JP5986423B2 - 硬化性組成物およびその硬化物 - Google Patents
硬化性組成物およびその硬化物 Download PDFInfo
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- JP5986423B2 JP5986423B2 JP2012113077A JP2012113077A JP5986423B2 JP 5986423 B2 JP5986423 B2 JP 5986423B2 JP 2012113077 A JP2012113077 A JP 2012113077A JP 2012113077 A JP2012113077 A JP 2012113077A JP 5986423 B2 JP5986423 B2 JP 5986423B2
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- HZGIOLNCNORPKR-UHFFFAOYSA-N n,n'-bis(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCNCCC[Si](OC)(OC)OC HZGIOLNCNORPKR-UHFFFAOYSA-N 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical group CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 description 1
- CLYWMXVFAMGARU-UHFFFAOYSA-N n-benzyl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCNCC1=CC=CC=C1 CLYWMXVFAMGARU-UHFFFAOYSA-N 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- FRDNYWXDODPUJV-UHFFFAOYSA-N n-ethyl-2-methyl-3-trimethoxysilylpropan-1-amine Chemical compound CCNCC(C)C[Si](OC)(OC)OC FRDNYWXDODPUJV-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000005445 natural material Substances 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- ZCYXXKJEDCHMGH-UHFFFAOYSA-N nonane Chemical compound CCCC[CH]CCCC ZCYXXKJEDCHMGH-UHFFFAOYSA-N 0.000 description 1
- BKIMMITUMNQMOS-UHFFFAOYSA-N normal nonane Natural products CCCCCCCCC BKIMMITUMNQMOS-UHFFFAOYSA-N 0.000 description 1
- XNTUJOTWIMFEQS-UHFFFAOYSA-N octadecanoyl octadecaneperoxoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCCCCCCCC XNTUJOTWIMFEQS-UHFFFAOYSA-N 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- MTBVDKSFTCGOTN-UHFFFAOYSA-N octane pentane-2,4-dione tin(4+) Chemical compound [Sn+4].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O.CCCCCCC[CH2-].CCCCCCC[CH2-] MTBVDKSFTCGOTN-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- IIGMITQLXAGZTL-UHFFFAOYSA-N octyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCC IIGMITQLXAGZTL-UHFFFAOYSA-N 0.000 description 1
- 229920002601 oligoester Polymers 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical group C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 125000005634 peroxydicarbonate group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 150000004980 phosphorus peroxides Chemical class 0.000 description 1
