TWI702194B - 纖維用集束劑組成物、纖維用集束劑分散體、纖維用集束劑溶液、纖維束之製造方法、複合中間體及纖維強化複合材料 - Google Patents
纖維用集束劑組成物、纖維用集束劑分散體、纖維用集束劑溶液、纖維束之製造方法、複合中間體及纖維強化複合材料 Download PDFInfo
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- TWI702194B TWI702194B TW104129098A TW104129098A TWI702194B TW I702194 B TWI702194 B TW I702194B TW 104129098 A TW104129098 A TW 104129098A TW 104129098 A TW104129098 A TW 104129098A TW I702194 B TWI702194 B TW I702194B
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- Prior art keywords
- fiber
- sizing agent
- acid
- agent composition
- polyester resin
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- 239000000835 fiber Substances 0.000 title claims abstract description 159
- 238000004513 sizing Methods 0.000 title claims abstract description 103
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 102
- 239000000203 mixture Substances 0.000 title claims abstract description 70
- 238000004519 manufacturing process Methods 0.000 title claims description 42
- 239000002131 composite material Substances 0.000 title claims description 38
- 239000006185 dispersion Substances 0.000 title claims description 15
- 239000000463 material Substances 0.000 title claims description 15
- 239000003733 fiber-reinforced composite Substances 0.000 title claims description 9
- 229920001225 polyester resin Polymers 0.000 claims abstract description 71
- 239000004645 polyester resin Substances 0.000 claims abstract description 71
- 239000012948 isocyanate Substances 0.000 claims abstract description 33
- 150000001875 compounds Chemical class 0.000 claims abstract description 31
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 60
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 52
- 229920005989 resin Polymers 0.000 claims description 48
- 239000011347 resin Substances 0.000 claims description 48
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 42
- 150000002009 diols Chemical class 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 24
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- 239000004917 carbon fiber Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 15
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- 239000004094 surface-active agent Substances 0.000 claims description 10
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 9
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- 239000003960 organic solvent Substances 0.000 claims description 8
- 125000006353 oxyethylene group Chemical group 0.000 claims description 8
- 125000004185 ester group Chemical group 0.000 claims description 7
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- 229910052751 metal Inorganic materials 0.000 claims description 6
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- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 5
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- 239000000919 ceramic Substances 0.000 claims description 4
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- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- -1 tertiary amine salt Chemical class 0.000 abstract description 146
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract description 9
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- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
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- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical group C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 14
- 239000000126 substance Substances 0.000 description 13
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- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 11
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- 238000010438 heat treatment Methods 0.000 description 10
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- 229920001223 polyethylene glycol Polymers 0.000 description 10
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- 239000000243 solution Substances 0.000 description 10
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- 239000002202 Polyethylene glycol Substances 0.000 description 9
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 9
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- 235000013772 propylene glycol Nutrition 0.000 description 9
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 9
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 8
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 8
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- IRXRGVFLQOSHOH-UHFFFAOYSA-L dipotassium;oxalate Chemical compound [K+].[K+].[O-]C(=O)C([O-])=O IRXRGVFLQOSHOH-UHFFFAOYSA-L 0.000 description 8
