JP2005023499A - Polyester fiber excellent in light-fastness - Google Patents
Polyester fiber excellent in light-fastness Download PDFInfo
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- JP2005023499A JP2005023499A JP2003270286A JP2003270286A JP2005023499A JP 2005023499 A JP2005023499 A JP 2005023499A JP 2003270286 A JP2003270286 A JP 2003270286A JP 2003270286 A JP2003270286 A JP 2003270286A JP 2005023499 A JP2005023499 A JP 2005023499A
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- 239000000835 fiber Substances 0.000 title claims abstract description 39
- 229920000728 polyester Polymers 0.000 title claims abstract description 27
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 22
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 18
- 150000001412 amines Chemical class 0.000 claims abstract description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000011593 sulfur Substances 0.000 claims abstract description 8
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000004611 light stabiliser Substances 0.000 claims description 11
- 239000002530 phenolic antioxidant Substances 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 4
- 239000012770 industrial material Substances 0.000 abstract description 6
- 230000007423 decrease Effects 0.000 abstract description 4
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 230000003287 optical effect Effects 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 17
- -1 polyethylene terephthalate Polymers 0.000 description 17
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 229920001515 polyalkylene glycol Polymers 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000009987 spinning Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000156978 Erebia Species 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 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 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 238000012805 post-processing Methods 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- UFLXKQBCEYNCDU-UHFFFAOYSA-N (2,2,6,6-tetramethylpiperidin-4-yl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CC(C)(C)NC(C)(C)C1 UFLXKQBCEYNCDU-UHFFFAOYSA-N 0.000 description 1
- AICVNPFGQRNUCD-UHFFFAOYSA-N (3-dodecanoyloxy-2,2-dimethylpropyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCCCC AICVNPFGQRNUCD-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- RLHGFJMGWQXPBW-UHFFFAOYSA-N 2-hydroxy-3-(1h-imidazol-5-ylmethyl)benzamide Chemical compound NC(=O)C1=CC=CC(CC=2NC=NC=2)=C1O RLHGFJMGWQXPBW-UHFFFAOYSA-N 0.000 description 1
- ZAAQJFLUOUQAOG-UHFFFAOYSA-N 4-benzyl-2,6-ditert-butylphenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=CC=CC=2)=C1 ZAAQJFLUOUQAOG-UHFFFAOYSA-N 0.000 description 1
- SJIDAAGFCNIAJP-UHFFFAOYSA-N 6-methylheptyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCC(C)C SJIDAAGFCNIAJP-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- OXPCWUWUWIWSGI-MSUUIHNZSA-N Lauryl oleate Chemical compound CCCCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC OXPCWUWUWIWSGI-MSUUIHNZSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 125000005599 alkyl carboxylate group Chemical group 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 229940064004 antiseptic throat preparations Drugs 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 1
- ZDWGXBPVPXVXMQ-UHFFFAOYSA-N bis(2-ethylhexyl) nonanedioate Chemical compound CCCCC(CC)COC(=O)CCCCCCCC(=O)OCC(CC)CCCC ZDWGXBPVPXVXMQ-UHFFFAOYSA-N 0.000 description 1
- QZULIRBSQUIUTA-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hexanedioate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCC\C=C/CCCCCCCC QZULIRBSQUIUTA-CLFAGFIQSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 210000001217 buttock Anatomy 0.000 description 1
- 238000006388 chemical passivation reaction Methods 0.000 description 1
- KBODESQIOVVMAI-UHFFFAOYSA-N decyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCC KBODESQIOVVMAI-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- BARWIPMJPCRCTP-UHFFFAOYSA-N oleic acid oleyl ester Natural products CCCCCCCCC=CCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC BARWIPMJPCRCTP-UHFFFAOYSA-N 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920000874 polytetramethylene terephthalate Polymers 0.000 description 1
- 229920002215 polytrimethylene terephthalate Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 1
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 description 1
Abstract
Description
本発明は、特定の処理剤が付与されてなる耐光性に優れたポリエステル繊維に関する。さらに詳しくは、耐光性に優れた産業資材用として特に好適なポリエステル繊維に関するものである。 The present invention relates to a polyester fiber excellent in light resistance to which a specific treatment agent is applied. More specifically, the present invention relates to a polyester fiber particularly suitable for industrial materials having excellent light resistance.
