.52gの1,1,3,3−テトラメチルグアニジンおよび1.20gのアセチルアセトン亜鉛(II)の溶液を加え、混合をさらに2分間行った。その後、上位粒度d95%が50μmで平均粒度d50%が16μmのMillisil W12型の320gの微粉化した石英(ドイツのフレッヒェンのQuarzwerke GmbHから市販されている)を複数回に分けて混合物と混合し、最後に、同様に2分間混合を行った。湿砂の硬さに似た硬さを有するこの混合物を、長さ×幅×高さ=220mm×170mm×15mmの寸法のステンレススチールモールドキャビティに投入した。揺動テーブル上のモールドで、50Hzの振動数で2分以内で、組成物を予備圧縮した。次に、モールドを油圧プレスに取り付け、モールドの内容物を、150kNのプレス力で圧縮した。これは、製造される試験プレートの表面積を基準として、4,000kPaのプレス圧力に相当する。次に、モールドを120℃で45分間オーブンに入れた。室温へ冷却後、造形品をモールドから取り出し、造形品を周囲温度で4日間貯蔵した。次に、造形品から長さ×幅×高さ=200mm×50mm×10mmの寸法の供試体を製造した。これらの供試体をショアD硬さの測定に使用し、DIN EN 14617−2:2008−11に従った曲げ強度の測定にも使用した。
0.50gの1,1,3,3−テトラメチルグアニジン、1.53gの2−エチルヘキサン酸亜鉛(II)、および0.50gの(2,4,4−トリメチルペンチル)トリメトキシシランの硬化剤混合物を使用したことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジンおよび1.75gネオデカン酸ビスマス(III)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジンおよび0.71gの、2−エチルヘキサン酸ジルコニウム(IV)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の0.50gの1,1,3,3−テトラメチルグアニジンおよび0.78gのネオデカン酸アルミニウム(III)の溶液であったことを除き、実施例B6を繰り返した。
0.40gの1,1,3,3−テトラメチルグアニジンおよび1.57gのビス(エチルアセトアセタト)ビス(プロパン−2−オラト)チタン(IV)の硬化剤混合物を使用したことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.50gの無水エタノール中の0.50gの1,1,3,3−テトラメチルグアニジンおよび0.50gの(2,4,4−トリメチルペンチル)トリメトキシシランの溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.47gの無水メタノール中の0.20gの1,8−ジアザビシクロ[5.4.0]ウンデカ−7−エンの溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.66gの無水メタノール中の0.43gの1,5−ジアザビシクロ[4.3.0]ノナ−5−エンの溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.50gの無水エタノール中の1.14gのアセチルアセトン亜鉛(II)および0.50gの(2,4,4−トリメチルペンチル)トリメトキシシランの溶液であったことを除き、実施例B6を繰り返した。
1.53gの2−エチルヘキサン酸亜鉛(II)および0.50gの(2,4,4−トリメチルペンチル)トリメトキシシランの硬化剤混合物を使用したことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の1.75gのネオデカン酸ビスマス(III)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の1.42gの2−エチルヘキサン酸ジルコニウム(IV)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤混合物が、0.24gの無水メタノール中の1.56gのネオデカン酸アルミニウム(III)の溶液であったことを除き、実施例B6を繰り返した。
使用した硬化剤が、1.57gのビス(エチルアセトアセタト)ビス(プロパン−2−オラト)チタン(IV)であったことを除き、実施例B6を繰り返した。
Claims (11)
- (A)式
Ra(OH)b(R1O)cSiO(4−a−b−c)/2 (I)
(式中、
Rは、同一でも異なっていてもよく、1〜18個のC原子を有する置換されていてもよい1価のSiC結合炭化水素基、1〜18個のC原子を有する置換されていてもよい2価のSiC結合炭化水素基、またはSi結合ハロゲン原子であり、
R1は、同一でも異なっていてもよく、置換されていてもよい1価の炭化水素基であり、
式(I)において、和a+b+c<4である場合、
aは、0、1、2、または3であり、
bは、0、1、2、または3であり、
cは、0、1、2、または3であり、
前記式(I)の全単位の総数に対するaが0または1である前記式(I)の単位の総数の比として定義される分岐度が、0.5以上であり、かつ、前記式(I)の全単位の1%以上において、和b+c≧1である)
の単位からなる少なくとも1種の有機ケイ素成分、
(B)酸化状態が4未満の少なくとも1個の炭素原子を含んでなる、酸化状態が+2〜+5の主族3、4、および5、ならびに遷移族2、4、5、7、および8からの金属の化合物から選択される、少なくとも1種の金属化合物、および
(C)グアニジンおよびアミジンから選択される少なくとも1種の窒素化合物
を含んでなる、縮合反応によって架橋可能な組成物(Z)。 - 前記有機ケイ素成分(A)は、Si結合ヒドロキシル基だけでなく、Si結合(R1O)基も含有することを特徴とする、請求項1に記載の組成物。
- 前記有機ケイ素成分(A)は、RSiO3/2、RSi(OR1)O2/2、RSi(OH)O2/2、RSi(OR1)2O1/2、RSi(OH)(OR1)O1/2、R2SiO2/2、R2(OH)SiO1/2、R2(OR1)SiO1/2、R3SiO1/2、SiO4/2、Si(OH)O3/2、Si(OR1)O3/2、Si(OR1)2O2/2、Si(OR1)(OH)O2/2、Si(OR1)2(OH)O1/2、Si(OR1)3O1/2、およびO3/2SiRSiO3/2から選択される単位を含んでなることを特徴とする、請求項1または2に記載の組成物。
- 前記金属化合物(B)は、アルミニウム(III)、ビスマス(III)、鉄(II)、鉄(III)、マンガン(II)、マンガン(III)、チタン(III)、チタン(IV)、バナジウム(III)、バナジウム(IV)、バナジウム(V)、亜鉛(II)、スズ(II)、スズ(IV)、ジルコニウム(IV)、タンタル(V)、またはニオブ(V)化合物であることを特徴とする、請求項1〜3のいずれか一項に記載の組成物。
