JP2010111739A - 難燃性ポリ乳酸樹脂組成物 - Google Patents
難燃性ポリ乳酸樹脂組成物 Download PDFInfo
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- JP2010111739A JP2010111739A JP2008284343A JP2008284343A JP2010111739A JP 2010111739 A JP2010111739 A JP 2010111739A JP 2008284343 A JP2008284343 A JP 2008284343A JP 2008284343 A JP2008284343 A JP 2008284343A JP 2010111739 A JP2010111739 A JP 2010111739A
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- Prior art keywords
- component
- polylactic acid
- acid resin
- weight
- resin
- Prior art date
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- 229920000747 poly(lactic acid) Polymers 0.000 title claims abstract description 128
- 239000004626 polylactic acid Substances 0.000 title claims abstract description 127
- 239000011342 resin composition Substances 0.000 title claims abstract description 57
- 239000003063 flame retardant Substances 0.000 title claims abstract description 44
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 36
- 229920005989 resin Polymers 0.000 claims abstract description 140
- 239000011347 resin Substances 0.000 claims abstract description 140
- 229910052751 metal Inorganic materials 0.000 claims abstract description 35
- 239000002184 metal Substances 0.000 claims abstract description 35
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 22
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000011574 phosphorus Substances 0.000 claims abstract description 20
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 13
- 229910001463 metal phosphate Inorganic materials 0.000 claims abstract description 5
- -1 carbodiimide compound Chemical class 0.000 claims description 89
- 238000000034 method Methods 0.000 claims description 77
- 150000001875 compounds Chemical class 0.000 claims description 47
- 238000002844 melting Methods 0.000 claims description 42
- 230000008018 melting Effects 0.000 claims description 42
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 claims description 36
- 229940022769 d- lactic acid Drugs 0.000 claims description 25
- 229920001432 poly(L-lactide) Polymers 0.000 claims description 25
- 150000003839 salts Chemical class 0.000 claims description 25
- 229910019142 PO4 Inorganic materials 0.000 claims description 22
- 239000010452 phosphate Substances 0.000 claims description 22
- 239000011256 inorganic filler Substances 0.000 claims description 17