ポリエステル繊維は、その優れた力学的特性を生かして各種分野に使用されている。特に産業資材用途においては、高強力、寸法安定性に優れていることから、自動車関連などの産業資材用途等に広く使用されている。なかでも自動車用シートベルト素材用については、ポリアミド繊維に比べて耐光性が格段に優れていることから多く使用されている。 Polyester fibers are used in various fields by taking advantage of their excellent mechanical properties. Particularly in industrial materials, it is widely used for industrial materials such as automobiles because of its high strength and excellent dimensional stability. Among them, for automobile seat belt materials, they are often used because of their outstanding light resistance compared to polyamide fibers.
しかしながら、このようなポリエステル繊維でも長期間日光に曝されると、強力低下を招き、耐光性のさらなる向上が望まれている。 However, even when such a polyester fiber is exposed to sunlight for a long period of time, the strength is reduced, and further improvement in light resistance is desired.
従来、ポリエステル繊維の耐光性を改善する方法としては、ポリマー中に酸化防止剤や紫外線吸収剤を添加する方法が各種提案されているが、製糸性が低下して毛羽が多発したり強伸度が低下したりするという問題がある。さらには、十分な耐光性を維持するためにはその添加量を多くする必要があり、添加剤が繊維表面にブリードアウトしやすくなるだけでなく、コスト面でも問題がある。 Conventionally, as a method for improving the light resistance of polyester fiber, various methods of adding an antioxidant or an ultraviolet absorber to the polymer have been proposed. There is a problem that decreases. Furthermore, in order to maintain sufficient light resistance, it is necessary to increase the amount thereof, which not only facilitates bleeding of the additive to the fiber surface, but also has a problem in terms of cost.
このような問題を解消する方法として、ポリエステル繊維表面に付与される製糸油剤の耐光性を改善する方法が開示されている。例えば特開平2−175966号公報には、分岐鎖を有する長鎖の脂肪族アルコールと脂肪酸とからなるモノエステル化合物とエチレンオキサイド付加ノニオン活性剤を含有する油剤を付与することにより、光による強力劣化を防止する方法が提案されている。しかし、かかる方法で得られる繊維は、高密度織物とした場合にその繊維強力利用率が低下するため、製品強力の低下が大きいという問題がある。また特開平7−102477号公報には、ポリエステル繊維表面にフェノール系、リン酸系、アミン系の一種以上の酸化防止剤と紫外線吸収剤とが配合された紡糸油剤を付与する方法が提案されている。確かに、この方法によれば耐光性が向上して強力劣化が抑制されるものの、十分なレベルではなくさらなる改善が望まれている。
本発明は、上記従来技術を背景になされたもので、その目的は、日光に長時間暴露されても強度の低下が少ない、産業資材用として好適なポリエステル繊維を提供することにある。 The present invention has been made against the background of the above prior art, and an object of the present invention is to provide a polyester fiber suitable as an industrial material that has little decrease in strength even when exposed to sunlight for a long time.
本発明者は、上記課題を達成するために鋭意検討した結果、特定の酸化防止剤と光安定剤とを併有する処理剤を付与すれば、耐光性が著しく改善されたポリエステル繊維が得られることを見出し本発明に到達した。 As a result of intensive studies to achieve the above problems, the present inventor can obtain a polyester fiber with significantly improved light resistance if a treatment agent having both a specific antioxidant and a light stabilizer is added. And reached the present invention.