- 前記金属化合物(B)は、金属塩化合物(B−1)であることを特徴とする、請求項1〜4のいずれか一項に記載の組成物。
- 前記窒素化合物(C)が、1.0molの金属化合物(B)当り0.1〜10.0molの量で使用されることを特徴とする、請求項1〜6のいずれか一項に記載の組成物。
- (A)有機ケイ素成分、
(B)金属化合物、
(C)窒素化合物、
任意で(D)溶媒、
(E)充填剤、
任意で(F)シラン、
任意で(G)有機酸、および
任意で(H)他の成分
を含んでなることを特徴とする、請求項1〜7のいずれか一項に記載の組成物。 - 各成分を任意の順序で従来の様式で混合することによる、請求項1〜8のいずれか一項に記載の組成物の製造方法。
- 請求項1〜8のいずれか一項に記載の組成物を架橋することにより製造される、または請求項9に記載のように製造される、造形品。
- 請求項1〜8のいずれか一項に記載の組成物、または請求項9に記載のように製造された組成物を成形し、架橋させることを特徴とする、人造石の製造方法。
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KR (1) | KR101880871B1 (ja) |
CN (1) | CN106574114B (ja) |
DE (1) | DE102014214408A1 (ja) |
IL (1) | IL250200B (ja) |
RU (1) | RU2683824C2 (ja) |
WO (1) | WO2016012305A1 (ja) |
Cited By (3)
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JP2017101141A (ja) * | 2015-12-01 | 2017-06-08 | 国立大学法人山口大学 | 硬化性樹脂組成物 |
KR20210032982A (ko) * | 2018-09-06 | 2021-03-25 | 와커 헤미 아게 | 이환식 구아니딘의 제조 방법 |
JP7377276B2 (ja) | 2019-02-13 | 2023-11-09 | ダウ グローバル テクノロジーズ エルエルシー | 湿気硬化性ポリオレフィン配合物 |
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KR102363592B1 (ko) | 2016-07-19 | 2022-02-16 | 니치아 카가쿠 고교 가부시키가이샤 | 경화성 수지 조성물, 그의 경화물 및 반도체 장치 |
CN111699546B (zh) * | 2018-02-13 | 2023-09-12 | 中央硝子株式会社 | 拒水性保护膜形成剂和拒水性保护膜形成用化学溶液 |
CN112714649B (zh) | 2018-09-06 | 2024-07-02 | 第一三共株式会社 | 环状二核苷酸衍生物及其抗体药物偶联物 |
CN115209921A (zh) | 2020-03-06 | 2022-10-18 | 第一三共株式会社 | 包含新型环状二核苷酸衍生物的抗体药物偶联物 |
JPWO2022050300A1 (ja) | 2020-09-02 | 2022-03-10 | ||
EP3974481A1 (en) | 2020-09-29 | 2022-03-30 | Jotun A/S | Fouling release coating composition |
TW202241454A (zh) | 2021-02-01 | 2022-11-01 | 日商第一三共股份有限公司 | 抗體-免疫賦活化劑共軛物之新穎製造方法 |
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JP2007099955A (ja) * | 2005-10-06 | 2007-04-19 | Shin Etsu Chem Co Ltd | 室温硬化性オルガノポリシロキサン組成物の製造方法 |
Cited By (5)
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JP2017101141A (ja) * | 2015-12-01 | 2017-06-08 | 国立大学法人山口大学 | 硬化性樹脂組成物 |
KR20210032982A (ko) * | 2018-09-06 | 2021-03-25 | 와커 헤미 아게 | 이환식 구아니딘의 제조 방법 |
JP2021535917A (ja) * | 2018-09-06 | 2021-12-23 | ワッカー ケミー アクチエンゲゼルシャフトWacker Chemie AG | 二環式グアニジンを調製する方法 |
KR102596108B1 (ko) | 2018-09-06 | 2023-10-30 | 와커 헤미 아게 | 이환식 구아니딘의 제조 방법 |
JP7377276B2 (ja) | 2019-02-13 | 2023-11-09 | ダウ グローバル テクノロジーズ エルエルシー | 湿気硬化性ポリオレフィン配合物 |
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KR20170035965A (ko) | 2017-03-31 |
KR101880871B1 (ko) | 2018-07-20 |
RU2017105899A (ru) | 2018-08-27 |
IL250200A0 (en) | 2017-03-30 |
IL250200B (en) | 2020-08-31 |
RU2017105899A3 (ja) | 2018-08-29 |
US10301433B2 (en) | 2019-05-28 |
DE102014214408A1 (de) | 2016-01-28 |
CN106574114A (zh) | 2017-04-19 |
EP3172178B1 (de) | 2018-09-12 |
JP6352523B2 (ja) | 2018-07-04 |
EP3172178A1 (de) | 2017-05-31 |
CN106574114B (zh) | 2019-10-15 |
US20170210856A1 (en) | 2017-07-27 |
RU2683824C2 (ru) | 2019-04-02 |
WO2016012305A1 (de) | 2016-01-28 |
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