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 17
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical group C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims description 14
- HJJOHHHEKFECQI-UHFFFAOYSA-N aluminum;phosphite Chemical compound [Al+3].[O-]P([O-])[O-] HJJOHHHEKFECQI-UHFFFAOYSA-N 0.000 claims description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 239000004593 Epoxy Substances 0.000 claims description 9
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- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 230000000630 rising effect Effects 0.000 claims description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 239000004114 Ammonium polyphosphate Substances 0.000 claims description 3
- 235000019826 ammonium polyphosphate Nutrition 0.000 claims description 3
- 229920001276 ammonium polyphosphate Polymers 0.000 claims description 3
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
- BVMWIXWOIGJRGE-UHFFFAOYSA-N NP(O)=O Chemical compound NP(O)=O BVMWIXWOIGJRGE-UHFFFAOYSA-N 0.000 claims description 2
- ZSTLPJLUQNQBDQ-UHFFFAOYSA-N azanylidyne(dihydroxy)-$l^{5}-phosphane Chemical compound OP(O)#N ZSTLPJLUQNQBDQ-UHFFFAOYSA-N 0.000 claims description 2
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
- 239000002028 Biomass Substances 0.000 abstract description 8
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- 125000004122 cyclic group Chemical group 0.000 abstract description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 59
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- 235000021317 phosphate Nutrition 0.000 description 21
- 239000002904 solvent Substances 0.000 description 20
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 19
- 239000002245 particle Substances 0.000 description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 18
- 238000010438 heat treatment Methods 0.000 description 16
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- 230000000694 effects Effects 0.000 description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical group OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
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- 239000000843 powder Substances 0.000 description 10
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 10
- 229910052623 talc Inorganic materials 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 9