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- BYLSIPUARIZAHZ-UHFFFAOYSA-N 2,4,6-tris(1-phenylethyl)phenol Chemical compound C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C(C)C=2C=CC=CC=2)=CC=1C(C)C1=CC=CC=C1 BYLSIPUARIZAHZ-UHFFFAOYSA-N 0.000 description 4
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- 229910019142 PO4 Inorganic materials 0.000 description 4
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- RKHXQBLJXBGEKF-UHFFFAOYSA-M tetrabutylphosphanium;bromide Chemical compound [Br-].CCCC[P+](CCCC)(CCCC)CCCC RKHXQBLJXBGEKF-UHFFFAOYSA-M 0.000 description 3
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- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- BJQWBACJIAKDTJ-UHFFFAOYSA-N tetrabutylphosphanium Chemical compound CCCC[P+](CCCC)(CCCC)CCCC BJQWBACJIAKDTJ-UHFFFAOYSA-N 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- TYWMIZZBOVGFOV-UHFFFAOYSA-N tetracosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCO TYWMIZZBOVGFOV-UHFFFAOYSA-N 0.000 description 1
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Chemical compound OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- SZWHXXNVLACKBV-UHFFFAOYSA-N tetraethylphosphanium Chemical compound CC[P+](CC)(CC)CC SZWHXXNVLACKBV-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- BXYHVFRRNNWPMB-UHFFFAOYSA-N tetramethylphosphanium Chemical compound C[P+](C)(C)C BXYHVFRRNNWPMB-UHFFFAOYSA-N 0.000 description 1
- ZTXFOCMYRCGSMU-UHFFFAOYSA-M tetramethylphosphanium;bromide Chemical compound [Br-].C[P+](C)(C)C ZTXFOCMYRCGSMU-UHFFFAOYSA-M 0.000 description 1
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- 238000003856 thermoforming Methods 0.000 description 1
- LLZRNZOLAXHGLL-UHFFFAOYSA-J titanic acid Chemical compound O[Ti](O)(O)O LLZRNZOLAXHGLL-UHFFFAOYSA-J 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 1
- DHWBYAACHDUFAT-UHFFFAOYSA-N tricyclopentylphosphane Chemical compound C1CCCC1P(C1CCCC1)C1CCCC1 DHWBYAACHDUFAT-UHFFFAOYSA-N 0.000 description 1
- AFMZHZVBGUDFOC-UHFFFAOYSA-M triethyl(2-methoxyethoxymethyl)phosphanium;chloride Chemical compound [Cl-].CC[P+](CC)(CC)COCCOC AFMZHZVBGUDFOC-UHFFFAOYSA-M 0.000 description 1
- TZWFFXFQARPFJN-UHFFFAOYSA-N triethyl(methyl)phosphanium Chemical compound CC[P+](C)(CC)CC TZWFFXFQARPFJN-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- RXJKFRMDXUJTEX-UHFFFAOYSA-N triethylphosphine Chemical compound CCP(CC)CC RXJKFRMDXUJTEX-UHFFFAOYSA-N 0.000 description 1
- FPZZZGJWXOHLDJ-UHFFFAOYSA-N trihexylphosphane Chemical compound CCCCCCP(CCCCCC)CCCCCC FPZZZGJWXOHLDJ-UHFFFAOYSA-N 0.000 description 1
- IKANSXQHJXBNIN-UHFFFAOYSA-N trimethyl(octadecyl)phosphanium Chemical compound CCCCCCCCCCCCCCCCCC[P+](C)(C)C IKANSXQHJXBNIN-UHFFFAOYSA-N 0.000 description 1
- UJLZFWKVBBDKKP-UHFFFAOYSA-M trimethyl(octadecyl)phosphanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCCCC[P+](C)(C)C UJLZFWKVBBDKKP-UHFFFAOYSA-M 0.000 description 1
- CVFVQXOZIJNRLO-UHFFFAOYSA-N trimethyl(octadecyl)phosphanium;hydrochloride Chemical compound Cl.CCCCCCCCCCCCCCCCCC[P+](C)(C)C CVFVQXOZIJNRLO-UHFFFAOYSA-N 0.000 description 1
- GSXJZMHTYRCTSK-UHFFFAOYSA-M trimethyl(octadecyl)phosphanium;hydroxide Chemical compound [OH-].CCCCCCCCCCCCCCCCCC[P+](C)(C)C GSXJZMHTYRCTSK-UHFFFAOYSA-M 0.000 description 1
- YGDBTMJEJNVHPZ-UHFFFAOYSA-N trimethyl(propyl)phosphanium Chemical compound CCC[P+](C)(C)C YGDBTMJEJNVHPZ-UHFFFAOYSA-N 0.000 description 1
- RMZAYIKUYWXQPB-UHFFFAOYSA-N trioctylphosphane Chemical compound CCCCCCCCP(CCCCCCCC)CCCCCCCC RMZAYIKUYWXQPB-UHFFFAOYSA-N 0.000 description 1
- IWPNEBZUNGZQQQ-UHFFFAOYSA-N tripentylphosphane Chemical compound CCCCCP(CCCCC)CCCCC IWPNEBZUNGZQQQ-UHFFFAOYSA-N 0.000 description 1
- LFHPGQDXWNQGTQ-UHFFFAOYSA-N triphenyl(prop-1-ynyl)phosphanium Chemical compound C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C#CC)C1=CC=CC=C1 LFHPGQDXWNQGTQ-UHFFFAOYSA-N 0.000 description 1
- FLNRHACWTVIBQS-UHFFFAOYSA-N triphenyl(prop-2-enyl)phosphanium Chemical compound C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC=C)C1=CC=CC=C1 FLNRHACWTVIBQS-UHFFFAOYSA-N 0.000 description 1
- PXIMQGSMXJFQOF-UHFFFAOYSA-N triphenyl(propan-2-yl)phosphanium Chemical compound C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(C(C)C)C1=CC=CC=C1 PXIMQGSMXJFQOF-UHFFFAOYSA-N 0.000 description 1
- KCTAHLRCZMOTKM-UHFFFAOYSA-N tripropylphosphane Chemical compound CCCP(CCC)CCC KCTAHLRCZMOTKM-UHFFFAOYSA-N 0.000 description 1