- 238000007539 photo-oxidation reaction Methods 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002627 poly(phosphazenes) Polymers 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000768 polyamine Chemical class 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 description 1
- JTQPTNQXCUMDRK-UHFFFAOYSA-N propan-2-olate;titanium(2+) Chemical compound CC(C)O[Ti]OC(C)C JTQPTNQXCUMDRK-UHFFFAOYSA-N 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- BPJZKLBPJBMLQG-KWRJMZDGSA-N propanoyl (z,12r)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(=O)OC(=O)CC BPJZKLBPJBMLQG-KWRJMZDGSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004080 punching Methods 0.000 description 1
- 238000007342 radical addition reaction Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000012945 sealing adhesive Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 125000005371 silicon functional group Chemical group 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- ACECBHHKGNTVPB-UHFFFAOYSA-N silylformic acid Chemical class OC([SiH3])=O ACECBHHKGNTVPB-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 239000000600 sorbitol Chemical group 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- ZQZCOBSUOFHDEE-UHFFFAOYSA-N tetrapropyl silicate Chemical compound CCCO[Si](OCCC)(OCCC)OCCC ZQZCOBSUOFHDEE-UHFFFAOYSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 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
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000002463 transducing effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- UDUKMRHNZZLJRB-UHFFFAOYSA-N triethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OCC)(OCC)OCC)CCC2OC21 UDUKMRHNZZLJRB-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-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
- QYBKVVRRGQSGDC-UHFFFAOYSA-N triethyl methyl silicate Chemical compound CCO[Si](OC)(OCC)OCC QYBKVVRRGQSGDC-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 description 1
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-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
- 235000021081 unsaturated fats Nutrition 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Landscapes
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Silicon Polymers (AREA)