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- 239000000454 talc Substances 0.000 description 9
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000002131 composite material Substances 0.000 description 8
- 238000006482 condensation reaction Methods 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 150000008065 acid anhydrides Chemical class 0.000 description 7
- 239000003963 antioxidant agent Substances 0.000 description 7
- 235000006708 antioxidants Nutrition 0.000 description 7
- 230000009477 glass transition Effects 0.000 description 7
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 7
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 6
- 229930182843 D-Lactic acid Natural products 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000005977 Ethylene Substances 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000006096 absorbing agent Substances 0.000 description 6
- 238000007259 addition reaction Methods 0.000 description 6
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- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 5
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- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
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- 230000000996 additive effect Effects 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 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 5
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- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 4
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
【解決手段】ポリ乳酸樹脂(A成分)100重量部に対し、アルミニウムを含有するリン酸金属塩または亜リン酸金属塩(B−1成分)5〜45重量部およびB−1成分以外のリン系難燃剤(B−2成分)5〜45重量部を含有する難燃性ポリ乳酸樹脂組成物。
【選択図】なし
Description
しかしながら、ポリ乳酸は、その耐熱性や難燃性の不足から、エンジニアリングプラスチックに代表されるPBTやPETなどが使われる耐熱要求の高い電気・電子用途への展開が進んでいない。
優れた樹脂組成物であり、高い耐熱性の要求される用途に適したものである。
本発明で用いる(A成分)は、ポリ乳酸樹脂であれば、主としてL−乳酸単位からなるポリ−L乳酸、主としてD−乳酸単位からなるポリ−D乳酸、またはその混合物の何れを用いてもよい。
かかる観点より、リン酸エステル金属塩の適用量は、より好ましくは0.02〜1重量部、さらに好ましくは0.03〜1重量部に範囲が選択される。
<B−1成分>
本発明で使用するアルミニウムを含有するリン酸金属塩または亜リン酸金属塩(B−1成分)は、下記一般式(V)で表される亜リン酸アルミニウム、(VI)で表される第三リン酸アルミニウムおよび(VII)で表される第一リン酸アルミニウムが好ましく用いられる。
発泡性の亜リン酸アルミニウムは、通常380℃〜480℃の温度で、10〜70倍、好ましくは20〜50倍、さらに好ましくは30〜40倍程度に発泡可能である。
本発明で用いるB−2成分は、B−1成分以外のリン系難燃剤である。B−2成分としてはリン酸エステル化合物やホスファフェナントレン化合物などのアルミニウムを含有しないリン酸エステル系難燃剤、ホスホネートオリゴマー化合物、ホスホニトリルオリゴマー化合物、ホスホン酸アミド化合物、ポリリン酸アンモニウム化合物などのリン酸エステル系難燃剤以外の有機リン系難燃剤、有機ホスフィン酸金属塩などが挙げられる。この中でもアルミニウムを含有しないリン酸エステル系難燃剤は、良好な色相が得られること、成形加工性を高める効果も発現することから特に好ましい。リン酸エステル系難燃剤の具体例としては、特に下記一般式(VIII)で表される1種または2種以上のリン酸エステル化合物を挙げることができる。