かくして、本発明によれば、繊維表面に、フェノール系酸化防止剤、硫黄系酸化防止剤およびヒンダードアミン系光安定剤をそれぞれ0.2〜3重量%含有する処理剤が付与されてなる耐光性に優れたポリエステル繊維が提供される。 Thus, according to the present invention, the fiber surface is provided with a light resistance obtained by adding a treatment agent containing 0.2 to 3% by weight of a phenol-based antioxidant, a sulfur-based antioxidant, and a hindered amine-based light stabilizer, respectively. Excellent polyester fibers are provided.
本発明におけるポリエステル繊維は、エステル結合を介して繰り返し単位が多数配列した線状高分子からなる繊維で、例えばポリエチレンテレフタレート、ポリトリメチレンテレフタレート、ポリテトラメチレンテレフタレート、ポリシクロヘキサンジメチレンテレフタレート、ポリエチレン−2,6−ナフタレンジカルボキシレート、さらにはこれらのポリエステルにイソフタル酸、アジピン酸、セバシン酸、エチレングリコール、ジエチレングリコール、ネオペンチルグリコール、ビスフェノールA等の第3成分が少量、例えば10モル%以下共重合されたコポリエステルからなる繊維を例示することができるが、これらに限定されるものではない。なかでも、ポリエチレンテレフタレート繊維および第3成分が少量共重合されたポリエチレンテレフタレート系ポリエステル繊維が好ましい。 The polyester fiber in the present invention is a fiber made of a linear polymer in which a large number of repeating units are arranged through ester bonds. For example, polyethylene terephthalate, polytrimethylene terephthalate, polytetramethylene terephthalate, polycyclohexanedimethylene terephthalate, polyethylene-2. , 6-Naphthalenedicarboxylate, and these polyesters are copolymerized with a small amount of a third component such as isophthalic acid, adipic acid, sebacic acid, ethylene glycol, diethylene glycol, neopentyl glycol, bisphenol A, for example, 10 mol% or less. However, the present invention is not limited to these. Of these, polyethylene terephthalate-based polyester fibers obtained by copolymerizing a small amount of polyethylene terephthalate fibers and the third component are preferable.
上記のポリエステル繊維表面に付与される処理剤(以下油剤と称することがある)の成分としては、従来公知のポリエステル繊維用油剤成分を適用することができる。 As a component of the treatment agent (hereinafter sometimes referred to as an oil agent) applied to the surface of the polyester fiber, a conventionally known oil agent component for polyester fiber can be applied.
先ず糸と各種糸導の摩擦抵抗を下げるための平滑剤としては、分子量が350〜700の各種エステル化合物を適宜採用することができ、例えばラウリルオレート、イソオクチルステアレート、ブチルステアレート、イソトリデシルステアレート、オレイルオレート、イソエイコシルイソステアレート等の脂肪族モノカルボン酸と脂肪族1価アルコールとのエステル化合物、ネオペンチルグリコールジラウレート、1,6−ヘキサンジオールジオレート、トリメチロールプロパントリヘラルゴネート等の脂肪族モノカルボン酸と脂肪族多価アルコールとの完全エステル化合物、ビス(2−エチルヘキシル)アゼレート、ジオレイルアジペート等の脂肪族ポリカルボン酸と脂肪族1価アルコールとの完全エステル化合物等を挙げることができる。 First, as a smoothing agent for reducing the frictional resistance between the yarn and various yarn guides, various ester compounds having a molecular weight of 350 to 700 can be appropriately employed. For example, lauryl oleate, isooctyl stearate, butyl stearate, isotriol. Ester compounds of aliphatic monocarboxylic acids and aliphatic monohydric alcohols such as decyl stearate, oleyl oleate, isoeicosyl isostearate, neopentyl glycol dilaurate, 1,6-hexanediol diolate, trimethylolpropane triheralgo Complete ester compounds of aliphatic monocarboxylic acids and aliphatic polyhydric alcohols such as nates, complete ester compounds of aliphatic polycarboxylic acids and aliphatic monohydric alcohols such as bis (2-ethylhexyl) azelate and dioleyl adipate, etc. Can mention
また、上記エステル化合物を水系エマルジョンにするための乳化剤としては、通常、非イオン界面活性剤が用いられる。具体的には、ポリアルキレングリコールアルキルエーテル、ポリアルキレングリコールアリールエーテル、部分エステル多価アルコールのアルキレンオキサイド付加物などを挙げることができる。なかでも、ポリアルキレングリコールアルキルエーテルが好ましい。 Moreover, a nonionic surfactant is usually used as an emulsifier for making the ester compound into an aqueous emulsion. Specific examples include polyalkylene glycol alkyl ethers, polyalkylene glycol aryl ethers, and alkylene oxide adducts of partially ester polyhydric alcohols. Of these, polyalkylene glycol alkyl ether is preferable.