- LFNXCUNDYSYVJY-UHFFFAOYSA-N tris(3-methylphenyl)phosphane Chemical compound CC1=CC=CC(P(C=2C=C(C)C=CC=2)C=2C=C(C)C=CC=2)=C1 LFNXCUNDYSYVJY-UHFFFAOYSA-N 0.000 description 1
- DLQYXUGCCKQSRJ-UHFFFAOYSA-N tris(furan-2-yl)phosphane Chemical compound C1=COC(P(C=2OC=CC=2)C=2OC=CC=2)=C1 DLQYXUGCCKQSRJ-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- ZENOXNGFMSCLLL-UHFFFAOYSA-N vanillyl alcohol Chemical compound COC1=CC(CO)=CC=C1O ZENOXNGFMSCLLL-UHFFFAOYSA-N 0.000 description 1
- 150000003739 xylenols Chemical class 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
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Abstract
本發明係關於一種纖維用集束劑組成物,其含有聚酯樹脂(A)及反應性化合物(B),並且聚酯樹脂(A)係HLB為4~18、30℃下之黏度為10~1,000,000Pa‧s之聚酯樹脂,反應性化合物(B)為選自由封端異氰酸酯、三級胺、三級胺鹽、四級銨鹽、四級鏻鹽及膦化合物所組成之群中之至少1種反應性化合物,纖維用集束劑組成物中之聚酯樹脂(A)與反應性化合物(B)之重量比[(A)/(B)]為99.9/0.1~10/90。
Description
本發明係關於一種纖維用集束劑組成物。更詳細而言,本發明係關於一種纖維強化複合材料中所使用之纖維用集束劑組成物。
不飽和聚酯樹脂、酚樹脂及環氧樹脂等基質樹脂與各種纖維之複合材料,被廣泛用於建築材料、運動用具、娛樂用品及飛機等領域。作為該等複合材料所使用之纖維,可列舉:聚芳醯胺纖維、玻璃纖維、碳纖維、陶瓷纖維、金屬纖維、礦物纖維、岩石纖維及礦渣纖維(slag fiber)等。該等纖維之中,尤其是碳纖維由於拉伸強度優異,故而用於高性能纖維強化複合材料用途。碳纖維通常係以長絲(filament)或絲束之形態製造,進而被加工成沿一方向拉齊之片材、長絲繞組、織物或短切纖維等而使用。於碳纖維之加工中為了防止起毛或斷頭,通常會對長絲或絲束賦予集束劑。
近年來,為了將複合材料拓展至各種用途,而要求進一步提高其強度。為此,業界正進行對集束劑賦予新的功能而提高複合材料之強度之開發。
例如可列舉:由利用含有特定環氧化合物之集束劑進行過上漿處理
(sizing treatment)之纖維束所構成之複合材料(專利文獻1)、由利用含有具環氧基之橡膠乳膠之集束劑進行過上漿處理之纖維束所構成之複合材料(專利文獻2)、由利用含有封端異氰酸酯之集束劑進行過上漿處理之纖維束所構成之複合材料(專利文獻3及4)。
專利文獻1:日本特開2013-177704號公報
專利文獻2:日本特開2008-95222號公報
專利文獻3:日本特開平2-84558號公報
專利文獻4:日本特開2014-162999號公報
專利文獻1及2中所提出之集束劑存在纖維束之集束性不足,且複合材料之強度亦不足之課題。關於專利文獻3及4中所提出之集束劑,由於纖維束之起毛較多,故而複合材料之強度尚不充分。
本發明之目的在於提供一種可對纖維束賦予優異之集束性,且對使用該纖維束之纖維強化複合材料賦予優異之拉伸強度之纖維用集束劑組成物。
本發明人為了解決上述課題而反覆進行努力研究,結果完成本發明。即,本發明為一種纖維用集束劑組成物,其含有聚酯樹脂(A)及反應性化合物(B),並且聚酯樹脂(A)係HLB為4~18、於30℃之黏度為10~1,000,000Pa‧s之聚酯樹脂,反應性化合物(B)為選自由封端異氰酸酯、三級胺、三級胺鹽、四級銨鹽、四級鏻鹽及膦化合物所組成之群中
之至少1種反應性化合物,纖維用集束劑組成物中之聚酯樹脂(A)與反應性化合物(B)之重量比[(A)/(B)]為99.9/0.1~10/90;為一種纖維用集束劑分散體,係使該纖維用集束劑組成物分散於水或有機溶劑中而成;為一種纖維用集束劑溶液,係使該纖維用集束劑組成物溶解於水或有機溶劑中而成;為一種纖維束之製造方法,係利用該纖維用集束劑分散體或該纖維用集束劑溶液對纖維進行處理而獲得纖維束;為一種複合中間體,係由經該製造方法獲得之纖維束與基質樹脂而獲得;及一種纖維強化複合材料,係將該複合中間體成形而成。
本發明之纖維用集束劑組成物之乳化穩定性優異、發揮出對纖維束賦予良好之集束性之效果及抑制起毛產生之效果,使用該纖維束之纖維強化複合材料發揮出拉伸強度優異之效果。
本發明之纖維用集束劑組成物係含有聚酯樹脂(A)而成。聚酯樹脂(A)係分子中具有2個以上酯鍵者。
聚酯樹脂(A)之HLB為4~18,於30℃之黏度為10~1,000,000Pa‧s。
於本說明書中,HLB係藉由格里芬(Griffin)之方法而求出之值。聚酯樹脂(A)之HLB為4~18,較佳為5~17,進而較佳為6~16。
於HLB未達4或超過18之情形時,由於纖維束之起毛增多,故而複合材料之強度降低。
聚酯樹脂(A)之30℃下之黏度為10~1,000,000Pa‧s,較佳為20~500,000Pa‧s,進而較佳為50~100,000Pa‧s。
於黏度未達10Pa‧s之情形時,纖維束之起毛增多,若黏度超過1,000,000Pa‧s,則纖維束之集束性變得過高,而開纖性惡化。
<聚酯樹脂之黏度之測定方法>
於本說明書中,聚酯樹脂(A)之黏度為複數黏度,例如可利用黏彈性測定裝置(例如Rheometric Scientific公司製造之ARES)進行測定。
將測定條件示於以下。
樣品固定夾具:直徑25mm圓盤
間隙間距離:0.25mm
應變:1%
頻率:1Hz
溫度:30℃
聚酯樹脂(A)中之酯基濃度基於上述聚酯樹脂(A)之重量,較佳為10mmol/g以下,進而較佳為5mmol/g以下。若酯基濃度過高,則聚酯樹脂(A)之黏度會增高,而抑制纖維束之起毛產生之效果降低。
聚酯樹脂(A)中之酯基濃度之下限並無特別限定,較佳為基於上述聚酯樹脂(A)之重量而為0.5mmol/g以上。
上述酯基濃度例如可藉由NMR(Nuclear Magnetic Resonance)測定而求出。
聚酯樹脂(A)較佳為二羧酸(a1)及/或二羧酸之酸酐(a2)、與二醇(b)之縮聚合物。
作為二羧酸(a1),可列舉:鏈式飽和二羧酸、鏈式不飽和二羧酸、脂環式二羧酸、二聚物酸及芳香族二羧酸等。
作為鏈式飽和二羧酸,可列舉:碳數2~22之直鏈或支鏈之鏈式飽和二羧酸(草酸、丙二酸、琥珀酸、戊二酸、甲基琥珀酸、乙基琥珀酸、二甲基丙二酸、α-甲基戊二酸、β-甲基戊二酸、2,4-二乙基戊二酸、異丙基丙二酸、己二酸、庚二酸、辛二酸、壬二酸、癸二酸、癸烷二羧酸、十一烷二羧酸、十二烷二羧酸、十三烷二羧酸、十四烷二羧酸、十六烷二羧酸、十八烷二羧酸、二十烷二羧酸、癸基琥珀酸、十二烷基琥珀酸及十八烷基琥珀酸等)等。
作為鏈式不飽和二羧酸,可列舉:碳數4~22之直鏈或支鏈之鏈式不飽和二羧酸(順丁烯二酸、反丁烯二酸、檸康酸、甲基反丁烯二酸、十二烯基琥珀酸、十五烯基琥珀酸及十八烯基琥珀酸等)等。
作為脂環式二羧酸,可列舉:碳數7~14之脂環式二羧酸(1,3-或1,2-環戊烷二羧酸、1,2-、1,3-或1,4-環己烷二羧酸、1,2-、1,3-或1,4-環己烷二乙酸及二環己基-4,4'-二羧酸等)等。
作為二聚物酸,可列舉碳數8~24之鏈式不飽和羧酸(油酸、亞麻油酸及次亞麻油酸等)之二聚物等。
作為芳香族二羧酸,可列舉:碳數8~14之芳香族二羧酸(對苯二甲酸、間苯二甲酸、鄰苯二甲酸、苯基丙二酸、苯基琥珀酸、β-苯基戊二酸、α-苯基己二酸、β-苯基己二酸、聯苯-2,2'-及4,4'-二羧酸、萘
二羧酸、5-磺基間苯二甲酸鈉及5-磺基間苯二甲酸鉀等)等。
作為二羧酸之酸酐(a2),可列舉上述二羧酸(a1)之酸酐、例如琥珀酸酐、順丁烯二酸酐及鄰苯二甲酸酐等。
二羧酸(a1)及二羧酸之酸酐(a2)可單獨使用亦可併用2種以上。該等之中,就集束性之觀點而言,較佳為鏈式飽和二羧酸、鏈式不飽和二羧酸及芳香族二羧酸,進而較佳為草酸、丙二酸、琥珀酸、己二酸、癸二酸、順丁烯二酸、反丁烯二酸、對苯二甲酸、間苯二甲酸、鄰苯二甲酸及該等中之2種以上之併用,尤佳為己二酸、順丁烯二酸、反丁烯二酸、對苯二甲酸、間苯二甲酸及該等中之2種以上之併用。
作為二醇(b),可列舉:脂肪族烷烴二醇及其環氧烷(以下,簡稱為AO)加成物、脂環式二醇及其AO加成物、一級胺之AO加成物以及含芳香環之二元酚之AO加成物等。
作為脂肪族烷烴二醇,可列舉:碳數2~16者、例如乙二醇、1,2-丙二醇、1,3-丙二醇、1,4-丁二醇、1,6-己二醇、辛二醇、癸烷二醇、十二烷二醇、十六烷二醇、新戊二醇及2,2-二乙基-1,3-丙二醇等。作為脂肪族烷烴二醇之AO加成物,可列舉將碳數2~4之AO加成於上述二醇而成之化合物。作為碳數2~4之AO,可列舉:環氧乙烷(以下,簡稱為EO)、1,2-環氧丙烷(以下,簡稱為PO)、1,2-環氧丁烷及1,4-環氧丁烷(以下,簡稱為BO)等。該等AO可併用2種以上,併用2種以上之情形時之鍵結方式可為嵌段加成、無規加成及併用該等之任一種。每1分子脂肪族烷烴二醇之AO之加成莫耳數通常為1~120莫耳。
作為脂環式二醇,可列舉碳數4~16者、例如1,4-環己二
醇、1,4-環己烷二甲醇及氫化雙酚A等。作為脂環式二醇之AO加成物,可列舉將碳數2~4之AO加成於上述二醇而成之化合物。
作為一級胺之AO加成物中之一級胺,可列舉碳數1~22之一級胺、例如甲基胺、乙基胺、丙基胺、丁基胺、辛基胺、癸基胺及十二烷基胺等。作為一級胺之AO加成物,可列舉將碳數2~4之AO加成於上述胺而成之化合物。
作為含芳香環之二元酚之AO加成物中之含芳香環之二元酚,可列舉:雙酚A、雙酚S、甲酚及對苯二酚等。作為含芳香環之二元酚之AO加成物,可列舉將碳數2~4之AO加成於上述酚而成之化合物。
二醇(b)之中,就集束劑之乳化穩定性之觀點而言,較佳為脂肪族烷烴二醇及其AO加成物、脂環式二醇之AO加成物、一級胺之AO加成物、含芳香環之二元酚之AO加成物以及該等之2種以上之併用,進而較佳為脂肪族烷烴二醇及其AO加成物、含芳香環之二元酚之AO加成物以及該等之2種以上之併用。
又,就抑制纖維束之起毛及集束劑之乳化穩定性之觀點而言,所使用之二醇(b)中之至少1種較佳為具有平均5~200個氧乙烯基之二醇(b1),二醇(b1)較佳為具有平均10~100個氧乙烯基之二醇。