C成分の末端封鎖剤とは、ポリ乳酸(A成分)のカルボキシル基末端の一部または全部と反応して封鎖する働きを示すものであり、例えば、脂肪族アルコールやアミド化合物などの縮合反応型化合物や、カルボジイミド化合物、エポキシ化合物、オキサゾリン化合物、オキサジン化合物、アジリジン化合物などの付加反応型の化合物などが挙げられる。後者の付加反応型の化合物を用いれば、例えば、アルコールとカルボキシル基の脱水縮合反応による末端封鎖のように余分な副生成物を反応系外に排出する必要がない。従って、付加反応型の末端封鎖剤を添加・混合・反応させることにより、副生成物による樹脂の分解を抑制しつつ、十分なカルボキシル基末端封鎖効果を得ることができ、実用的に十分な耐加水分解性を備えた樹脂組成物、および該樹脂組成物からなる成形品を得ることができる。
無機充填材(D成分)を更に配合すると、機械特性、寸法特性などに優れた成形品を得ることができるようになる。
無機充填材としては、ガラス繊維、炭素繊維、ガラスフレーク、ワラストナイト、カオリンクレー、マイカ、タルクおよび各種ウイスカー類(チタン酸カリウムウイスカー、ホウ酸アルミニウムウイスカーなど)といった一般に知られている各種無機充填材を挙げることができる。無機充填材の形状は繊維状、フレーク状、球状、中空状を自由に選択でき、樹脂組成物の強度や耐衝撃性の向上のためには繊維状、フレーク状のものが好適である。
(i)熱安定剤
本発明の樹脂組成物においては、さらに良好な色相かつ安定した流動性を得るため、リン系安定剤を含有することが好ましい。殊にリン系安定剤として、ペンタエリスリトール型ホスファイト化合物を配合することが好ましい。
本発明の樹脂組成物には、衝撃改良剤として弾性重合体を使用することができ、弾性重合体の例としては、ガラス転移温度が10℃以下のゴム成分に、芳香族ビニル、シアン化ビニル、アクリル酸エステル、メタクリル酸エステル、およびこれらと共重合可能なビニル化合物から選択されたモノマーの1種または2種以上が共重合されたグラフト共重合体を挙げることができる。より好適な弾性重合体は、ゴム成分のコアに前記モノマーの1種または2種以上のシェルがグラフト共重合されたコア−シェル型のグラフト共重合体である。
本発明の樹脂組成物には、本発明の効果を発揮する範囲で、他の熱可塑性樹脂(例えば、ポリアルキレンテレフタレート樹脂、ポリアリレート樹脂、液晶性ポリエステル樹脂、ポリアミド樹脂、ポリイミド樹脂、ポリエーテルイミド樹脂、ポリウレタン樹脂、シリコーン樹脂、ポリフェニレンエーテル樹脂、ポリフェニレンスルフィド樹脂、ポリスルホン樹脂、ポリエチレンおよびポリプロピレンなどのポリオレフィン樹脂、ポリスチレン樹脂、アクリロニトリル/スチレン共重合体(AS樹脂)、アクリロニトリル/ブタジエン/スチレン共重合体(ABS樹脂)、ポリスチレン樹脂、高衝撃ポリスチレン樹脂、シンジオタクチックポリスチレン樹脂、ポリメタクリレート樹脂、並びにフェノキシまたはエポキシ樹脂など)、酸化防止剤(例えば、ヒンダ−ドフェノ−ル系化合物、イオウ系酸化防止剤等)、紫外線吸収剤(ベンゾトリアゾール系、トリアジン系、ベンゾフェノン系など)、光安定剤(HALSなど)、離型剤(飽和脂肪酸エステル、不飽和脂肪酸エステル、ポリオレフィン系ワックス、フッ素化合物、パラフィンワックス、蜜蝋など)、流動改質剤(ポリカプロラクトンなど)、着色剤(カーボンブラック、二酸チタン、各種の有機染料、メタリック顔料など)、光拡散剤(アクリル架橋粒子、シリコーン架橋粒子など)、蛍光増白剤、蓄光顔料、蛍光染料、帯電防止剤、無機および有機の抗菌剤、光触媒系防汚剤(微粒子酸化チタン、微粒子酸化亜鉛など)、赤外線吸収剤、並びにフォトクロミック剤紫外線吸収剤などを配合してもよい。これら各種の添加剤は、周知の配合量で利用することができる。
i)共存組成物の調製
本発明において、ポリ乳酸樹脂(A成分)としてポリ−L乳酸樹脂(A−1成分)、ポリ−D乳酸樹脂(A−2成分)との混合物を用いる場合、他の添加剤成分と溶融混合する前に、式(III)および/または式(IV)で表される燐酸エステル金属塩、ポリ−L乳酸樹脂(A−1成分)並びにポリ−D乳酸樹脂(A−2成分)を予め共存させておくのが好ましい。共存させる方法としては、主としてL−乳酸単位からなるポリ乳酸樹脂(A−1成分)と、主としてD−乳酸単位からなるポリ乳酸樹脂(A−2成分)とをできるだけ均一に混合させる方法が、それらを熱処理したときにステレオコンプレックスを効率的に生成させることが可能となるため好ましい。かかる共存組成物の調製は、それらが熱処理されたときに均一に混合される方法であれば、いかなる方法をもとることができ、溶媒の存在下で行う方法、溶媒の非存在下で行う方法などが例示される。