Description
ニトリル系単量体を含有する重合性成分を重合することによって得られる熱可塑性樹脂からなる外殻と、当該外殻に内包され且つ加熱することによって気化する発泡剤とから構成される熱膨張性マイクロカプセルを膨張させることによって得られる中空粒子(B)と、
を含有する一液型の硬化性組成物であって、
前記中空粒子の真比重が0.025〜0.100の範囲にあり、前記中空粒子の強熱残分が20%以下であり、前記中空粒子の平均粒子径が30〜60μmの範囲にあり、かつ、前記発泡剤のうち沸点が20〜40℃の範囲にある化合物が占める割合が50重量%以上であることを特徴とする硬化性組成物に関する。
−SiR1 3−aXa (1)
(R1は、それぞれ独立に炭素原子数1から20のアルキル基、炭素原子数6から20のアリール基、炭素原子数7から20のアラルキル基、または、−OSi(R’)3(R’は、それぞれ独立に炭素原子数1から20の炭化水素基である)で示されるトリオルガノシロキシ基である。また、Xは、それぞれ独立にヒドロキシ基または加水分解性基である。更に、aは1から3の整数である)で表される基があげられる。
H−(SiR2 2O)mSiR2 2−R3−SiX3 (2)
(Xは前記に同じ。2m+2個のR2は、それぞれ独立に炭化水素基であり、入手性およびコストの点から、炭素原子数1から20の炭化水素基が好ましく、炭素原子数1から8の炭化水素基がより好ましく、炭素原子数1から4の炭化水素基が特に好ましい。R3は2価の有機基であり、入手性およびコストの点から、炭素原子数1から12の2価の炭化水素基が好ましく、炭素原子数2から8の2価の炭化水素基がより好ましく、炭素原子数2の2価の炭化水素基が特に好ましい。また、mは0から19の整数であり、入手性およびコストの点から、1が好ましい)で表されるシラン化合物は、不均化反応が進まない。この為、(I)の合成法で、3個の加水分解性基が1つのケイ素原子に結合している基を導入する場合には、一般式(2)で表されるシラン化合物を用いることが好ましい。一般式(2)で示されるシラン化合物の具体例としては、1−[2−(トリメトキシシリル)エチル]−1,1,3,3−テトラメチルジシロキサン、1−[2−(トリメトキシシリル)プロピル]−1,1,3,3−テトラメチルジシロキサン、1−[2−(トリメトキシシリル)ヘキシル]−1,1,3,3−テトラメチルジシロキサンが挙げられる。
−R4−O− (3)
(R4は、炭素原子数1から14の直鎖状もしくは分岐アルキレン基である)で示される繰り返し単位を有する重合体であり、一般式(3)におけるR4は、炭素原子数1から14の、更には2から4の、直鎖状もしくは分岐アルキレン基が好ましい。一般式(3)で示される繰り返し単位の具体例としては、
−CH2O−、−CH2CH2O−、−CH2CH(CH3)O−、−CH2CH(C2H5)O−、−CH2C(CH3)2O−、−CH2CH2CH2CH2O−
等が挙げられる。ポリオキシアルキレン系重合体の主鎖骨格は、1種類だけの繰り返し単位からなってもよいし、2種類以上の繰り返し単位からなってもよい。特にシーリング材等に使用される場合には、プロピレンオキシド重合体を主成分とする重合体から成るものが非晶質であることや比較的低粘度である点から好ましい。
−CH2−C(R5)(COOR6)− (4)
(R5は水素原子またはメチル基、R6は炭素原子数1から8のアルキル基を示す)で表される炭素原子数1から8のアルキル基を有する(メタ)アクリル酸エステル単量体単位と、下記一般式(5):
−CH2−C(R5)(COOR7)− (5)
(R5は前記に同じ、R7は炭素原子数9以上のアルキル基を示す)で表される炭素原子数9以上のアルキル基を有する(メタ)アクリル酸エステル単量体単位からなる共重合体に、反応性ケイ素基を有するポリオキシアルキレン系重合体をブレンドして製造する方法である。
該共重合体に含有されていてもよい一般式(4)および一般式(5)以外の単量体単位としては、例えば、アクリル酸、メタクリル酸等のアクリル酸;アクリルアミド、メタクリルアミド、N−メチロールアクリルアミド、N−メチロールメタクリルアミド等のアミド基、グリシジルアクリレート、グリシジルメタクリレート等のエポキシ基、ジエチルアミノエチルアクリレート、ジエチルアミノエチルメタクリレート、アミノエチルビニルエーテル等のアミノ基を含む単量体;その他アクリロニトリル、スチレン、α−メチルスチレン、アルキルビニルエーテル、塩化ビニル、酢酸ビニル、プロピオン酸ビニル、エチレン等に起因する単量体単位があげられる。
−NR8−C(=O)− (6)
(R8は有機基または水素原子を表す)で表される基である。
W−R9−SiR1 3−aXa (7)
(R1、X、aは前記と同じ。R9は2価の有機基であり、より好ましくは炭素原子数1から20の炭化水素基である。Wはヒドロキシ基、カルボキシ基、メルカプト基およびアミノ基(1級または2級)から選ばれた活性水素含有基である)で表されるケイ素化合物のW基を反応させる方法により製造されるものを挙げることができる。この製造方法に関連した、有機重合体の公知の製造法を例示すると、特開2002−212415号、特開2001−323040号等が挙げられる。