藉由使用二醇(b1),可抑制纖維束之起毛,發揮出優異之乳化穩定性。
作為具有平均5~200個氧乙烯基之二醇(b1),可列舉上述中所例示之二醇(b)之中的下述者等。
含芳香環之二元酚、一級胺或脂環式二醇之AO加成物之中,可列舉加成有平均5~200個EO者等。具體而言,可列舉:雙酚A之
EO 10莫耳加成物、雙酚A之EO 40莫耳加成物、雙酚A之EO 100莫耳加成物及雙酚A之EO 200莫耳加成物等。
碳數3~4之脂肪族烷烴二醇之AO加成物之中,可列舉加成有平均5~200個EO者。具體而言,可列舉:丙二醇之EO 5莫耳加成物、丙二醇之PO 2莫耳/EO 20莫耳加成物(嵌段加成物)、丙二醇之PO 5莫耳/EO 100莫耳加成物(嵌段加成物)及丙二醇之PO 5莫耳/EO 100莫耳加成物(無規加成物)等。
乙二醇之AO加成物之中,可列舉EO之平均加成莫耳數為4~199莫耳者。具體而言,可列舉:乙二醇之EO 4莫耳加成物及乙二醇之EO 199莫耳加成物等聚乙二醇。
具有平均5~200個氧乙烯基之二醇(b1)之中,就抑制纖維束之起毛之觀點而言,較佳為雙酚A之EO加成物及/或乙二醇之EO加成物。
每1種二醇(b)之氧乙烯基之平均個數例如於可使二醇(b)自聚酯樹脂(A)單離之情形時,可藉由對二醇(b)進行NMR測定而求出。
於無法使二醇(b)自聚酯樹脂(A)單離(isolation)之情形時,例如可使聚酯樹脂(A)水解而以二醇混合物之形式獲得後,進而藉由分離凝膠滲透層析法(以下,稱為分離GPC)將二醇混合物區分,並對各區分成分進行NMR測定而鑑定結構,藉此算出上述氧乙烯基之平均個數。
分離GPC之測定條件例如如下所述。
機型:LC-09(日本分析工業(股份有限公司)製造)
管柱:JAIGEL-3H
+JAIGEL-2H
+JAIGEL-1H
管柱溫度:25℃
溶劑:氯仿
流速:3ml/min
試樣濃度:2重量%
注入量:3ml
作為製造聚酯樹脂(A)之方法,例如可列舉:以特定莫耳比添加二羧酸(a1)及/或二羧酸之酸酐(a2)與二醇(b),並於反應溫度100~250℃、壓力-0.1~1.2MPa、於攪拌下,將水蒸餾去除之方法。亦可於反應混合物中進而添加二醇(b)而使之反應。
於製造聚酯樹脂(A)時,較佳為基於聚酯樹脂(A)之重量添加0.05~0.5重量%之觸媒。作為觸媒,例如可列舉:對甲苯磺酸、二丁基氧化錫、鈦酸四異丙氧酯及草酸鈦酸鉀,就反應性及對環境之影響之觀點而言,較佳為鈦酸四異丙氧酯及草酸鈦酸鉀,進而較佳為草酸鈦酸鉀。
本發明之纖維用集束劑組成物係含有反應性化合物(B)而成。
反應性化合物(B)為選自由封端異氰酸酯、三級胺、三級胺鹽、四級銨鹽、四級鏻鹽及膦化合物所組成之群中之至少1種。
所謂封端異氰酸酯係利用封端化劑對異氰酸酯化合物之異氰酸酯基(-NCO)進行封阻而成之化合物。此種封端異氰酸酯可抑制異氰酸酯基之反應性,並藉由加熱使封端化劑解離,藉此異氰酸酯基之反應
性恢復。
作為異氰酸酯化合物,可列舉:脂肪族異氰酸酯、脂環式異氰酸酯、芳香脂肪族異氰酸酯、芳香族異氰酸酯及聚異氰酸酯之改質體等。
作為脂肪族異氰酸酯,可列舉:異氰酸十八烷基酯、伸乙基二異氰酸酯、四亞甲基二異氰酸酯、六亞甲基二異氰酸酯(HDI)、七亞甲基二異氰酸酯、八亞甲基二異氰酸酯、十亞甲基二異氰酸酯、十二亞甲基二異氰酸酯、2,2,4-或2,4,4-三甲基六亞甲基二異氰酸酯、離胺酸二異氰酸酯、2,6-二異氰酸酯基己酸甲酯(2,6-diisocyanate methyl caproate)、2,6-二異氰酸酯基己酸乙酯、反丁烯二酸雙(2-異氰酸酯基乙基)酯、碳酸雙(2-異氰酸酯基乙基)酯、1,6,11-十一烷三異氰酸酯、1,8-二異氰酸酯基-4-異氰酸酯基甲基辛烷、1,3,6-六亞甲基三異氰酸酯、離胺酸酯三異氰酸酯(離胺酸與烷醇胺之反應產物之碳醯氯化物)、2-異氰酸酯基乙基-2,6-二異氰酸酯基己酸酯及2-或3-異氰酸酯基丙基-2,6-二異氰酸酯基己酸酯等。
作為脂環式異氰酸酯,可列舉:異佛爾酮二異氰酸酯(IPDI)、二環己基甲烷-4,4'-二異氰酸酯(氫化MDI)、環伸己基二異氰酸酯、甲基環伸己基二異氰酸酯、雙(2-異氰酸酯基乙基)-4-伸環己基-1,2-二羧酸酯、2,5-或2,6-降莰烷二異氰酸酯及雙環庚烷三異氰酸酯等。
作為芳香脂肪族異氰酸酯,可列舉:間或對苯二甲基二異氰酸酯(XDI)、二乙基苯二異氰酸酯及α,α,α',α'-四甲基苯二甲基二異氰酸酯(TMXDI)等。
作為芳香族異氰酸酯,可列舉:1,3-或1,4-苯二異氰酸酯、
2,4-或2,6-甲苯二異氰酸酯(TDI)、4,4'-或2,4'-二苯基甲烷二異氰酸酯(MDI)、間或對異氰酸酯基苯基磺醯基異氰酸酯、4,4'-二異氰酸酯基聯苯、3,3'-二甲基-4,4'-二異氰酸酯基聯苯、3,3'-二甲基-4,4'-二異氰酸酯基二苯基甲烷、1,5-萘二異氰酸酯、粗製TDI及粗製MDI(聚亞甲基聚苯基聚異氰酸酯)等。
作為聚異氰酸酯之改質體,可列舉:MDI、TDI、HDI及IPDI等胺酯(urethane)改質物(使多元醇與過量之聚異氰酸酯反應而獲得之異氰酸酯末端胺酯預聚物)、或使該等聚異氰酸酯與具有活性氫原子之化合物(例如三羥甲基丙烷、新戊四醇等)以異氰酸酯基(-NCO)與羥基(-OH)之比超過1的莫耳比進行反應而獲得之含末端異氰酸酯基之多元醇加成聚異氰酸酯等。
該等異氰酸酯化合物之中,就纖維束之集束性之觀點而言,較佳為芳香脂肪族異氰酸酯及芳香族異氰酸酯,進而較佳為芳香族異氰酸酯。具體而言為XDI、TDI、MDI等。
作為封端化劑,並無特別限定,具體而言,可列舉:內醯胺(ε-己內醯胺、δ-戊內醯胺、γ-丁內醯胺等)、酚(苯酚、甲酚、乙基苯酚、丁基苯酚、壬基苯酚、二壬基苯酚等)、肟(甲基乙基酮肟、苯乙酮肟、二苯甲酮肟等)、醇(甲醇、乙醇、丁醇、環己醇等)、活性亞甲基(丙二酸二甲酯、丙二酸二乙酯、乙醯乙酸甲酯、乙醯乙酸乙酯、乙醯丙酮等)、硫醇(丁基硫醇、十二烷基硫醇等)、醯胺(乙醯苯胺、乙醯胺等)、醯亞胺(琥珀醯亞胺、順丁烯二醯亞胺等)、亞硫酸鹽(重亞硫酸鈉等)、溶纖素(甲基溶纖素、乙基溶纖素、丁基溶纖素及己基溶纖素等)、吡唑(吡
唑、3,5-二甲基吡唑、3-甲基吡唑、4-苄基-3,5-二甲基吡唑、4-硝基-3,5-二甲基吡唑、4-溴-3,5-二甲基吡唑及3-甲基-5-苯基吡唑等)、胺(二甲基胺、二乙基胺、二正丙基胺、二環己基胺、二苯基胺、二甲苯胺、N,N-二乙基羥基胺、2-羥基吡啶及2-巰基吡啶等)及三唑等。亦可使用該等之2種以上之混合物等。
該等封端化劑之中,就複合材料之拉伸強度之觀點而言,較佳為醇、酚、活性亞甲基、肟、內醯胺、胺及該等之混合物,進而較佳為肟、吡唑、胺、三唑及該等之混合物,尤佳為胺。
作為封端異氰酸酯之市售品,可列舉:DM-6400、Meikanate DM-3031CONC、Meikanate DM-35HC、Meikanate TP-10、Meikanate CX、SU-268A、NBP-8730、NBP-211[明成化學工業(股份有限公司)製造]、Elastron BN-69、BN-44、BN-04、BN-08[第一工業製藥股份有限公司製造]、Takenate WB-700、WB-770、WB-920[Mitsui Chemicals Polyurethanes股份有限公司製造]、Karenz MOI-BM、MOI-BP[昭和電工股份有限公司製造]、Duranate MF-K60B、SBN-70D、MF-B60B、MF-B90B、17B-60P、TPA-B80B、TPA-B80E、E402-B80B[Asahi Kasei Chemicals股份有限公司製造]、BI-7950、BI-7951、BI-7960、BI-7961、BI-7963、BI-7982、BI-7991、BI-7992[Baxenden股份有限公司製造]、IPDI-B1065、IPDI-B1530、IPDI-BF1540[HULS股份有限公司製造]、BURNOCK B7-887-60、B3-867、DB980K[大日本油墨股份有限公司製造]、Desmodur BL1100/1、Sumidur BL3175、Desmodur BL3272MPA、Desmodur BL3475BA/SN、Desmodur BL3575/1MPA/SN[Sumitomo Bayer Urethane股份有限公司製造]及3-(3,4-二氯
苯基)-1,1-二甲基脲「DCMU」[保土谷化學(股份有限公司)製造]等。
作為三級胺,可列舉:脂肪族胺、芳香族胺、一級胺或二級胺之AO加成物、含氮雜環式脂肪族胺、具有咪唑啉環之化合物及咪唑同系物等。
作為脂肪族胺,可列舉:烷基胺(三甲基胺、三乙基胺、乙基二甲基胺、三異丙基胺、三丁基胺、三辛基胺、二乙基異丙基胺、四甲基乙二胺、二異丙基乙基胺等)、烷醇胺(二丁基單乙醇胺、N-乙基二乙醇胺、三乙醇胺、三異丙醇胺等)等。
作為芳香族胺,可列舉:2,4,6-三(二甲基胺基甲基)苯酚、1,8-雙(二甲基胺基)萘等。
作為一級胺或二級胺之AO加成物,可列舉:丁基胺之EO 4莫耳加成物、丁基胺之EO 10莫耳加成物、丁基胺之PO 10莫耳加成物、月桂胺之EO 10莫耳加成物、硬脂胺之EO 10莫耳加成物、硬脂胺之EO 15莫耳加成物、環己基胺之EO 2莫耳加成物、苯胺之EO 2莫耳加成物、六亞甲基二胺之EO 4莫耳加成物、二乙基胺之EO 4莫耳加成物、二乙基胺之PO 10莫耳加成物、二丁基胺之EO 4莫耳加成物、二丁基胺之PO 10莫耳加成物、月桂基甲基胺之EO 10莫耳加成物、甲基硬脂胺之EO 15莫耳加成物及甲基硬脂胺之PO 10莫耳加成物等。
作為含氮雜環式脂肪族胺,可列舉:N-甲基吡咯啶、N-乙基吡咯啶、N-甲基哌啶、N-乙基哌啶、N-丁基哌啶、N-甲基六亞甲基亞胺、N-乙基六亞甲基亞胺、N-甲基嗎福啉、N-丁基嗎福啉、N,N'-二甲基哌、N,N'-二乙基哌、2,6-二甲吡啶、1-甲基-1,4,5,6-四氫嘧啶、1,2-二
甲基-1,4,5,6-四氫嘧啶、1,5-二氮雜雙環[4.3.0]-5-壬烯(DBN)、1,8-二氮雜雙環[5.4.0]-7-十一烯(DBU)、吡啶、4-二甲基胺基吡啶、甲吡啶類、喹啉、2,2'-聯吡啶等。
作為具有咪唑啉環之化合物,可列舉:1,2-二甲基咪唑啉,1,2,4-三甲基咪唑啉、1,2,5-三甲基咪唑啉、1,4-二甲基-2-乙基咪唑啉、1-甲基-2-乙基咪唑啉、1-甲基-2-庚基咪唑啉、1-甲基-2-(4'-庚基)咪唑啉、1-甲基-2-十二烷基咪唑啉等。