本発明において、ポリ乳酸樹脂(A成分)としてポリ−L乳酸樹脂(A−1成分)、ポリ−D乳酸樹脂(A−2成分)との混合物を用いる場合、他の添加剤成分と溶融混合する前に、ポリ乳酸(A−1成分、A−2成分)と式(III)および/または式(IV)で表される燐酸エステル金属塩の共存組成物を熱処理するのが好ましい。かかる熱処理とは、その組成物を240〜300℃の温度領域で一定時間保持することをいう。熱処理の温度は好ましくは250〜300℃、より好ましくは260〜290℃である。300℃を超えると、分解反応を抑制するのが難しくなるので好ましくなく、240℃未満の温度では熱処理による均一混合が進まず、ステレオコンプレックスが効率的に生成しにくくなるので好ましくない。熱処理の時間は特に限定されるものではないが、0.2〜60分、好ましくは1〜20分である。熱処理時の雰囲気は、常圧の不活性雰囲気下、または減圧のいずれも適用可能である。熱処理に用いる装置、方法としては、雰囲気調整を行いながら加熱できる装置、方法であればいかなる方法をも用いることができるが、たとえば、バッチ式の反応器、連続式の反応器、二軸あるいは一軸のエクストルーダーなど、またはプレス機、流管式の押出機を用いて、成形しながら処理する方法をとることも出来る。ここで、ポリ乳酸(A−1成分、A−2成分)並びに、式(III)および/または式(IV)で表される燐酸エステル金属塩の共存組成物の調製を、溶媒の非存在下にて溶融混合する方法により行う場合には、かかる共存組成物の調製と同時に、該共存組成物の熱処理をも達成できる。
本発明の樹脂組成物は、ポリ乳酸樹脂(A成分)(前記熱処理された共存組成物を含む)、アルミニウムを含有するリン酸金属塩または亜リン酸金属塩(B−1成分)、B−1成分以外のリン系難燃剤(B−2成分)、末端封鎖剤(C成分)、無機充填剤(D成分)並びにその他添加剤成分を混合することによって製造される。(ただし、共存組成物中に含有されている成分は除く。)
ステレオ化度=△Hms/(△Hms+△Hmh)×100 (1)
[但し、式(1)中、△Hmhと△Hmhは、それぞれ示差走査熱量計(DSC)の昇温過程において、190℃未満に現れる結晶融点の融解エンタルピー(△Hmh)、および190℃以上250℃未満に現れる結晶融点の融解エンタルピー(△Hms)である。]
ステレオ化度が高いほど成形性、耐熱性が高くなり、ステレオ化度は、より好ましくは85%以上、さらに好ましくは90%以上である。
具体的には、ステレオ化度が80%以上であり、融点が190℃以上250℃未満の範囲にあり、融解エンタルピーが20J/g以上であることが好ましい。
本発明の樹脂組成物は、通常前記方法で製造されたペレットとして得られ、これを原料として射出成形、押出成形など、各種成形方法による製品を製造することができる。
射出成形においては、通常のコールドランナー方式の成形法だけでなく、ホットランナー方式の成形法も可能である。かかる射出成形においては、通常の成形方法だけでなく、適宜目的に応じて、射出圧縮成形、射出プレス成形、ガスアシスト射出成形、発泡成形(超臨界流体の注入によるものを含む)、インサート成形、インモールドコーティング成形、断熱金型成形、急速加熱冷却金型成形、二色成形、サンドイッチ成形、および超高速射出成形などの射出成形法を用いて成形品を得ることができる。これら各種成形法の利点は既に広く知られるところである。
本発明の樹脂組成物を回転成形やブロー成形などに供することにより、中空成形品を得ることも可能である。
下記の製造例に示す方法により、ポリ乳酸樹脂の製造を行った。また製造例中における各値は下記の方法で求めた。
(1) ポリマーの重量平均分子量(Mw)および数平均分子量(Mn):
ゲルパーミエーションクロマトグラフィー(GPC)により測定、標準ポリスチレンに換算した。GPC測定機器は、検出器として、示差屈折計島津RID−6Aを用い、カラムとして東ソ−TSKgelG3000HXLを使用した。測定は、クロロホルムを溶離液とし温度40℃、流速1.0ml/minにて、濃度1mg/ml(1%ヘキサフルオロイソプロパノールを含むクロロホルム)の試料を10μl注入することにより行った。
(2)カルボキシル基濃度
試料を精製o−クレゾールに窒素気流下で溶解した後、ブロモクレゾールブルーを指示薬とし、0.05規定水酸化カリウムのエタノール溶液で滴定した。
(3)示差走査熱量計(DSC)の測定
DSC(TAインスルメント社製 TA−2920)測定の昇温過程におけるポリ乳酸樹脂(A成分)結晶由来の融解エンタルピーを用いて、下記式(1)より、ステレオコンプレックス形成度のパラメーターを評価した。
ステレオ化度=△Hms/(△Hms+△Hmh)×100 (1)
[但し、式(1)中、△Hmhと△Hmsは、それぞれ示差走査熱量計(DSC)の昇温過程において、190℃未満に現れる結晶融点の融解エンタルピー(△Hmh)、および190℃以上250℃未満に現れる結晶融点の融解エンタルピー(△Hms)である。]
なお、上記△Hmhと△Hmsは樹脂組成物を示差走査熱量計(DSC)を用いて、窒素雰囲気下、昇温速度20℃/分で測定することにより求めた。
[A−1成分:ポリL−乳酸樹脂(PLLA)]
[製造例1−1]
L−ラクチド(株式会社武蔵野化学研究所製、光学純度100%)100重量部に対し、オクチル酸スズを0.005重量部加え、窒素雰囲気下、攪拌翼のついた反応機にて、180℃で2時間反応し、オクチル酸スズに対し1.2倍当量の燐酸を添加しその後、13.3Paで残存するラクチドを除去し、チップ化し、ポリL‐乳酸樹脂を得た。
得られたポリL−乳酸樹脂の重量平均分子量は15.2万、ガラス転移点(Tg)55℃、融解ピーク温度(Tmh)は175℃、カルボキシル基含有量は14eq/tonであった。
[製造例1−2]