また、主に制電性向上のためにアニオン系界面活性剤が用いられる。例えばアルキルスルホネート塩、アルキルホスフェート塩、ポリアルキレングリコールアルキルエーテルホスフェート塩、アルキルカルボン酸塩、アルキルサルフェート塩などを挙げることができる。 An anionic surfactant is mainly used to improve antistatic properties. For example, alkyl sulfonate salt, alkyl phosphate salt, polyalkylene glycol alkyl ether phosphate salt, alkyl carboxylate salt, alkyl sulfate salt and the like can be mentioned.
本発明で用いられる処理剤は、上記の処理剤成分の他にフェノール系酸化防止剤および硫黄系酸化防止剤の両者を含有していることが重要である。これらの酸化防止剤の単独使用であったり他の酸化防止剤の使用、例えばリン酸系やアミン系の酸化防止剤の併用では酸化抑制効果が不十分となるので好ましくない。すなわち、フェノール系酸化防止剤と硫黄系酸化防止剤とを併用することにより、酸化抑制効果が相乗的に向上する。 It is important that the treating agent used in the present invention contains both a phenolic antioxidant and a sulfurous antioxidant in addition to the above treating agent components. The use of these antioxidants alone or the use of other antioxidants, such as the combined use of phosphoric acid-based or amine-based antioxidants, is not preferable because the effect of inhibiting oxidation becomes insufficient. That is, the combined use of a phenolic antioxidant and a sulfurous antioxidant synergistically improves the oxidation inhibition effect.
フェノール系酸化防止剤としては、モノフェノール系、ビスフェノール系、高分子型フェノール系(フェノール系官能基が3個以上有するもの)のいずれのタイプでもよいが、特に高分子型フェノール系酸化防止剤が好ましい。具体的な化合物としては、1,1,3−トリス(2−メチル−4−ヒドロキシ−5−t−ブチルフェニル)ブタン(商標名としては旭電化製のアデカスタブAO−30)、1,3,5−トリメチル−2,4,6−トリス(3,5−ジ−t−ブチル−4−ヒドロキシベンジル)ベンゼン(商標名としては旭電化製のアデカスタブAO−330)、1,3,5−トリス(3’,5’ジ−t−ブチル−4−ヒドロキシベンジル)−S−トリアジン−2,4,6−(1H,3H,5H)トリオン(商標名としては旭電化製のアデカスタブAO−20)を例示することができる。 The phenolic antioxidant may be any type of monophenolic, bisphenolic, and polymeric phenolic (having three or more phenolic functional groups), but in particular, the polymeric phenolic antioxidant is preferable. Specific examples of the compound include 1,1,3-tris (2-methyl-4-hydroxy-5-t-butylphenyl) butane (trade name, ADK STAB AO-30 manufactured by Asahi Denka), 5-trimethyl-2,4,6-tris (3,5-di-t-butyl-4-hydroxybenzyl) benzene (trade name is ADK STAB AO-330 manufactured by Asahi Denka), 1,3,5-tris (3 ′, 5′di-t-butyl-4-hydroxybenzyl) -S-triazine-2,4,6- (1H, 3H, 5H) trione (trade name, ADK STAB AO-20 manufactured by Asahi Denka) Can be illustrated.