O=C=N−R9−SiR1 3−aXa (8)
(R9、R1、X、aは前記に同じ)で示される反応性ケイ素基含有イソシアネート化合物とを反応させることにより製造されるものを挙げることができる。この製造方法に関連した、有機重合体の公知の製造法を例示すると、特開平11−279249号、WO03/059981等が挙げられる。
−NR10−C(=O)− (9)
(R10は水素原子または置換あるいは非置換の有機基を表す)で表される基を有する。この構造は極性が比較的高いため、硬化物の強度や基材への接着性が高くなる傾向にあり望ましい。
<中空粒子>
中空粒子の製造方法は、熱膨張性マイクロカプセルを加熱膨張させて製造する方法であれば特に限定はないが、特開2006−213930号公報に記載されている内部噴射方法等を採用することができる。
中空粒子の平均粒子径については、特に限定はないが、好ましくは30〜60μm、より好ましくは35〜55μm、最も好ましくは39〜50μmである。中空粒子の平均粒子径が30μmより小さい場合は、硬化性組成物の粘度が上昇することがあり好ましくない。中空粒子の平均粒子径が60μmより大きい場合は、硬化性組成物の硬化後の表面が粗くなり、汚れが付着しやすくなることがあり好ましくない。中空粒子の平均粒子径は、上記熱膨張性マイクロカプセルの平均粒子径と同様の方法で測定することができる。
熱膨張性マイクロカプセルを加熱膨張させて中空粒子を製造する際に発泡剤が中空粒子に残存して、中空粒子はその内部に発泡剤を含有していると好ましい。
ポリケイ皮酸ビニル類としては、シンナモイル基を感光基とする感光性樹脂でありポリビニルアルコールをケイ皮酸でエステル化したものの他、多くのポリケイ皮酸ビニル誘導体が例示される。アジド化樹脂は、アジド基を感光基とする感光性樹脂として知られており、通常はジアジド化合物を感光剤として加えたゴム感光液の他、「感光性樹脂」(昭和47年3月17日出版、印刷学会出版部発行、第93頁から、第106頁から、第117頁から)に詳細な例示があり、これらを単独または混合し、必要に応じて増感剤を加えて使用することができる。なお、ケトン類、ニトロ化合物などの増感剤やアミン類などの促進剤を添加すると、効果が高められる場合がある。光硬化性物質は、(A)成分100重量部に対して0.1から20重量部、好ましくは0.5から10重量部の範囲で使用するのがよく、0.1重量部以下では耐候性を高める効果はなく、20重量部以上では硬化物が硬くなりすぎて、ヒビ割れを生じる傾向がある。
塩化ナトリウム120g、シリカ有効成分20重量%であるコロイダルシリカ100g、ポリビニルピロリドン1.0gおよびカルボキシメチル化ポリエチレンイミン・Na塩の5%水溶液の1.0gを、イオン交換水600gに加えた後、得られた混合物のpHを2.8〜3.2に調整し、水性分散媒を調製した。
合成例1で得られた熱膨張性マイクロカプセルを膨張させることによって、真比重が0.064、平均粒子径が39μmである中空粒子1を製造した。製造方法は、上述したように、特開2006−213930号公報に記載されている内部噴射方法を採用した。
製造例1と同様に合成例1で得られた熱膨張性マイクロカプセルを膨張させることによって、中空粒子2〜4を製造した。得られた中空粒子の物性について表1に示した。
末端にメチルジメトキシシリル基を有するポリプロピレングリコール((株)カネカ製、商品名:カネカMSポリマーS203)100重量部、フタル酸エステル系可塑剤(ジェイ・プラス(株)製、商品名:DINP)60重量部、表面処理膠質炭酸カルシウム(白石工業(株)製、商品名:白艶華CCR)120重量部、タレ防止剤(楠本化成(株)製、商品名:ディスパロン6500)2重量部、を混合して充分混練りした後、3本ペイントロールに3回通して分散させた。その後、ミキサーにて120℃に加熱しながら減圧にて2時間攪拌することによって、上記組成物中の水分を除去し、500ppm以下であることを確認した。その後、50℃以下になるまで冷却した後、製造例1で得られた中空粒子(B−1)を3.63重量部、脱水剤としてビニルトリメトキシシラン(モメンティブ・パフォーマンス・マテリアルズ社製、商品名:Silquest A−171)2重量部、接着性付与剤としてγ−(2−アミノエチル)アミノプロピルトリメトキシシラン(モメンティブ・パフォーマンス・マテリアルズ社製、商品名:Silquest A−1120)3重量部、硬化触媒としてジブチル錫ビスアセチルアセトナート(日東化成(株)製、商品名:ネオスタンU−220H)1重量部を加えて混練し、容量330mlの密閉容器に充填して1液型の硬化性組成物を得た。この硬化性組成物の粘度、3日後と7日後の残留タック(表面のべたつき)、硬化物の引張物性、硬化性組成物の比重、スプリングバック評価を下記の方法に従って行った。
実施例1における中空粒子(B−1)の代わりに、中空粒子(B−2)を2.55重量部用いること以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
実施例1における中空粒子(B−1)の代わりに、中空粒子(B−3)を1.70重量部用いること以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