作為咪唑同系物,可列舉:1-甲基咪唑、1-乙基咪唑、1-乙基-2-甲基咪唑、1,2-二甲基咪唑、1-甲基-2-乙基咪唑、1,4-二甲基咪唑、1,5-二甲基咪唑、1,2,4-三甲基咪唑、1,4-二甲基-2-乙基咪唑等。
該等三級胺之中,就複合材料之強度之觀點而言,較佳為脂肪族胺、芳香族胺、一級胺或二級胺之AO加成物及含氮雜環式脂肪族胺,進而較佳為三異丙基胺、二異丙基乙基胺、二丁基乙醇胺、二乙基乙醇胺、三乙醇胺、三異丙醇胺、2,4,6-三(二甲基胺基甲基)苯酚、1,8-雙(二甲基胺基)萘、2,6-二甲吡啶、DBU及DBN。
作為三級胺鹽,可列舉:上述三級胺之無機酸(硫酸、鹽酸、硝酸、磷酸等)鹽、有機酸(羧酸、磺酸、酚類等)鹽。該等鹽可藉由將上述三級胺中和、或使相當之二級胺與烷基化劑[二烷基硫酸(例如二甲基硫酸等)、烷基鹵化物(例如氯甲烷等)]反應而製造。
作為上述羧酸,可列舉:脂肪族羧酸、脂環式羧酸及芳香族羧酸等。
作為脂肪族羧酸,可列舉:單羧酸(碳數1~30,例如甲酸、乙酸、辛
酸、油酸等);聚羧酸[二羧酸(碳數2~30,例如草酸、丙二酸、琥珀酸、戊二酸、己二酸、辛二酸、癸二酸、反丁烯二酸、順丁烯二酸等)、三羧酸(碳數3~30,例如檸檬酸等)、4元以上之聚羧酸(碳數4~30,例如EDTA等)]。
作為脂環式羧酸,可列舉:單羧酸(碳數4~30,例如環己烷羧酸等);二羧酸(碳數5~30,例如1,2-環己烷二羧酸等)等。
作為芳香族羧酸,可列舉:單羧酸(碳數7~50,例如苯甲酸等);聚羧酸[二羧酸(碳數7~50,例如鄰苯二甲酸、對苯二甲酸、間苯二甲酸等)、三羧酸(碳數8~50,例如1,2,4-苯三甲酸(trimellitic acid)等)、4元以上之聚羧酸(碳數9~50,例如1,2,4,5-苯四甲酸(pyromellitic acid)等)]。
作為上述磺酸,可列舉:脂肪族磺酸(碳數1~20,例如甲磺酸、乙磺酸等)及芳香族磺酸(碳數6~50,例如苯磺酸、甲苯磺酸、萘磺酸等)。
作為上述酚類,可列舉單環酚(碳數6~30)及多環酚(碳數10~50),分別可列舉一元酚及多酚。作為單環之一元酚,可列舉:苯酚、甲酚、二甲苯酚、香芹酚、瑞香草酚等,作為單環之多酚,可列舉:鄰苯二酚、間苯二酚、對苯二酚、鄰苯三酚、間苯三酚等。作為多環之一元酚,可列舉萘酚等,作為多環之多酚,可列舉二羥基蒽酚等。
三級胺鹽之中,就複合材料之強度之觀點而言,較佳為DBU鹽及DBN鹽,作為DBU鹽,具體而言,可列舉:DBU之酚鹽(例如U-CAT SA1,San-Apro(股份有限公司)製造)、DBU之辛酸鹽(例如U-CAT SA102,San-Apro(股份有限公司)製造)、DBU之對甲苯磺酸鹽(例
如U-CAT SA506,San-Apro(股份有限公司)製造)、DBU之甲酸鹽(例如U-CAT SA603,San-Apro(股份有限公司)製造)、DBU之鄰苯二甲酸鹽(例如U-CAT SA810,San-Apro(股份有限公司)製造)、及DBU之苯酚酚醛清漆(phenol novolac)樹脂鹽(例如U-CAT SA831、SA841、SA851、SA881,San-Apro(股份有限公司)製造)等。
四級銨鹽係由四級銨基與陰離子所構成,可藉由使任意三級胺與烷基化劑[二烷基硫酸(例如二甲基硫酸等)、烷基鹵化物(例如氯甲烷等)等]反應而製造。
作為四級銨基,可列舉:四烷基銨系化合物(四甲基銨、乙基三甲基銨、苄基三甲基銨等)、吡咯烷鎓(pyrrolidinium)系化合物(N,N-二甲基吡咯烷鎓、N-乙基-N-甲基吡咯烷鎓、N,N-二乙基吡咯烷鎓等)、哌啶鎓系化合物(N,N-二甲基哌啶鎓等)、六亞甲基亞胺系化合物(N,N-二甲基六亞甲基亞胺等)、嗎福啉鎓系化合物(N,N-二甲基嗎福啉鎓等)、哌鎓系化合物(N,N,N',N'-四甲基哌鎓等)、四氫嘧啶鎓系化合物(1,3-二甲基-1,4,5,6-四氫嘧啶鎓、1,2,3-三甲基-1,4,5,6-四氫嘧啶鎓、1,2,3,4-四甲基-1,4,5,6-四氫嘧啶鎓、1,2,3,5-四甲基-1,4,5,6-四氫嘧啶鎓、8-甲基-1,8-二氮雜雙環[5.4.0]-7-十一烯鎓、5-甲基-1,5-二氮雜雙環[4.3.0]-5-壬烯鎓、8-乙基-1,8-二氮雜雙環[5.4.0]-7-十一烯鎓、5-乙基-1,5-二氮雜雙環[4.3.0]-5-壬烯鎓等)、吡啶鎓系化合物(N-甲吡啶鎓等)、咪唑啉鎓系化合物(1,2,3-三甲基咪唑啉鎓、1-甲基-2,3,4-三乙基咪唑啉鎓、1,1,2,4,5-五甲基咪唑啉鎓等)、咪唑鎓系化合物(1,3-二甲基咪唑鎓、1-乙基-3-甲基咪唑鎓、1,2,3,4-四甲基咪唑鎓、
1,3,4-三甲基-2-乙基咪唑鎓、1,3-二甲基-2,4-二乙基咪唑鎓、1,1-二甲基-2-(4'-庚基)咪唑鎓、1,1-二甲基-2-十二烷基咪唑鎓、1,1-二甲基咪唑鎓、1,1,2,5-四甲基咪唑鎓、1,1,2,4,5-五甲基咪唑鎓等)、喹啉鎓系化合物(N-甲基喹啉鎓等)、聯吡啶鎓系化合物(N-甲基-2,2'-聯吡啶鎓等)。
作為四級銨鹽之陰離子,可列舉:鹵素離子(氟化物陰離子、氯化物陰離子、溴化物陰離子及碘化物陰離子)、氫氧化物陰離子、羧酸根陰離子(甲酸根離子、乙酸根離子、丙酸根離子、草酸根離子、順丁烯二酸根離子、苯甲酸根離子等)、硫酸根陰離子、硝酸根陰離子、亞硝酸根陰離子、苯磺酸根陰離子、及甲苯磺酸根陰離子、含磷原子之陰離子(磷酸根離子、亞磷酸根離子、次亞磷酸根離子等)、碳酸根離子、含氮原子之雜環陰離子(苯并三唑、鄰苯二甲醯亞胺等)。
該等陰離子之中,就複合材料之強度之觀點而言,較佳為鹵素離子。
四級銨鹽之中,就複合材料之強度之觀點而言,較佳為四烷基銨鹵化物、哌鎓鹵化物及四氫嘧啶鎓鹵化物,進而較佳為5-甲基-1,5-二氮雜雙環[4.3.0]-5-壬烯鎓鹵化物及8-乙基-1,8-二氮雜雙環[5.4.0]-7-十一烯鎓鹵化物。
四級鏻鹽係由四級鏻基與陰離子所構成,可藉由日本特開平2-40389號公報、日本特開平3-74395號公報、日本特開2002-97182號
公報、技報堂社「現代有機合成系列5有機磷化合物」等中所公開之公知之技術而進行合成。
作為四級鏻基,可列舉以下之脂肪族鏻基及芳香族鏻基。
作為脂肪族鏻基,可列舉:四甲基鏻、乙基三甲基鏻、三乙基甲基鏻、四乙基鏻、二乙基二甲基鏻、三甲基正丙基鏻、三甲基異丙基鏻、二第三丁基二甲基鏻、正丁基異丁基二甲基鏻、四丁基鏻、三甲基十八烷基鏻、三正辛基甲基鏻、(2-乙醯氧基乙基)三甲基鏻、(2-甲氧基乙氧基甲基)三乙基鏻、(2-甲氧基乙氧基甲基)三乙基鏻、乙基三正辛基鏻等。作為芳香族鏻基,可列舉:四苯基鏻、三苯基甲基鏻、二苯基二甲基鏻、乙基三苯基鏻、正丁基三苯基鏻、苄基三苯基鏻、異丙基三苯基鏻、乙烯基三苯基鏻、烯丙基三苯基鏻、三苯基丙炔基鏻、第三丁基三苯基鏻、苄基三甲基鏻等。四級鏻基亦可為上述2種以上之混合物。
作為四級鏻鹽之陰離子,可列舉與上述四級銨鹽之陰離子相同者。該等陰離子之中,較佳為鹵素離子。
作為四級鏻鹽,例如可列舉:溴化四甲基鏻、溴化四丁基鏻、溴化三甲基十八烷基鏻、氫氧化三甲基十八烷基鏻、三甲基十八烷基鏻乙酸酯、三甲基十八烷基鏻-對甲苯磺酸鹽、三甲基十八烷基鏻鹽酸鹽、三甲基十八烷基鏻四氯碘酸鹽、三甲基十八烷基鏻硫酸氫鹽、三甲基十八烷基鏻甲基硫酸鹽、氫氧化苄基三甲基鏻、苄基三甲基鏻乙酸酯、苄基三甲基鏻苯甲酸鹽、苄基三甲基鏻-對甲苯磺酸鹽、溴化四苯基鏻、氫氧化四苯基鏻、氯化(2-甲氧基乙氧基甲基)三乙基鏻、氯化(2-乙醯氧基乙基)三甲基鏻等。
該等之中,就複合材料之強度之觀點而言,較佳為溴化四丁基鏻及溴化四苯基鏻。
作為膦化合物,例如可列舉:三乙基膦、三丙基膦、三丁基膦、三第三丁基膦、三戊基膦、三己基膦、三環戊基膦、三環己基膦、三辛基膦、三苯基膦、三(2-呋喃基)膦、二甲基丙基膦、二甲基丁基膦、二甲基戊基膦、二甲基環己基膦、二甲基辛基膦、二甲基十八烷基膦、二甲基二十二烷基膦、二乙基丙基膦、二-十四烷基甲基膦、二-十四烷基乙基膦、二-十四烷基丙基膦、二丁基丙醇膦、二異丁基丙醇膦、二第三丁基丙醇膦、二(2-乙基己基)丙醇膦、甲基二甲醇膦、乙基二甲醇膦異丙基二甲醇膦、丁基二甲醇膦、三間甲苯基膦、及三-2,6-二甲氧基苯基膦等。
該等之中,就複合材料之強度之觀點而言,較佳為三丁基膦及三苯基膦。
反應性化合物(B)之中,就複合材料之強度之觀點而言,較佳為封端異氰酸酯。
聚酯樹脂(A)與反應性化合物(B)之重量比[(A)/(B)]為99.9/0.1~10/90,就同時實現纖維束之集束性與複合材料之強度之觀點而言,較佳為99.5/0.5~20/80,尤佳為99/1~50/50。
就纖維束之集束性之觀點而言,聚酯樹脂(A)之含量基於纖維用集束劑組成物之合計重量,較佳為10~99.9重量%,進而較佳為20~90重量%,尤佳為30~80重量%。同樣地,反應性化合物(B)之含量基於纖維用集束劑組成物之合計重量,較佳為0.1~20重量%,進而較佳為0.2~10重量%,尤佳為0.5~5重量%。
本發明之纖維用集束劑組成物除含有聚酯樹脂(A)及反應性化合物(B)以外,亦可含有聚酯樹脂(A)以外之樹脂(C)、界面活性劑(D)及其他添加劑(E)之至少一種。
若本發明之纖維用集束劑組成物含有樹脂(C),則基質樹脂對纖維束之含浸性變得良好,故而複合材料之強度優異。又,若本發明之纖維用集束劑組成物含有界面活性劑(D),則附著於無機纖維之集束劑容易變得平滑,故而無機纖維束之耐摩擦性更優異,易於製作不含大量有機溶劑之水性乳液。
作為聚酯樹脂(A)以外之樹脂(C),可列舉:聚乙烯樹脂、聚丙烯樹脂、聚苯乙烯樹脂、聚胺酯樹脂(polyurethane resin)、聚醯胺樹脂、(甲基)丙烯酸酯樹脂及聚酯樹脂(A)以外之聚酯樹脂等熱塑性樹脂、以及環氧樹脂、(甲基)丙烯酸酯改質樹脂及不飽和聚酯樹脂等熱硬化性樹脂。亦可併用該等之2種以上。再者,所謂(甲基)丙烯酸酯係指丙烯酸酯及甲基丙烯酸酯。又,聚酯樹脂(A)及(A)以外之聚酯樹脂中不含不飽和聚酯樹脂。
作為聚胺酯樹脂,可列舉由高分子多元醇、有機二異氰酸酯、及視需要之鏈伸長劑及/或交聯劑衍生而成者。
作為上述高分子多元醇,可列舉:聚酯多元醇(例如聚己二酸伸乙酯二醇(polyethylene adipate diol)、聚己二酸伸丁酯二醇、聚己二酸伸乙基伸丁酯二醇、聚己二酸新戊酯二醇、聚對苯二甲酸新戊酯二醇、聚己內酯二醇、聚戊內酯二醇及聚六亞甲基碳酸酯二醇等);聚醚多元醇(例如聚乙二醇、聚丙二醇、聚伸乙基丙二醇、聚四亞甲基二醇、及雙酚類之
碳數2~4之AO加成物等)等。