一方硫黄系酸化防止剤としては、ペンタエリスリトールテトララウリルチオプロピオネート(商標名としてはアデカ・アーガス化学製のマークAO−412S)、ジステアリル3,3’−チオジプロピオネート(商標名としては住友化学製のスミライザーTPS)を例示することができる。 On the other hand, as the sulfur-based antioxidant, pentaerythritol tetralauryl thiopropionate (trade name: Mark AO-412S manufactured by Adeka Argus Chemical), distearyl 3,3′-thiodipropionate (trade name: Sumitomo Chemical's Sumitizer TPS) can be exemplified.
本発明で用いられる処理剤は、上記に加えてヒンダードアミン系光安定剤を含有していることが重要である。該光安定剤を併用することにより、光による繊維の強力劣化が著しく抑制される。好ましく用いられるヒンダードアミン系光安定剤としては、例えば、商標名としては旭電化製のアデカスタブLA−77、アデカスタブLA−57、アデカスタブLA−67、アデカスタブLA−68、アデカスタブLA−87などをあげることができる。なかでも高分子型のアデカスタブLA−57およびアデカスタブ同LA−67が好ましい。 It is important that the treating agent used in the present invention contains a hindered amine light stabilizer in addition to the above. By using the light stabilizer in combination, the strong deterioration of the fiber due to light is remarkably suppressed. Examples of the hindered amine light stabilizer preferably used include, as trade names, ADK STAB LA-77, ADK STAB LA-57, ADK STAB LA-67, ADK STAB LA-68, ADK STAB LA-87, and the like manufactured by Asahi Denka. it can. Of these, polymer type ADK STAB LA-57 and ADK STAB LA-67 are preferable.
上記のフェノール系酸化防止剤、硫黄系酸化防止剤およびヒンダードアミン計光安定剤の処理剤中の含有量は、それぞれ0.2〜3重量%の範囲、特に0.5〜2重量%の範囲である必要がある。いずれかの含有量が0.2重量%未満の場合には、本発明の目的とする効果が不十分となり、一方、3重量%を超える場合には、処理剤の平滑性が悪くなるため、製糸工程および得られた繊維の後加工工程で工程安定性が低下するので好ましくない。なお、フェノール系酸化防止剤、硫黄系酸化防止剤およびヒンダードアミン系光安定剤の合計の含有量は5重量%未満であることが好ましい。該合計の含有量が5重量%を超える場合には、処理剤の平滑性が低下するだけでなく、製糸や後加工での加工性が低下しやすい。 The content of the above-mentioned phenolic antioxidant, sulfur-based antioxidant and hindered amine meter light stabilizer in the processing agent is in the range of 0.2 to 3% by weight, particularly in the range of 0.5 to 2% by weight. There must be. If any content is less than 0.2% by weight, the intended effect of the present invention is insufficient. On the other hand, if it exceeds 3% by weight, the smoothness of the treatment agent is deteriorated. It is not preferable because the process stability is lowered in the spinning process and the post-processing process of the obtained fiber. The total content of the phenol-based antioxidant, the sulfur-based antioxidant and the hindered amine light stabilizer is preferably less than 5% by weight. When the total content exceeds 5% by weight, not only the smoothness of the treatment agent is lowered, but also the workability in yarn production and post-processing tends to be lowered.
なお、以上に説明した本発明の処理剤には、上記の各種成分の他に、本発明の効果を阻害しない範囲内で、従来から使用されているシリコーン、フッソ化合物、乳化調整剤、防腐等の成分を配合してもよい。 In addition to the above-mentioned various components, the treatment agent of the present invention described above includes conventionally used silicones, fluorine compounds, emulsification regulators, antiseptics, etc., as long as the effects of the present invention are not impaired. These ingredients may be blended.