実施例1における中空粒子(B−1)を使用しないこと以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
実施例1における中空粒子(B−1)の代わりに、中空粒子(B−4)を1.30重量部用いること以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
実施例1における中空粒子(B−1)の代わりに、中空粒子(B−8)として、マツモトマイクロスフェアーF−80SDE(松本油脂製薬株式会社製、既膨張ドライタイプ、真比重0.030、強熱残分7.1%、発泡剤種としてイソブタン(沸点:−12℃)およびノルマルペンタンを含有し、発泡剤全体におけるノルマルペンタンの重量割合は45重量%)を1.70重量部用いること以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
実施例1における中空粒子(B−1)の代わりに、中空粒子(B−9)として、MFL−80GCA(松本油脂製薬株式会社製、無機粉体複合既膨張タイプ、真比重0.25、強熱残分73%、発泡剤種としてイソブタンおよびノルマルペンタンを含有し、発泡剤全体におけるノルマルペンタンの重量割合は45重量%)を16.0重量部用いること以外は、実施例1と同様の方法で硬化性組成物を得て、同様の評価を行った。
100ml容量のカップに泡が入らないように各硬化性組成物を充填し、BS型粘度計(トキメック社製)とローターNo.7を用いて、23℃50%RH条件下で各組成物の1rpm、2rpm、10rpmでの粘度を測定した。
上記で得られた硬化性組成物を厚み約3mmに伸ばし、23℃、50%RH条件下で放置した。3日後、7日後にその表面を指先で軽く触れ、べたつき程度を評価した。7は全くべたつき感が感じられない、5は少しべたつき感があり、3はべたつき感がきつい、という指標を元に評価を行った。
上記硬化性組成物を厚さ3mmのシート状試験体にして23℃、50%RH条件に3日間、さらに50℃乾燥機に4日間入れることで完全に硬化させた。3号ダンベル型に打ち抜いた後、島津(株)製オートグラフを用いて引張速度200mm/分で引張試験を行い、50%モジュラス、100%モジュラス、破断時の強度、破断時の伸び(それぞれ、M50、M100、TB、EBと示す)を測定した。
専用のガンを用いて、330ml容積のカートリッジから上記硬化性組成物を約4cm押し出し、すぐにガンの押し出しを止めてカートリッジをたてかけ、ノズルの先から出てきた量を計量した。これを2回繰り返し、平均値を求めた。比較例1はマイクロカプセルを含有していない例であり、この比較例1に比較したスプリングバックの良し悪しを下記のように表示した。
比較例1より大変悪い:×、少し悪い:△、同等:○、良好:◎
(硬化性組成物の比重)
容積をあらかじめ測定しておいた約10mlのミニカップに硬化性組成物を空気が入らないように充填し、その前後の重量を測定した。硬化性組成物の重量を体積で除して比重を求めた。
Claims (12)
- 反応性ケイ素基を有する有機重合体(A)と、
ニトリル系単量体を含有する重合性成分の重合体である熱可塑性樹脂からなる外殻と、当該外殻に内包され且つ加熱することによって気化する発泡剤とから構成される熱膨張性マイクロカプセルが膨張してなる中空粒子(B)と、
を含有する一液型の硬化性組成物であって、
前記中空粒子の真比重が0.025〜0.100の範囲にあり、前記中空粒子の強熱残分が20%以下であり、前記中空粒子の平均粒子径が30〜60μmの範囲にあり、かつ、前記発泡剤のうち沸点が20〜40℃の範囲にある化合物が占める割合が50重量%以上であることを特徴とする硬化性組成物。 - (A)成分の主鎖が、ポリオキシアルキレン系重合体および/又は(メタ)アクリル酸エステル系重合体であることを特徴とする、請求項1に記載の硬化性組成物。
- (A)成分の主鎖が直鎖構造であることを特徴とする、請求項1〜2のいずれかに記載の硬化性組成物。
- 前記発泡剤のうち沸点が20〜40℃の範囲にある化合物が、イソペンタンおよびノルマルペンタンから選ばれる少なくとも一種であることを特徴とする、請求項1〜3のいずれかに記載の硬化性組成物。
- 前記硬化性組成物の比重が0.9〜1.3の範囲にあることを特徴とする、請求項1〜4のいずれかに記載の硬化性組成物。
- シランカップリング剤をさらに含有することを特徴とする、請求項1〜5のいずれかに記載の硬化性組成物。
- 有機スズ系硬化触媒をさらに含有することを特徴とする、請求項1〜6のいずれかに記載の硬化性組成物。
- ノズルを備えた容器に充填され、加圧して前記ノズルから吐出して使用されるための、請求項1〜7のいずれかに記載の硬化性組成物。
- 請求項1〜8のいずれかに記載の硬化性組成物からなるシーリング材。
- 請求項1〜8のいずれかに記載の硬化性組成物からなるタイル用接着剤。
- 請求項1〜8のいずれかに記載の硬化性組成物からなる床用接着剤。
- 請求項1〜8のいずれかに記載の硬化性組成物を硬化して得られる硬化物。
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