作為上述有機二異氰酸酯之具體例,例如可列舉:2,4'-或4,4'-二苯基甲烷二異氰酸酯(MDI)、2,4-或2,6-甲苯二異氰酸酯(TDI)、4,4'-二苄基二異氰酸酯、1,3-或1,4-苯二異氰酸酯、1,5-萘二異氰酸酯、苯二甲基二異氰酸酯等芳香族二異氰酸酯;伸乙基二異氰酸酯、六亞甲基二異氰酸酯(HDI)、離胺酸二異氰酸酯等脂肪族二異氰酸酯;異佛爾酮二異氰酸酯(IPDI)、4,4'-二環己基甲烷二異氰酸酯等脂環式二異氰酸酯;及該等之2種以上之混合物。
環氧樹脂為分子中具有至少1個縮水甘油基之樹脂,可列舉:單環氧化物、二環氧化物、苯酚酚醛清漆型環氧樹脂及環氧化不飽和脂肪酸三酸甘油酯(環氧化大豆油及環氧化菜籽油等)等。
作為單環氧化物,可列舉如下者等:為碳數1~30之一元醇與表氯醇之縮合物(包含聚縮物),且末端為縮水甘油醚。作為碳數1~30之一元醇,可列舉:甲醇、乙醇、丁醇、己醇、環己醇、辛醇、十二烷基醇、十四烷基醇、硬脂醇、二十烷基醇、山萮醇、二十四烷基醇及三十烷基醇等。
作為二環氧化物,可列舉:二縮水甘油醚、二縮水甘油酯、二縮水甘油基胺及脂環式二環氧化物等。
作為二縮水甘油醚,可列舉二元酚之二縮水甘油醚及二元醇之二縮水甘油醚。
作為二元酚之二縮水甘油醚,可列舉如下者等:為碳數6~30之二元酚與表氯醇之縮合物(包含聚縮物),且兩末端為縮水甘油醚。作為二元酚,
可列舉:雙酚(雙酚F、雙酚A、雙酚B、雙酚AD、雙酚S及鹵化雙酚A等)、兒茶素、間苯二酚、對苯二酚、1,5-二羥基萘、二羥基聯苯、八氯-4,4'-二羥基聯苯、四甲基聯苯及9,9'-雙(4-羥苯基)茀等。
作為二元醇之二縮水甘油醚,可列舉如下者等:為碳數2~200之二元醇與表氯醇之縮合物(包含聚縮物),且兩末端為縮水甘油醚。作為二元醇,可列舉:乙二醇、丙二醇、四亞甲基二醇、1,6-己二醇、聚乙二醇、聚丙二醇、聚四亞甲醚二醇及新戊二醇等脂肪族二醇、該等脂肪族二醇與二元酚之AO加成物(碳數2~4)及末端具有2個羥基之上述聚胺酯樹脂等。
二縮水甘油醚中所含之二元酚單元或二元醇單元與表氯醇單元之莫耳比{(二元酚單元或二元醇單元):(表氯醇單元)}係由n:n+1所表示。n較佳為1~10,進而較佳為1~8,尤佳為1~5。二縮水甘油醚亦可為n=1~10之混合物(縮聚度不同之混合物等)。
作為二縮水甘油酯,可列舉芳香族二羧酸之二縮水甘油酯及脂肪族二羧酸之二縮水甘油酯等。
作為芳香族二羧酸之二縮水甘油酯,可列舉如下者等:為芳香族二羧酸與表氯醇之縮合物(包含聚縮物),且具有2個縮水甘油基。
作為脂肪族二羧酸之二縮水甘油酯,可列舉如下者等:為芳香族二羧酸之芳香核氫化物(六氫鄰苯二甲酸及4-環己烯-1,2-二羧酸等)或直鏈或支鏈之脂肪族二羧酸(己二酸及2,2-二甲基丙烷二羧酸等)與表氯醇之縮合物(包含聚縮物),且具有2個縮水甘油基。
二縮水甘油酯中所含之芳香族二羧酸單元或脂肪族二羧酸單元與表氯醇單元之莫耳比{(芳香族二羧酸單元或脂肪族二羧酸單元):
(表氯醇單元)}係由n:n+1所表示。n較佳為1~10,進而較佳為1~8,尤佳為1~5。二縮水甘油酯亦可為n=1~10之混合物。
作為二縮水甘油基胺,可列舉藉由碳數6~20、且具有2~4個活性氫原子之芳香族胺(苯胺及甲苯胺等)與表氯醇之反應而獲得之N-縮水甘油基化物(N,N-二縮水甘油基苯胺及N,N-二縮水甘油基甲苯胺等)等。
二縮水甘油基胺中所含之芳香族胺單元與表氯醇單元之莫耳比{(芳香族胺單元):(表氯醇單元)}係由n:n+1所表示。n較佳為1~10,進而較佳為1~8,尤佳為1~5。二縮水甘油基胺亦可為n=1~10之混合物。
作為脂環式二環氧化物,可列舉碳數6~50、且環氧基之數量為2個之脂環式環氧化物{二氧化乙烯基環己烯、二氧化檸檬烯、二氧化二環戊二烯、雙(2,3-環氧環戊基)醚、乙二醇二環氧二環戊醚、雙(3,4-環氧-6-甲基環己基甲基)己二酸酯及雙(3,4-環氧-6-甲基環己基甲基)丁基胺等}。
作為(甲基)丙烯酸酯改質樹脂,可列舉(甲基)丙烯酸酯改質熱塑性樹脂及乙烯酯樹脂。
作為(甲基)丙烯酸酯改質熱塑性樹脂,包含利用(甲基)丙烯酸對具有醇性羥基之熱塑性樹脂{聚胺酯、聚酯及聚醚(聚丙二醇及聚乙二醇等)等}之羥基進行改質而成之改質物,可列舉:聚(二-/單-)(甲基)丙烯酸胺酯、聚酯(二-/單-)(甲基)丙烯酸酯及聚醚(二-/單-)(甲基)丙烯酸酯等。再者,所謂(二-/單-)(甲基)丙烯酸酯係指二(甲基)丙烯酸酯及單(甲基)丙烯
酸酯。
作為乙烯酯樹脂,可列舉雙酚型環氧樹脂(甲基)丙烯酸酯改質物{雙酚A型環氧樹脂之環氧基與(甲基)丙烯酸之羧基進行反應而獲得之末端(甲基)丙烯酸酯改質樹脂等}等。
作為不飽和聚酯樹脂,可列舉使含有α,β-不飽和二羧酸之酸成分與醇反應,並使所獲得之不飽和聚酯溶解於聚合性不飽和單體而成者等。作為α,β-不飽和二羧酸,可列舉:順丁烯二酸、反丁烯二酸、衣康酸等及該等之酸酐等衍生物等,該等亦可併用2種以上。又,視需要亦可將作為α,β-不飽和二羧酸以外之酸性成分的鄰苯二甲酸、間苯二甲酸、對苯二甲酸、四氫鄰苯二甲酸、己二酸、癸二酸等飽和二羧酸及該等之酸酐等衍生物與α,β-不飽和二羧酸併用。作為醇,可列舉:乙二醇、二乙二醇、丙二醇、二丙二醇、1,2-丙二醇、1,2-丁二醇、1,3-丁二醇、1,4-丁二醇等脂肪族二醇;環戊二醇、環己二醇等脂環式二醇;氫化雙酚A、雙酚A之環氧丙烷(1~100莫耳)加成物、二甲苯二醇等芳香族二醇;三羥甲基丙烷、新戊四醇等多元醇等,亦可併用該等之2種以上。
作為具體例,例如包含反丁烯二酸或順丁烯二酸與雙酚A之環氧乙烷加成物之縮合物、反丁烯二酸或順丁烯二酸與雙酚A之環氧丙烷加成物之縮合物、及反丁烯二酸或順丁烯二酸與雙酚A之環氧乙烷環氧丙烷加成物(可為無規亦可為嵌段)之縮合物等,該等縮合物視需要亦可為溶解於苯乙烯等單體而成者。
作為上述聚酯樹脂(A)以外之聚酯樹脂,可列舉:使上述二羧酸(a1)及/或二羧酸之酸酐(a2)與二醇(b)反應而獲得之聚酯樹
脂、內酯開環聚合物及聚羥基羧酸等(任一者之HLB均不為4~18、或於30℃之黏度不為10~1,000,000Pa‧s者)。
作為內酯開環聚合物,可列舉使用金屬氧化物及有機金屬化合物等觸媒,使碳數3~12之單內酯(環中之酯基數為1個)等內酯類(β-丙內酯、γ-丁內酯、δ-戊內酯及ε-己內酯等)進行開環聚合而獲得者等。
作為聚羥基羧酸,可列舉使羥基羧酸(乙醇酸及乳酸等)進行脫水縮合而獲得者。
樹脂(C)之中,就複合材料之強度等觀點而言,較佳為環氧樹脂、聚胺酯樹脂、(甲基)丙烯酸酯樹脂、不飽和聚酯樹脂、聚醯胺樹脂及上述聚酯樹脂(A)以外之聚酯樹脂,進而較佳為環氧樹脂、聚胺酯樹脂、(甲基)丙烯酸酯樹脂及不飽和聚酯樹脂,尤佳為環氧樹脂。
於使用樹脂(C)之情形時,其含量基於纖維用集束劑組成物之合計重量,就基質樹脂之含浸性之觀點而言,較佳為1~90重量%,更佳為5~80重量%,進而較佳為10~75重量%,尤佳為10~50重量%。
作為界面活性劑(D),可列舉:非離子界面活性劑、陰離子界面活性劑、陽離子界面活性劑及兩性界面活性劑等界面活性劑等。該等亦可併用2種以上。
作為非離子界面活性劑,例如可列舉:環氧烷加成型非離子界面活性劑[例如高級醇(碳數8~18)或高級脂肪酸(碳數12~24)之AO加成物;烷基苯酚(碳數10~20)、苯乙烯化苯酚(碳數14~62)、苯乙烯化異丙苯基苯酚或苯乙烯化甲酚(碳數15~61)之AO加成物;使聚伸烷
基二醇與高級脂肪酸反應而成者;使多元(2元~8元或其以上)醇(碳數2~32,例如乙二醇、丙二醇、甘油、新戊四醇、山梨醇酐等)與高級脂肪酸(碳數12~24,例如月桂酸、硬脂酸)反應而獲得之酯化物之AO加成物;高級脂肪醯胺之環氧烷加成物;多元(2元~8元或其以上)醇烷基(碳數8~60)醚之AO加成物等]、及多元(2元~8元或其以上)醇(碳數2~32)型非離子界面活性劑[多元醇脂肪酸(碳數8~36)酯、多元醇烷基(碳數7~32)醚、脂肪酸(碳數8~32)烷醇醯胺等]等。
作為陰離子界面活性劑,例如可列舉:羧酸(碳數8~22之飽和或不飽和脂肪酸)或其鹽(鈉、鉀、銨及烷醇胺等鹽)、碳數8~16之脂肪族醇之羧甲基化物之鹽、碳數8~24之脂肪族醇醚羧酸(例如碳數8~24、較佳為碳數10~18之脂肪族醇之AO 1~10莫耳加成物之羧甲基化物等)、硫酸酯鹽[高級醇硫酸酯鹽(碳數8~18之脂肪酸醇之硫酸酯鹽等)]、高級烷醚硫酸酯鹽[碳數8~18之脂肪酸醇之EO(1~10莫耳)加成物之硫酸酯鹽]、硫酸化油(將天然不飽和油脂或不飽和之蠟直接硫酸化並進行中和而成者)、硫酸化脂肪酸酯(將不飽和脂肪酸之低級醇酯加以硫酸化並進行中和而成者)、硫酸化烯烴(將碳數12~18之烯烴加以硫酸化並進行中和而成者)、磺酸鹽[烷基苯磺酸鹽、烷基萘磺酸鹽、磺基琥珀酸二酯、α-烯烴(碳數12~18)磺酸鹽及Igepon T型等]、磷酸酯鹽[高級醇(碳數8~60)磷酸酯鹽、高級醇(碳數8~60)EO加成物磷酸酯鹽、烷基(碳數8~60)苯酚環氧乙烷加成物磷酸酯鹽等]、烷基苯酚(碳數10~20)之AO加成物之硫酸酯鹽(鈉鹽、鉀鹽、銨鹽及烷醇胺鹽等)、芳基烷基苯酚[苯乙烯化苯酚(碳數14~62)、苯乙烯化異丙苯基苯酚及苯乙烯化甲酚(碳數15~61)
等]之AO加成物之硫酸酯鹽等。
作為陽離子界面活性劑,例如可列舉:四級銨鹽型[氯化硬脂基三甲基銨、氯化山萮基三甲基銨、氯化二硬脂基二甲基銨、及乙基硫酸羊毛脂脂肪酸胺基丙基乙基二甲基銨等]、胺鹽型[硬脂酸二乙基胺基乙基醯胺乳酸鹽、二月桂基胺鹽酸鹽及油基胺乳酸鹽等]等。
作為兩性界面活性劑,例如可列舉:甜菜鹼型兩性界面活性劑[椰油脂肪醯胺丙基二甲基甜菜鹼、月桂基二甲基甜菜鹼、2-烷基-N-羧甲基-N-羥乙基咪唑啉鎓甜菜鹼、月桂基羥基磺基甜菜鹼、及月桂醯基醯胺乙基羥乙基羧甲基甜菜鹼羥丙基磷酸鈉等]、胺基酸型兩性界面活性劑[β-月桂基胺基丙酸鈉等]。
界面活性劑(D)中較佳者為陰離子界面活性劑、非離子界面活性劑、以及陰離子界面活性劑及非離子界面活性劑之混合物,進而較佳者為烷基苯酚之AO加成物、芳基烷基苯酚(苯乙烯化苯酚、苯乙烯化異丙苯基苯酚或苯乙烯化甲酚)之AO加成物、烷基苯酚之AO加成物之硫酸酯鹽、芳基烷基苯酚之AO加成物之硫酸酯鹽及該等之混合物,尤佳者為芳基烷基苯酚之AO加成物、芳基烷基苯酚之AO加成物之硫酸酯鹽及該等之混合物。
於使用界面活性劑(D)之情形時,其含量基於纖維用集束劑組成物之合計重量,就纖維束之集束性之觀點而言,較佳為0.5~20重量%,進而較佳為1~15重量%,尤佳為2~10重量%。
作為其他添加劑(E),例如可列舉選自平滑劑、防腐劑及抗氧化劑中之1種以上。
作為平滑劑,可列舉:蠟類(聚乙烯、聚丙烯、氧化聚乙烯、氧化聚丙烯、改質聚乙烯、改質聚丙烯等)、高級脂肪酸烷基(碳數1~24)酯類(硬脂酸甲酯、硬脂酸乙酯、硬脂酸丙酯、硬脂酸丁酯、硬脂酸辛酯、硬脂酸硬脂酯等)、高級脂肪酸(肉豆蔻酸、棕櫚酸、硬脂酸)等。