本発明のポリエステル繊維は、上記の処理剤が付与されてなるものであるが、その付与の方法は特に限定されず、従来公知の方法で付与すればよい。例えば、紡糸油剤としてポリエステルの製造工程中で、例えば処理剤成分を3〜15重量%含有する水性エマルジョンとして未延伸ポリエステル繊維に付与するのが適当である。この際、付与する方法としては、オイリングローラー方式、ノズルを用いる方式等、従来採用されているいずれの方法であってよい。付与量も、通常の紡糸油剤付与量と同じでよく、繊維重量に対して0.2〜2.0重量%、好ましくは0.3〜1.5重量%の範囲とすればよい。 The polyester fiber of the present invention is provided with the above-mentioned treatment agent, but the method of applying the polyester fiber is not particularly limited, and may be applied by a conventionally known method. For example, it is appropriate to apply to the unstretched polyester fiber as an aqueous emulsion containing 3 to 15% by weight of the treating agent component in the production process of polyester as a spinning oil. At this time, as a method of applying, any method conventionally employed such as an oiling roller method or a method using a nozzle may be used. The applied amount may be the same as the applied amount of the usual spinning oil, and may be 0.2 to 2.0% by weight, preferably 0.3 to 1.5% by weight, based on the fiber weight.
以下、実施例をあげて本発明をさらに具体的に説明する。なお、実施例中における物性値は下記の方法で測定した。 Hereinafter, the present invention will be described more specifically with reference to examples. In addition, the physical-property value in an Example was measured with the following method.
(1)耐光試験後の強力保持率
JIS B 7751に準拠し、紫外線カーボンアーク灯式耐光試験機を用い、83℃で100時間照射後の繊維強力を測定し、照射前の強力で除したものを強力保持率(%)とした。
(1) Strength retention after light resistance test According to JIS B 7751, fiber strength after irradiation for 100 hours at 83 ° C was measured using an ultraviolet carbon arc lamp light resistance tester, and divided by the strength before irradiation. Was a strong retention rate (%).
[実施例]
固有粘度[IV]が0.93のポリエチレンテレフタレートを溶融吐出して120フィラメントの糸条となし、この糸条の固化後、オイリングローラーを介して、表1に記載の処理剤エマルジョンを処理剤純分にして、糸重量に対して0.5重量%となるように付与し、さらに延伸熱セットして、1390dtex/120fの延伸糸を得た。得られた延伸糸を筒編みにし、紫外線カーボンアーク灯式耐光試験を実施して強力保持率(%)を求めた。結果を表1にあわせて示す。
[Example]
Polyethylene terephthalate having an intrinsic viscosity [IV] of 0.93 is melted and discharged to form a 120 filament yarn. After solidifying this yarn, the treatment agent emulsion shown in Table 1 is treated with a pure treatment agent through an oiling roller. To give 0.5% by weight with respect to the yarn weight, and further set by drawing heat to obtain a drawn yarn of 1390 dtex / 120f. The drawn yarn obtained was knitted into a cylinder and subjected to an ultraviolet carbon arc lamp type light resistance test to determine the strength retention (%). The results are shown in Table 1.