製造例1−1のL−ラクチドのかわりにD−ラクチド(株式会社武蔵野化学研究所製、光学純度100%)を使用する以外は製造例1−1と同様の操作を行い、ポリD−乳酸樹脂を得た。得られたポリD−乳酸樹脂の重量平均分子量は15.1万、ガラス転移点(Tg)55℃、融解ピーク温度(Tmh)は175℃、カルボキシル基含有量は15eq/ton、であった。
[製造例2]
製造例1‐1および1−2で得られたPLLA,PDLAの各50重量部よりなるポリ乳酸樹脂計100重量部並びに燐酸−2,2’−メチレンビス(4,6−ジ−tert−ブチルフェニル)ナトリウム(アデカスタブNA−11:(株)ADEKA製)0.1重量部をブレンダーで混合後、110℃で5時間乾燥し、径30mmφのベント式二軸押出機[(株)日本製鋼所製TEX30XSST]に供給し、シリンダー温度250℃、スクリュー回転数250rpm、吐出量9kg/h、およびベント減圧度3kPaで溶融押出してペレット化し、ポリ乳酸樹脂1を得た。得られたステレオコンプレックスポリ乳酸樹脂の重量平均分子量は13万、ガラス転移点(Tg)58℃、コンプレックス相ポリ乳酸結晶融解ピーク温度(Tms)は220℃、カルボキシル基含有量は17eq/ton、示差走査熱量計(DSC)測定の昇温過程における融解ピークのうち195℃以上250℃未満の融解ピークの割合が100%であった。なおNA−11の添加量はPLLA1,PDLA1の合計100重量部あたりの重量部である。
結果をまとめて表1中に記載する。なお、表1中のTmsは、190℃以上250℃未満に現れる結晶融点であり、Tmhは、190℃未満に現れる結晶融点である。
下記の実施例、比較例に示す方法により、ポリ乳酸樹脂A成分と添加剤との樹脂組成物ペレットの製造を行った。また実施例中における各値は下記の方法で求めた。
(1)成形サイクル:ポリ乳酸樹脂組成物を射出成形機(東芝機械(株)製:IS−150EN)を使用して、シリンダー温度230℃、金型温度120℃にて、厚さ4mmのISO測定用の成形片を成形する際の射出時間、保圧時間、冷却時間の合計を成形サイクルとした。
(2)色むら:ポリ乳酸樹脂組成物を射出成形機(東芝機械(株)製:IS−150EN)を使用して、シリンダー温度230℃、金型温度120℃にて成形した、長さ130mm、幅13mm、厚さ1.5mmの成形片の色むらの有無を目視により判定した。
(3)難燃性:米国アンダーライターラボラトリー社の定める方法(UL94)により、試験片厚さ1.5mmにおける難燃性を評価した。
(4)耐熱性:ISO75−1および2に準拠して、荷重0.45MPa、および1.80MPaの条件で、荷重たわみ温度を測定した。
(B−1成分:リン酸金属塩)
1)亜リン酸アルミニウム
B−1−1:太平化学産業(株)製 APA−100
2)第三リン酸アルミニウム
B−1−2:太平化学産業(株)製 タイポリ−L2
3)第一リン酸アルミニウム
B−1−3:太平化学産業(株)製 酸性リン酸アルミニウム
(B−2成分:リン系難燃剤)
1)燐酸エステル系難燃剤
B−2−1:大八化学工業(株)製 PX−200[レゾルシノールビス(ジー2,6−キシリルホスフェート)]
B−2−2:三光(株)製 ME−P8 [2−(9,10−ジヒロロキシ−9−オキサ−10−オキサイド−10−ホスファフェナントレン−10−イル)メチルコハク酸ビス−(2−ヒドロキシエチル)−エステル重合体]
2)ホスホニトリル系難燃剤
B−2−3:(株)伏見製薬所製 FP−100 [フェノキシホスファゼンオリゴマー]
3)ポリリン酸アンモニウム
B−2−4:クラリアントジャパン(株)製 AP462
1)カルボジイミド化合物
C−1:ラインケミージャパン(株)製 Stabaxol P [芳香族ポリカルボジイミド]
2)エポキシ化合物
C−2:BASFジャパン(株)製 ADR−4368CS[エポキシ基含有アクリル−
スチレン共重合体]
3)オキサゾリン化合物
C−3:竹本油脂(株)製 BOX−210[2,2−(1,3フェニレン)ビス−2−オキサゾリン]
1)タルク
D−1:日本タルク(株)製 P−3(平均粒径5μm)
2)ガラス繊維
D−2:日東紡(株)製 3PE−937S(平均径13μm、カット長3mmのチョップドストランド)
ポリ乳酸樹脂として製造例1−1で製造したポリ乳酸樹脂A−1成分を用いて、表2の組成のうちD−2を除く組成をドライブレンドにて均一に予備混合した後、かかる予備混合物を第1供給口より供給し、D−2成分を第二供給口から供給し、溶融押出してペレット化した。ここで、第一供給口とは根元の供給口、第二供給口とはサイドスクリューに備え付けた供給口のことである。溶融押出は、サイドスクリューを備えた径30mmφのベント式二軸押出機[(株)日本製鋼所製TEX30XSST]を用い実施した。また、押出温度は、C1/C2〜C5/C6/C7〜C11/D=10℃/240℃/230℃/220℃/220℃とし、メインスクリュー回転数は150rpm、サイドスクリュー回転数は50rpm、吐出量は20kg/h、ベント減圧度は3kPaとした。
得られたペレットを100℃で5時間、熱風循環式乾燥機により乾燥し、射出成形機(東芝機械(株)製:IS−150EN)にて成形し、成形サイクル、成形品の割れ、色むら、曲げ弾性率、荷重たわみ温度、難燃性の評価を実施した。
ポリ乳酸樹脂として製造例1−2で製造したポリ乳酸樹脂A−2成分を用いた以外は実施例1と同様の方法でペレット化し、その評価を実施した。
ポリ乳酸樹脂として製造例2で製造したポリ乳酸樹脂A−3成分を用いた以外は実施例1と同様の方法で、ペレット化し、その評価を実施した。