作為防腐劑,可列舉:苯甲酸類、水楊酸類、山梨酸類、四級銨鹽類、咪唑類等。
作為抗氧化劑,可列舉:酚類(2,6-二-第三丁基-對甲酚等)、硫代二丙酸酯類(3,3'-硫代二丙酸二月桂酯等)、亞磷酸酯類(亞磷酸三苯酯等)。
於使用添加劑(E)之情形時,其含量基於纖維用集束劑組成物之合計重量,為10重量%以下,較佳為5重量%以下。
本發明之纖維用集束劑組成物之製造方法並無特別限制,例如可列舉如下方法等:投入順序並無特別限制地向混合容器中投入聚酯樹脂(A)及反應性化合物(B)、以及視需要之樹脂(C)、界面活性劑(D)及其他添加劑(E),較佳為於20~90℃、進而較佳為於40~80℃進行攪拌直至變得均勻而製造。
本發明之纖維用集束劑分散體較佳為由本發明之纖維用集束劑組成物分散於溶劑中而成。
又,本發明之纖維用集束劑溶液較佳為由本發明之纖維用集束劑溶解於溶劑中而成。
藉由使纖維用集束劑組成物溶解或分散於溶劑中,容易使纖維用集束劑組成物附著於纖維束之量變得適量。
作為溶劑,可列舉公知之溶劑、例如親水性有機溶劑[碳數1~4之低級醇(甲醇、乙醇及異丙醇等)、碳數3~6之酮(丙酮、乙基甲基酮及甲基異丁基酮等)、碳數2~6之二醇(乙二醇、丙二醇、二乙二醇及三乙二醇等)及其單烷基(碳數1~2)醚、二甲基甲醯胺以及碳數3~5之乙酸烷基酯(乙酸甲酯及乙酸乙酯等)等]等有機溶劑及水。該等亦可併用2種以上。上述溶劑之中,就安全性等觀點而言,較佳者為親水性有機溶劑與水之混合溶劑及水,進而較佳者為水。
就成本等觀點而言,本發明之纖維用集束劑分散體及纖維用集束劑溶液較佳為流通時為高濃度,且纖維束之製造時為低濃度。即,藉由以高濃度流通,可降低運輸成本及保管成本等,藉由以低濃度對纖維進行處理,可製造同時實現優異之集束性與開纖性之纖維束。
關於纖維用集束劑分散體及纖維用集束劑溶液為高濃度之情形時之濃度(溶劑以外之成分之含有比率),就保存穩定性等觀點而言,較佳為30~80重量%,進而較佳為40~70重量%。
關於纖維用集束劑分散體及纖維用集束劑溶液為低濃度之情形時之濃度,就於纖維束之製造時可使纖維用集束劑之附著量變得適量之觀點等而言,較佳為0.5~15重量%,進而較佳為1~10重量%。
本發明之纖維用集束劑分散體及纖維用集束劑溶液之製造方法並無特別限制,例如可列舉向“藉由上述方法所獲得之本發明之纖維用集束劑組成物”中投入溶劑,使纖維用集束劑組成物溶解或乳化分散於溶劑中之方法。
關於使纖維用集束劑組成物溶解或乳化分散於溶劑中時之溫度,就容
易混合性之觀點而言,較佳為20~90℃,進而較佳為40~90℃。
使纖維用集束劑組成物溶解或乳化分散於溶劑中之時間較佳為1~20小時,進而較佳為2~10小時。
於使纖維用集束劑組成物溶解或乳化分散於水性媒體中時,可使用公知之混合裝置、溶解裝置及乳化分散裝置,具體而言,可使用攪拌葉片(葉片形狀:槳型及三片槳等)、圓錐型螺旋攪拌機[Hosokawa Micron股份有限公司製造等]、帶式攪拌機、錐形攪拌器、泥漿混合機、萬能混合機{萬能混合攪拌機「5DM-L」[三英製作所股份有限公司製造]等}及亨舍爾混合機[日本COKE & ENGINEERING股份有限公司等]、高壓釜等。
作為可應用本發明之纖維用集束劑組成物、纖維用集束劑分散體或纖維用集束劑溶液之纖維,可列舉:玻璃纖維、碳纖維、陶瓷纖維、金屬纖維、礦物纖維及礦渣纖維等無機纖維(國際公開第2003/47830號中所記載者等)、芳綸纖維等有機纖維,就成形體強度之觀點而言,較佳為碳纖維。該等纖維亦可併用2種以上。
於本發明之纖維束之製造方法中,可利用上述纖維用集束劑組成物、纖維用集束劑分散體或纖維用集束劑溶液,對選自由碳纖維、玻璃纖維、聚芳醯胺纖維、陶瓷纖維、金屬纖維、礦物纖維及礦渣纖維所組成之群中之至少1種纖維進行處理而獲得纖維束。所獲得之纖維束較佳為束有3,000~30,000根左右之纖維。
作為纖維之處理方法,可列舉噴霧法或浸漬法等。關於纖維用集束劑組成物於纖維上之附著量,基於纖維之重量,較佳為0.05~5重量%,進而較佳為0.2~2.5重量%。若纖維用集束劑組成物之附著量為該範圍,
則集束性優異。
本發明之複合中間體係由如上所述般利用本發明之纖維用集束劑組成物、纖維用集束劑分散體或纖維用集束劑溶液進行過處理之纖維束與基質樹脂所構成。本發明之複合中間體視需要亦可含有觸媒。若本發明之複合中間體含有觸媒,則複合材料之拉伸強度優異。
作為基質樹脂,可列舉:聚丙烯、聚醯胺、聚對苯二甲酸乙二酯、聚碳酸酯、聚苯硫醚等熱塑性樹脂及環氧樹脂、不飽和聚酯樹脂、乙烯酯樹脂及酚系樹脂等熱硬化性樹脂。
作為環氧樹脂用之觸媒,可列舉公知(日本特開2005-213337號公報中所記載者等)之環氧樹脂用硬化劑及硬化促進劑等。又,作為不飽和聚酯樹脂及乙烯酯樹脂用之觸媒,可列舉:過氧化物(過氧化苯甲醯、過氧苯甲酸第三丁酯、過氧化第三丁基異丙苯等、甲基乙基酮過氧化物、1,1-二(過氧化第三丁基)丁烷、過氧化二碳酸二(4-第三丁基環己基)酯等)及偶氮系化合物(偶氮雙異戊腈等)。
於本發明之複合中間體中,基質樹脂與纖維束之重量比(基質樹脂/纖維束)就成形體強度等觀點而言,較佳為10/90~90/10,進而較佳為20/80~70/30,尤佳為30/70~60/40。於複合中間體含有觸媒之情形時,觸媒之含有率就成形體強度等觀點而言,相對於基質樹脂較佳為0.01~10重量%,進而較佳為0.1~5重量%,尤佳為1~3重量%。
複合中間體可藉由使熱熔融(熔融溫度:60~150℃)之基質樹脂、或利用溶劑(丙酮、甲基乙基酮、甲基異丁基酮、甲苯、二甲苯及乙酸乙酯等)進行稀釋之基質樹脂含浸於纖維束中而製造。於使用溶劑
之情形時,較佳為使預浸體乾燥而去除溶劑。
本發明之纖維強化複合材料係將上述複合中間體成形而獲得。於基質樹脂為熱塑性樹脂之情形時,可藉由將預浸體加熱成形,並於常溫下固化而製成成形體。於基質樹脂為熱硬化性樹脂之情形時,可藉由將預浸體加熱成形,並使之硬化而製成成形體。硬化雖然無需完全進行,但較佳為硬化至成形體可維持形狀之程度。成形後,亦可進一步加熱而使之完全硬化。加熱成形之方法並無特別限定,例如可列舉:長絲纏繞成形法(一面對旋轉之心軸施加張力一面捲繞並進行加熱成形之方法)、加壓成形法(將預浸體片積層並進行加熱成形之方法)、高壓釜法(對模具施加壓力,壓抵預浸體片並進行加熱成形之方法)及將短切纖維或磨碎纖維與基質樹脂混合並進行射出成形之方法等。
以下,藉由製造例及實施例進而說明本發明,但本發明並不限定於該等。
[<製造例1雙酚A之EO 30莫耳加成物之製造>
於具備攪拌機、加熱冷卻裝置及滴液筒之耐壓反應容器中,投入雙酚A228重量份(1莫耳份)、甲苯400重量份及氫氧化鉀2重量份,而進行氮氣置換。升溫至100℃,一面以使壓力成為0.5MPaG以下之方式進行調整,一面歷時6小時滴加EO 1320重量份(30莫耳份),然後於120℃熟化3小時,並於-0.1MPa下將甲苯去除。繼而冷卻至100℃後,投入吸附處理劑「Kyoword 600」[協和化學工業(股份有限公司)製造]30重量份,於100℃攪拌1小時而進行處理,其後將吸附處理劑過濾,而獲得雙酚A之EO 30
莫耳加成物。
<製造例2雙酚A之EO 3莫耳加成物之製造>
將EO 1320重量份(30莫耳份)變更為132重量份(3莫耳份),除此以外,以與製造例1相同之方式獲得雙酚A之EO 3莫耳加成物360重量份。
<製造例3聚酯樹脂(A-1)之製造>
將雙酚A之EO 2莫耳加成物「Newpol BPE-20」[三洋化成工業(股份有限公司)製造]316重量份(1莫耳份)、對苯二甲酸(a11)142重量份(0.86莫耳份)及草酸鈦酸鉀3重量份於玻璃反應容器中,一面於230℃減壓至0.001MPa並將水蒸餾去除,一面使之反應15小時。於反應混合物進而添加聚乙二醇(b11)「PEG-1000」[三洋化成工業(股份有限公司)製造]263重量份(0.26莫耳份),並於150℃下於常壓下使之反應2小時,而獲得聚酯樹脂(A-1)690重量份。
<製造例4聚酯樹脂(A-2)之製造>
將對苯二甲酸(a11)142重量份(0.86莫耳份)變更為163重量份(0.98莫耳份),將聚乙二醇(b11)「PEG-1000」[三洋化成工業(股份有限公司)製造]263重量份(0.26莫耳份)變更為聚乙二醇「PEG-10000」[三洋化成工業(股份有限公司)製造]359重量份(0.04莫耳份),除此以外,以與製造例3相同之方式獲得聚酯樹脂(A-2)803重量份。
<製造例5聚酯樹脂(A-3)之製造>
將雙酚A之EO 6莫耳加成物「Newpol BPE-60」[三洋化成工業(股份有限公司)製造]492重量份(1莫耳份)、反丁烯二酸(a12)108重量份(0.93莫耳份)及草酸鈦酸鉀3重量份於玻璃反應容器中,一面於230℃減壓至
0.001MPa並將水蒸餾去除,一面使之反應15小時。於反應混合物進而添加聚乙二醇(b12)「PEG-2000」[三洋化成工業(股份有限公司)製造]480重量份(0.24莫耳份),並於150℃、常壓下使之反應2小時,而獲得聚酯樹脂(A-3)1046重量份。
<製造例6聚酯樹脂(A-4)之製造>
將雙酚A之PO 3莫耳加成物「Newpol BP-3P」[三洋化成工業(股份有限公司)製造]402重量份(1莫耳份)、對苯二甲酸(a11)156重量份(0.94莫耳份)及草酸鈦酸鉀3重量份於玻璃反應容器中,一面於230℃減壓至0.001MPa並將水蒸餾去除,一面使之反應15小時。於反應混合物進而添加製造例1之雙酚A之EO 30莫耳加成物(b13)222重量份(0.14莫耳份),並於150℃、常壓下使之反應2小時,而獲得聚酯樹脂(A-4)745重量份。
<製造例7聚酯樹脂(A-5)之製造>
將雙酚A之EO 2莫耳加成物「Newpol BPE-20」[三洋化成工業(股份有限公司)製造]316重量份(1莫耳份)、對苯二甲酸(a11)163重量份(0.98莫耳份)及草酸鈦酸鉀3重量份於玻璃反應容器中,一面於230℃減壓至0.001MPa並將水蒸餾去除,一面使之反應15小時。於反應混合物進而添加聚丙二醇之EO加成物(b14)「Newpol PE-108」[三洋化成工業(股份有限公司)製造]359重量份(0.02莫耳份),並於150℃、常壓下使之反應2小時,而獲得聚酯樹脂(A-5)800重量份。
<製造例8聚酯樹脂(A'-2)之製造>
將製造例2之雙酚A之EO 3莫耳加成物360重量份(1莫耳份)、反丁烯二酸(a12)64重量份(0.56莫耳份)及草酸鈦酸鉀3重量份於玻璃反應
容器中,一面於230℃減壓至0.001MPa並將水蒸餾去除,一面使之反應15小時,而獲得聚酯樹脂(A'-2)404重量份。
<製造例9聚酯樹脂(A'-4)之製造>
