JP6735654B2 - シール部材および、シール部材製造方法 - Google Patents
シール部材および、シール部材製造方法 Download PDFInfo
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- JP6735654B2 JP6735654B2 JP2016216916A JP2016216916A JP6735654B2 JP 6735654 B2 JP6735654 B2 JP 6735654B2 JP 2016216916 A JP2016216916 A JP 2016216916A JP 2016216916 A JP2016216916 A JP 2016216916A JP 6735654 B2 JP6735654 B2 JP 6735654B2
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- thiol
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- KGGOIDKBHYYNIC-UHFFFAOYSA-N ditert-butyl 4-[3,4-bis(tert-butylperoxycarbonyl)benzoyl]benzene-1,2-dicarboperoxoate Chemical compound C1=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=CC=C1C(=O)C1=CC=C(C(=O)OOC(C)(C)C)C(C(=O)OOC(C)(C)C)=C1 KGGOIDKBHYYNIC-UHFFFAOYSA-N 0.000 description 2
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- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical compound O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- HOXINJBQVZWYGZ-UHFFFAOYSA-N fenbutatin oxide Chemical compound C=1C=CC=CC=1C(C)(C)C[Sn](O[Sn](CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C=1C=CC=CC=1)(CC(C)(C)C=1C=CC=CC=1)CC(C)(C)C1=CC=CC=C1 HOXINJBQVZWYGZ-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- NULJZZQMTQVLPG-UHFFFAOYSA-N n,n-dimethylmorpholin-4-amine Chemical compound CN(C)N1CCOCC1 NULJZZQMTQVLPG-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- HPAFOABSQZMTHE-UHFFFAOYSA-N phenyl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)C1=CC=CC=C1 HPAFOABSQZMTHE-UHFFFAOYSA-N 0.000 description 1
- LYXOWKPVTCPORE-UHFFFAOYSA-N phenyl-(4-phenylphenyl)methanone Chemical compound C=1C=C(C=2C=CC=CC=2)C=CC=1C(=O)C1=CC=CC=C1 LYXOWKPVTCPORE-UHFFFAOYSA-N 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- RLEFZEWKMQQZOA-UHFFFAOYSA-M potassium;octanoate Chemical compound [K+].CCCCCCCC([O-])=O RLEFZEWKMQQZOA-UHFFFAOYSA-M 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- NCNISYUOWMIOPI-UHFFFAOYSA-N propane-1,1-dithiol Chemical compound CCC(S)S NCNISYUOWMIOPI-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Images
Landscapes
- Gasket Seals (AREA)
- Laminated Bodies (AREA)
- Sealing Material Composition (AREA)
- Polyurethanes Or Polyureas (AREA)
Description
試験片;t12.5mm×φ29mmの円柱形状の皮膜
試験条件;25%圧縮した状態で70℃において22時間経過した後に、圧縮を開放し、23℃において30分間放置し冷却
圧縮永久歪={(t0−t1)/(t0−t2)}×100
t0;試験片の圧縮前の厚さ
t1;試験片の冷却後の厚さ
t2;スペーサの厚さ
なお、圧縮永久歪(%)は、20%以下であることが好ましく、さらに言えば、15%以下であることが好ましい。
図3,図4,図6に示す配合の原料から、実施例1〜12のシール部材の皮膜および比較例4〜8のシール部材の皮膜を製造した。以下に、各原料の詳細を示す。
・ポリオールb;ポリプロピレングリコール(PPG)、商品名:アクトコールD1000(Mw:1000)、三井化学(株)製
・ポリオールc;ポリプロピレングリコール(PPG)、商品名:サンニックスPP−200(Mw:200)、三洋化成(株)製
・ポリオールd;ポリプロピレングリコール(PPG)、商品名:プレミノールS4013(Mw:12000)、旭硝子(株)製
・ポリオールe;ポリプロピレングリコール(PPG)、商品名:プレミノールS4318(Mw:18000)、旭硝子(株)製
・ポリイソシアネート;TDI、商品名:ルプラネートT−80(Mw:174.2)、BASF製
・ビニルエーテル;ヒドロキシブチルビニルエーテル(Mw:116.2)、日本カーバイド(株)製
・アリルエーテル;ヒドロキシエチルアリルエーテル(Mw:102.1)、日本乳化剤(株)製
・アクリレート;2−ヒドロキシエチルメタクリレート(Mw:130.1)、日本触媒(株)製
・チオールB;官能基数3、トリメチロールプロパントリス、商品名:TMMP(Mw:398.5)、SC有機化学(株)製
・チオールC;官能基数4、ペンタエリスリトールテトラキス、商品名:PEMP(Mw:488.6)、SC有機化学(株)製
・チオールD;官能基数6、ジペンタエリスリトールヘキサキス、商品名:DPMP(Mw:783.0)、SC有機化学(株)製
・チオールE;官能基数1、2−エチルヘキシル−3−メルカプトプロピオネート、商品名:EHMP(Mw:218.35)、SC有機化学(株)製
実施例1〜12のシール部材、比較例1〜8のシール部材に対して、上述した器具10を用いて、止水性の評価を行なった。この評価において、50KPaの空気が供給された際に水漏れが無かった場合に、「○」と評価し、その評価結果を、図3〜図6の「止水評価」の欄に、基体の種類毎に示す。また、50KPa未満の空気が供給された際に水漏れがあった場合には、その際に供給された空気の圧力を、図3〜図6の「止水評価」の欄に、基体の種類毎に示す。
Claims (6)
- 弾性変形可能な独立気泡からなる発泡体である基体と、
アリルエーテル基とビニルエーテル基とアクリレート基との少なくとも1つを末端官能基として有するウレタンプレポリマーと、チオール基を有するポリチオールとからなる組成物を用いて、前記基体の表面の少なくとも一部に作成された皮膜と
を備えたシール部材。 - 前記ポリチオールの平均官能基数が、2以上であることを特徴とする請求項1に記載のシール部材。
- 前記ウレタンプレポリマーが有するアリルエーテル基とビニルエーテル基とアクリレート基との少なくとも1つの全当量数に対する前記ポリチオールが有するチオール基の全当量数の比率が、0.7〜2.5であることを特徴とする請求項1または請求項2に記載のシール部材。
- 前記ウレタンプレポリマーの重量平均分子量が、1000〜30000であることを特徴とする請求項1ないし請求項3のいずれか1つに記載のシール部材。
- 前記皮膜の圧縮永久歪(JIS K 7312:1996)が、20%以下であることを特徴とする請求項1ないし請求項4のいずれか1つに記載のシール部材。
- アリルエーテル基とビニルエーテル基とアクリレート基との少なくとも1つを末端官能基として有するウレタンプレポリマーと、チオール基を有するポリチオールとからなる原料を、弾性変形可能な基体の表面の少なくとも一部に付着させる付着工程と、
前記付着工程において付着された原料に光を照射する照射工程と
を含み、光重合反応によりシール部材を製造するシール部材製造方法。
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