表2に示す全組成をドライブレンドにて均一に予備混合した後、かかる予備混合物を第1供給口より供給する以外は実施例1と同様の方法でペレット化し、その評価を実施した。
各評価結果を表2〜表5に示した。
実施例1〜2の成形サイクル、耐熱性は比較例1、3と同等である一方で、難燃性(厚み1.5mm)V−2を備えており、優れた樹脂組成物であった。
実施例1〜2と比較例2、4を比較すると、実施例、比較例共に難燃性(厚み1.5mm)V−2である一方で、実施例1〜2は、成形サイクルが短く、成形品に色むらも見られず、また耐熱性も高い、優れた樹脂組成物であった。
実施例3では、D成分を含んでおらず、また実施例4ではD−2成分を含んでいないが、実施例1、2と比べ成形サイクルは更に短く、難燃性(厚み1.5mm)V−2を備えていた。
D−2成分を増やしていくことで、成形サイクルは更に短くなり、耐熱性は高くなる。これら実施例4〜8は、難燃性も(厚み1.5mm)V−2であり、特性上すぐれた樹脂組成物であった。
比較例5の成形サイクル、耐熱性は、実施例3と同等である一方で、難燃性は(厚み1.5mm)Not−Vと乏しかった。
比較例6は、実施例4と比較し、成形品に色むらが見られ、また耐熱性も低く、難燃性も(厚み1.5mm)Not−Vと乏しかった。
比較例7の成形サイクル、耐熱性は、実施例8と同等である一方で、難燃性は(厚み1.5mm)Not−Vと乏しかった。
比較例8の難燃性は(厚み1.5mm)V−2であったが、実施例8と比較し、成形品に色むらが見られ、また耐熱性も低かった。
比較例9は、実施例8のB−1成分を減らしており、成形サイクル、耐熱性は、実施例8と同等であったが、難燃性は(厚み1.5mm)Not−Vと乏しかった。
実施例9〜15はいずれも成形サイクルは短く、高い耐熱性と難燃性(厚み1.5mm)V−2を備えた、優れた樹脂組成物であった。
実施例8のB−1成分およびB−2成分を増やすことで、難燃性は(厚み1.5mm)V−0となり、高い難燃性を備えた、優れた樹脂組成物であった。
比較例10では実施例16のB−1成分とB−2成分を更に増やし、比較例11では実施例16のB−1成分のみを更に増やしているが、共に耐衝撃性の低下が著しく、成形品に割れが発生したため、評価不能となった。
Claims (11)
- ポリ乳酸樹脂(A成分)100重量部に対し、アルミニウムを含有するリン酸金属塩または亜リン酸金属塩(B−1成分)5〜45重量部およびB−1成分以外のリン系難燃剤(B−2成分)5〜45重量部を含有する難燃性ポリ乳酸樹脂組成物。
- リン系難燃剤(B−2成分)がアルミニウムを含有しないリン酸エステル系難燃剤、ホスホニトリル系難燃剤、ホスホネート系難燃剤、ポリリン酸アンモニウム、ホスホン酸アミドから選ばれる少なくとも1種の難燃剤である請求項1に記載の難燃性ポリ乳酸樹脂組成物。
- 末端封鎖剤(C成分)をポリ乳酸樹脂(A成分)100重量部に対して、0.001〜10重量部含んでなる、請求項1または2に記載の難燃性ポリ乳酸樹脂組成物。
- 無機系充填剤(D成分)を、ポリ乳酸樹脂(A成分)100重量部に対して、0.05〜100重量部含んでなる請求項1〜3のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- アルミニウムを含有するリン酸金属塩または亜リン酸金属塩(B−1成分)が、亜リン酸アルミニウム、第一リン酸アルミニウムおよび第三リン酸アルミニウムからなる群より選ばれる少なくとも1種のリン酸金属塩または亜リン酸金属塩である請求項1〜4のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- 末端封鎖剤(C成分)が、カルボジイミド化合物、エポキシ化合物、オキサゾリン化合物からなる群より選ばれる少なくとも1種の末端封鎖剤であることを特徴とする請求項1〜5のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- ポリ乳酸樹脂(A成分)が主としてL−乳酸単位からなるポリ−L乳酸樹脂(A−1成分)および主としてD−乳酸単位からなるポリ−D乳酸樹脂(A−2成分)を含有し、ポリ−L乳酸(A−1成分)とポリ−D乳酸(A−2成分)との重量比(A−1成分/A−2成分)が10/90〜90/10の範囲にあることを特徴とする請求項1〜6のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- ポリ−L乳酸樹脂(A−1成分)はL−乳酸単位を90モル%以上含有し、ポリ−D乳酸樹脂(A−2成分)はD−乳酸単位を90モル%以上含有することを特徴とする請求項1〜7のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- ポリ乳酸樹脂(A成分)が、示差走査熱量計(DSC)測定の昇温過程における結晶融点の融解エンタルピーのうち190℃以上250℃未満に現れる結晶融点の融解エンタルピーの割合が80%以上であるポリ乳酸樹脂であることを特徴とする請求項1〜8のいずれかに記載の難燃性ポリ乳酸樹脂組成物。
- 請求項1〜9のいずれかに記載の難燃性ポリ乳酸樹脂組成物よりなる成形品。
- 成形品がOA機器や家電部品の外装材または電気・電子部品である請求項10記載の成形品。
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