・旭電化製のアデカスタブAO−30 ;フェノール系酸化防止剤
〔1,1,3−トリス(2−メチル−4−ヒドロキシ−5−t−ブチルフェニル)ブタン〕
・アデカ・アーガス化学製のマークAO412S ;硫黄系酸化防止剤
〔ペンタエリスリトールテトララウリルチオプロピオネート〕
・旭電化製のアデカスタブTPP ;リン系酸化防止剤
〔トリフェニルホスファイト〕
・旭電化製のアデカスタブLA−57 ;光安定剤
〔1,2,3,4−ブタンテトラカルボン酸の2,2,6,6−テトラメチル−4−ピペリジルエステル〕
・旭電化製のアデカスタブLA−32 ;紫外線吸収剤
〔2−(2−ヒドロキシ−5−メチルフェニル)ベンゾトリアゾール〕
Adeka Stub AO-30 manufactured by Asahi Denka; phenolic antioxidant [1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane]
Mark AO412S manufactured by Adeka Argus Chemical; sulfur antioxidant (pentaerythritol tetralauryl thiopropionate)
・ Adekastab TPP manufactured by Asahi Denka; Phosphorus antioxidant (triphenyl phosphite)
・ Adeka Stub LA-57 manufactured by Asahi Denka; light stabilizer [2,2,6,6-tetramethyl-4-piperidyl ester of 1,2,3,4-butanetetracarboxylic acid]
Adeka Stub LA-32 manufactured by Asahi Denka; UV absorber [2- (2-hydroxy-5-methylphenyl) benzotriazole]
以上に説明した本発明のポリエステル繊維は、その繊維表面に特定量のフェノール系酸化防止剤、硫黄系酸化防止剤およびヒンダードアミン系光安定剤を併有する処理剤が付着しているので、耐光性が著しく改良され、長期間光に暴露されてもその強力保持率が良好である。したがって、耐光性の要求される産業資材用として、例えばシートベルトや建築資材用途に好適に使用することができる。 The polyester fiber of the present invention described above has a light resistance because a treatment agent having a specific amount of a phenolic antioxidant, a sulfurous antioxidant and a hindered amine light stabilizer is attached to the fiber surface. Remarkably improved, its strength retention is good even when exposed to light for a long time. Therefore, it can be used suitably for an industrial material requiring light resistance, for example, for a seat belt or a building material.
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Cited By (4)
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JP2011502107A (en) * | 2007-10-09 | 2011-01-20 | ビーエーエスエフ ソシエタス・ヨーロピア | Body care and household products and compositions containing certain sulfur-containing compounds |
JP5500745B1 (en) * | 2013-08-19 | 2014-05-21 | 竹本油脂株式会社 | Synthetic fiber treatment agent, synthetic fiber treatment method and synthetic fiber |
KR101403390B1 (en) * | 2011-12-28 | 2014-06-03 | 제일모직주식회사 | Polyester Resin Composition Having Good Initial Reflectance and Yellowing resistance in High Temperature condition and High Temperature/Humidity condition |
JP7333668B1 (en) | 2022-10-05 | 2023-08-25 | 竹本油脂株式会社 | Synthetic fiber treatment agent and synthetic fiber |
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JPH08218273A (en) * | 1995-02-14 | 1996-08-27 | Asahi Denka Kogyo Kk | Dyed polyester textile material with improved weatherability |
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JP2003147677A (en) * | 2001-11-06 | 2003-05-21 | Toray Ind Inc | Resin-finished fabric |
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JPH07102477A (en) * | 1993-10-01 | 1995-04-18 | Toyobo Co Ltd | Light-resistant polyester fiber |
JPH08218273A (en) * | 1995-02-14 | 1996-08-27 | Asahi Denka Kogyo Kk | Dyed polyester textile material with improved weatherability |
JPH09188968A (en) * | 1995-12-28 | 1997-07-22 | Matsumoto Yushi Seiyaku Co Ltd | Synthetic fiber-treating agent and production of synthetic fiber added with the same |
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JP2011502107A (en) * | 2007-10-09 | 2011-01-20 | ビーエーエスエフ ソシエタス・ヨーロピア | Body care and household products and compositions containing certain sulfur-containing compounds |
JP2015042657A (en) * | 2007-10-09 | 2015-03-05 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | Body care and household products and compositions comprising specific sulfur-containing compounds |
KR101403390B1 (en) * | 2011-12-28 | 2014-06-03 | 제일모직주식회사 | Polyester Resin Composition Having Good Initial Reflectance and Yellowing resistance in High Temperature condition and High Temperature/Humidity condition |
JP5500745B1 (en) * | 2013-08-19 | 2014-05-21 | 竹本油脂株式会社 | Synthetic fiber treatment agent, synthetic fiber treatment method and synthetic fiber |
JP7333668B1 (en) | 2022-10-05 | 2023-08-25 | 竹本油脂株式会社 | Synthetic fiber treatment agent and synthetic fiber |
WO2024075754A1 (en) * | 2022-10-05 | 2024-04-11 | 竹本油脂株式会社 | Synthetic fiber treatment agent and synthetic fiber |
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