將聚乙二醇(b15)「PEG-6000S」[三洋化成工業(股份有限公司)製造]8300重量份(1莫耳份)、對苯二甲酸(a11)166重量份(1莫耳份)及草酸鈦酸鉀3重量份於玻璃反應容器中,一面於230℃減壓至0.001MPa並將水蒸餾去除,一面使之反應15小時,而獲得聚酯樹脂(A'-4)8430重量份。
<製造例10封端異氰酸酯(B-1)之製造>
於具備攪拌機、加熱冷卻裝置及滴液筒之耐壓反應容器中,投入TDI 174重量份(1莫耳份)及甲苯400重量份,並於氮氣置換後密閉。於攪拌下一面以使溫度成為30℃以下之方式進行調整,一面滴加二甲基胺90重量份(2莫耳份)。滴加完畢後,於30℃至40℃之溫度範圍持續攪拌1小時,藉由過濾將甲苯去除,並於室溫下使之乾燥,藉此獲得封端異氰酸酯(B-1)。
<製造例11封端異氰酸酯(B-2)之製造>
於具備攪拌機、滴液漏斗之燒瓶中,添加MDI 250重量份(1莫耳份)及四氫呋喃424重量份,於氮氣環境下,於30℃以下滴加甲基乙基酮肟174重量份(2莫耳份),滴加完畢後,於40℃攪拌3小時,而獲得封端異氰酸酯(B-2)。
表1中揭示聚酯樹脂之HLB、30℃下之黏度、酯基濃度、二醇(b)之種類及每1種二醇之氧乙烯基之平均個數。表1中所記載之各成分及黏度之測定方法如下所述。
聚酯樹脂(A)
(A'-1):聚乙二醇二月桂酸酯「Ionet DL-200」[三洋化成工業(股份有限公司)製造]
(A'-3):聚乳酸「RESOMER R202S」(Aldrich公司製造)
<黏度之測定方法>
利用黏彈性測定裝置(Anton Paar Japan股份有限公司製造之「MCR 302」),於以下之條件測定複數黏度,並讀取於30℃之黏度。
樣品固定夾具:直徑25mm圓盤
間隙間距離:0.25mm
應變:1%
頻率:1Hz
測定溫度:20℃~100℃(升溫速度:5℃/min)
製作具有表2及表3所記載之份數(有效成分換算)之纖維用集束劑組成物。將該纖維用集束劑組成物與水混合,而製作固形物成分濃度1.5重量%之纖維用集束劑組成物水分散液(實施例1~20、比較例1~8),並對乳化穩定性、碳纖維束之集束性、起毛及複合材料之拉伸強度進行評價。再者,實施例及比較例中所使用之各成分如下所述。
反應性化合物(B)
(B-3):經ε-己內醯胺封端之TDI「Desmodur BL 1100/1」Sumika Bayer Urethane(股份有限公司)製造]
(B-4):經甲基乙基酮肟封端之HDI「Sumidur BL 3175」Sumika Bayer Urethane(股份有限公司)製造](濃度:75%)
(B-5):經活性亞甲基封端之HDI「Desmodur BL 3475 BA/SN」Sumika Bayer Urethane(股份有限公司)製造](濃度:75%)
(B-6):經胺封端之HDI「Desmodur BL 3575/1 MPA/SN」Sumika Bayer Urethane(股份有限公司)製造](濃度:75%)
(B-7):3-(3,4-二氯苯基)-1,1-二甲基脲「DCMU」[保土谷化學(股份有限公司)製造]
(B-8):三乙醇胺[東京化成工業(股份有限公司)製造]
(B-9):DBU-辛酸鹽「U-CAT SA102」[San-Apro(股份有限公司)製造]
(B-10):溴化苄基三甲基銨[東京化成工業(股份有限公司)製造]
(B-11):溴化四丁基鏻[東京化成工業(股份有限公司)製造]
(B-12):三苯基膦[東京化成工業(股份有限公司)製造]
樹脂(C)
(C-1):雙酚A之二縮水甘油醚「JER834」[三菱化學(股份有限公司)製造]
(C-2):苯酚酚醛清漆之二縮水甘油醚「JER152」[三菱化學(股份有限公司)製造]
(C-3):N,N,N',N'-四縮水甘油基-4,4'-二胺基二苯基甲烷「Araldite MY721」[Huntsman Advanced Materials公司製造]
(C-4):聚氧伸烷基之二縮水甘油醚「DENACOL EX-946L」[Nagase Chemtex(股份有限公司)製造]
(C-5):胺酯改質環氧樹脂「Adeka Resin EPU-6」[ADEKA股份有限公司製造]
(C-6):烷基單縮水甘油醚「Epolight M-1230」[共榮社化學(股份有限公司)製造]
(C-7):丁二烯-腈橡膠改質環氧樹脂「Epiclon TSR-601」[大日本油墨化學工業(股份有限公司)製造]
界面活性劑(D)
(D-1):苯乙烯化苯酚之環氧丙烷環氧乙烷加成物「Soprophor 796/P」[Solvay Nicca(股份有限公司)製造]
<乳化穩定性之評價>
藉由在攪拌下對纖維用集束劑組成物10g添加40℃之水190g,而製作集束劑稀釋液。將該集束劑稀釋液調溫至40℃,利用均質攪拌機(特殊機
化工業公司製造之TK Robomix)施加8,000rpm、10分鐘之剪切。利用400目之金屬篩網(約10cm×10cm;重量約5g)對其進行過濾,並測定金屬篩網之過濾前後之增加部分重量(g)。增加部分重量越少意味著乳化穩定性越優異。
<集束性之評價>
將未處理碳纖維(纖度800tex,長絲數12,000根)浸漬於固形物成分濃度1.5重量%之纖維用集束劑組成物水分散液(實施例1~20、比較例1~8),而使之含浸集束劑,於120℃進行熱風乾燥3分鐘而製作碳纖維束。
依據JIS L1096-1999 8.19.1 A法(45°懸臂法)對所獲得之碳纖維束之集束性進行評價。數值越大意味著集束性越優異。
<起毛之測定>
將直徑2mm之經鍍鉻之不鏽鋼棒以15mm間隔,且以碳纖維束以120°之接觸角與其表面接觸並且通過其表面之方式錯開地配置5根。於該不鏽鋼棒間錯開地架設碳纖維束,並施加1kg重之張力。於捲取輥正前方利用2片施加有1kg重之荷重之10cm×10cm之胺酯泡沫體夾住碳纖維束,並以1m/min之速度進行5分鐘摩擦。測定其間附著於胺酯泡沫體之絨毛之重量。數值越小,意味著纖維束之起毛越得到抑制,絨毛特性越優異。
<拉伸強度之測定>
將基質樹脂(混合有雙酚A型環氧樹脂「JER828」[Japan Epoxy Resin股份有限公司製造]100重量份、BF3單乙基胺鹽3重量份者)較薄地均勻地塗佈於脫模紙上而製作熱熔片。將上漿處理後之碳纖維束並列地拉齊,配置於該基質樹脂上,並含浸基質樹脂,藉此製作基質樹脂含有率約35質量
%、纖維單位面積重量195g/m2之預浸體。
對於所獲得之預浸體,將碳纖維束之朝向沿一方向對齊並進行積層,使用高壓釜進行加熱、加壓硬化(於壓力0.59MPa下,以15℃/min之升溫速度自室溫升溫至180℃,並保持2小時),而製作厚度1mm之硬化板(碳纖維強化複合材料)。繼而,自所獲得之硬化板切下長度230mm、寬度12.5mm之試片,依據JIS K7073對該試片測定0°拉伸強度。
拉伸試驗機之拉伸速度設為13mm/min,測定次數設為n=5,由各測定值算出平均值,設為各例之拉伸強度。
由表2及表3可知,利用本發明之纖維用集束劑組成物(實
施例1~20)進行處理而獲得之纖維束顯示出優異之乳化穩定性、集束性及絨毛特性。進而,由上述纖維束與基質樹脂獲得之複合材料之拉伸強度優異。如比較例1及2所示,不含聚酯樹脂(A)或反應性化合物(B)之任一者之纖維用集束劑組成物雖然集束性充分,但拉伸強度較低。如比較例2所示,於不含聚酯樹脂之情形時,乳化穩定性及絨毛特性不足。如比較例3~6所示,於聚酯樹脂之黏度過低之情形時或過高之情形時,雖然亦存在賦予優異之乳化穩定性之集束劑,但抑制起毛及拉伸強度不充分。如比較例7及8所示,於不含聚酯樹脂(A)及反應性化合物(B)之任一者之情形時,雖然亦存在賦予優異之拉伸強度之集束劑,但無法同時實現集束性與拉伸強度。又,比較例7及8之乳化穩定性及起毛惡化。
將由使用本發明之纖維用集束劑組成物製造之纖維束、與基質樹脂所獲得之複合中間體成形而成之纖維強化複合材料可適宜地用作各種土木、建築用材料、運輸機用材料、運動用品材料及發電裝置用材料等。
Claims (12)
- 一種纖維用集束劑組成物,其含有聚酯樹脂(A)及反應性化合物(B),且進而含有上述聚酯樹脂(A)以外之樹脂(C),並且聚酯樹脂(A)係HLB為4~18、於30℃之黏度為10~1,000,000Pa‧s之聚酯樹脂,HLB係藉由格里芬(Griffin)之方法而求出之值,反應性化合物(B)為封端異氰酸酯,上述封端異氰酸酯之封端化劑為胺,纖維用集束劑組成物中之聚酯樹脂(A)與反應性化合物(B)之重量比[(A)/(B)]為99.9/0.1~10/90,且樹脂(C)為選自由上述聚酯樹脂(A)以外之聚酯樹脂、環氧樹脂、聚胺酯樹脂(polyurethane resin)、(甲基)丙烯酸酯樹脂、不飽和聚酯樹脂及聚醯胺樹脂所組成之群中之至少1種,樹脂(C)之含量基於纖維用集束劑組成物之合計重量,為1~90重量%。
- 如申請專利範圍第1項之纖維用集束劑組成物,其中,上述聚酯樹脂(A)中之酯基濃度基於上述聚酯樹脂(A)之重量,為10mmol/g以下。
- 如申請專利範圍第1或2項之纖維用集束劑組成物,其中,上述聚酯樹脂(A)為二羧酸(a1)及/或二羧酸之酸酐(a2)、與二醇(b)之縮聚合物。
- 如申請專利範圍第3項之纖維用集束劑組成物,其中,上述二醇(b) 中之至少1種為具有平均5~200個氧乙烯基之二醇(b1)。
- 如申請專利範圍第4項之纖維用集束劑組成物,其中,上述二醇(b1)為雙酚A之環氧乙烷加成物及/或乙二醇之環氧乙烷加成物。
- 如申請專利範圍第1或2項之纖維用集束劑組成物,其中,上述封端異氰酸酯之封端化劑為二甲基胺。
- 如申請專利範圍第1或2項之纖維用集束劑組成物,其進而含有界面活性劑(D),界面活性劑(D)為選自由非離子界面活性劑、陰離子界面活性劑、陽離子界面活性劑及兩性界面活性劑所組成之群中之至少1種。
- 一種纖維用集束劑分散體,係使申請專利範圍第1至7項中任一項之纖維用集束劑組成物分散於水或有機溶劑而成。
- 一種纖維用集束劑溶液,係使申請專利範圍第1至7項中任一項之纖維用集束劑組成物溶解於水或有機溶劑而成。
- 一種纖維束之製造方法,係利用申請專利範圍第8項之纖維用集束劑分散體或申請專利範圍第9項之纖維用集束劑溶液,對選自由碳纖維、玻璃纖維、聚芳醯胺纖維、陶瓷纖維、金屬纖維、礦物纖維及礦渣纖維(slag fiber)所組成之群中之至少1種纖維進行處理而獲得纖維束。
- 一種複合中間體,係由經申請專利範圍第10項之製造方法獲得之纖維束與基質樹脂而獲得。
- 一種纖維強化複合材料,係將申請專利範圍第11項之複合中間體成形而成。
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