JP5243337B2 - 熱可塑性樹脂組成物 - Google Patents
熱可塑性樹脂組成物 Download PDFInfo
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- JP5243337B2 JP5243337B2 JP2009109249A JP2009109249A JP5243337B2 JP 5243337 B2 JP5243337 B2 JP 5243337B2 JP 2009109249 A JP2009109249 A JP 2009109249A JP 2009109249 A JP2009109249 A JP 2009109249A JP 5243337 B2 JP5243337 B2 JP 5243337B2
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- polylactic acid
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Landscapes
- Compositions Of Macromolecular Compounds (AREA)
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Description
本発明で用いるポリ乳酸樹脂(A成分)は、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。
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。]
具体的には、ステレオ化度が80%以上であり、融点が200℃以上であり、融解エンタルピーが20J/g以上であることが好ましい。
本発明の芳香族ポリエステル樹脂としては、ポリエステルを形成するジカルボン酸成分とジオール成分の内、ジカルボン酸成分100モル%の70モル%以上が芳香族ジカルボン酸である芳香族ポリエステル樹脂が好ましく、より好ましくは90モル%以上、最も好ましくは99モル%以上が芳香族ジカルボン酸である芳香族ポリエステル樹脂である。
本発明で使用するハイドロタルサイト(C成分)は、下記一般式(V)で表される合成ハイドロタルサイトが好ましい。
末端封鎖剤とは、ポリ乳酸樹脂(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。
本発明の樹脂組成物には、熱安定剤(E成分)として、ヒンダードフェノール系安定剤、リン系安定剤を使用する。熱安定剤(E成分)を配合する事により、成形加工時の色相や流動性が安定するだけでなく、耐加水分解性の向上にも効果がある。
前記ペンタエリスリトール型ホスファイト化合物としては、具体的には、例えば、ジステアリルペンタエリスリトールジホスファイト、ビス(2,4−ジ−tert−ブチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,6−ジ−tert−ブチル−4−メチルフェニル)ペンタエリスリトールジホスファイト、ビス(2,6−ジ−tert−ブチル−4−エチルフェニル)ペンタエリスリトールジホスファイト、フェニルビスフェノールAペンタエリスリトールジホスファイト、ビス(ノニルフェニル)ペンタエリスリトールジホスファイト、ジシクロヘキシルペンタエリスリトールジホスファイトなどが挙げられ、中でも好適には、ジステアリルペンタエリスリトールジホスファイト、およびビス(2,4−ジ−tert−ブチルフェニル)ペンタエリスリトールジホスファイトが挙げられる。
ホスファイト化合物としては、例えば、トリフェニルホスファイト、トリス(ノニルフェニル)ホスファイト、トリデシルホスファイト、トリオクチルホスファイト、トリオクタデシルホスファイト、ジデシルモノフェニルホスファイト、ジオクチルモノフェニルホスファイト、ジイソプロピルモノフェニルホスファイト、モノブチルジフェニルホスファイト、モノデシルジフェニルホスファイト、モノオクチルジフェニルホスファイト、2,2−メチレンビス(4,6−ジ−tert−ブチルフェニル)オクチルホスファイト、トリス(ジエチルフェニル)ホスファイト、トリス(ジ−iso−プロピルフェニル)ホスファイト、トリス(ジ−n−ブチルフェニル)ホスファイト、トリス(2,4−ジ−tert−ブチルフェニル)ホスファイト、およびトリス(2,6−ジ−tert−ブチルフェニル)ホスファイトなどが挙げられる。
上記のリン系安定剤は、単独でまたは2種以上を併用して使用することができる。リン系安定剤の含有量はポリ乳酸樹脂(A成分)と芳香族ポリエステル樹脂(B成分)の合計100重量部あたり、0.005〜0.5重量部であり、より好ましくは0.01〜0.5重量部、さらに好ましくは0.01〜0.3重量部である。
本発明の樹脂組成物は無機充填材を含有していもよい。無機充填材(F成分)を配合することにより機械特性、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。ただし、C成分に挙げたハイドロタルサイトは、無機充填材(F成分)には含まれない。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。
本発明の樹脂組成物は難燃剤(G成分)を含有してもよい。本発明で使用する難燃剤(G成分)としては、臭素化エポキシ樹脂、臭素化ポリスチレン、臭素化ポリカーボネート、臭素化ポリアクリレート、および塩素化ポリエチレンなどのハロゲン系難燃剤、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、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、ポリリン酸メラミン化合物、などの有機リン系難燃剤、メラミンシアヌレート化合物などの窒素系難燃剤、リン酸金属塩化合物、亜リン酸金属塩化合物、ホスフィン酸金属塩化合物、有機機スルホン酸アルカリ(土類)金属塩化合物、ホウ酸金属塩化合物、および錫酸金属塩化合物などの有機金属塩系難燃剤、並びにシリコーン系難燃剤等が挙げられる。また別途、難燃助剤(例えば、アンチモン酸ナトリウム、三酸化アンチモン等)や滴下防止剤(フィブリル形成能を有するポリテトラフルオロエチレン等)等を配合し、難燃剤と併用してもよい。
(i)弾性重合体
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。
前記、グリシジル化合物としては、アクリル酸グリシジル、メタクリル酸グリシジル、エタクリル酸グリシジル、イタンコン酸グリシジルなどの不飽和有機酸のグリシジルエステル類、アリルグリシジルエーテル類などのグリシジルエーテル類およびそれらの誘導体が挙げられ、中でもアクリル酸グリシジル、メタクリル酸グリシジルが好ましく使用でき、これら単独または2種類以上を組み合わせて使用する事ができる。前記、酸無水物としては、無水マレイン酸などが好ましく挙げられる。
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、ポリアリレート樹脂、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)、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、ポリ乳酸樹脂(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、ポリ乳酸樹脂(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)、芳香族ポリエステル樹脂(B成分)、ハイドロタルサイト(C成分)、末端封鎖剤(D成分)、熱安定剤(E成分)、無機充填剤(F成分)、難燃剤(G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。)
その他添加剤成分としては、無機充填材折れ抑制剤、滑剤、弾性重合体(衝撃改良剤)、酸化防止剤、紫外線吸収剤、光安定剤、離型剤、流動改質剤、着色剤、光拡散剤、蛍光増白剤、蓄光顔料、蛍光染料、帯電防止剤、抗菌剤、結晶核剤等、任意の添加剤成分が挙げられる。
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)ステレオコンプレックス形成度
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、融解エンタルピー(ΔHmh)は49J/g、融点(Tmh)は175℃、ガラス転移点(Tg)55℃、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、融解エンタルピー(ΔHmh)は48J/g、融点(Tmh)は175℃、ガラス転移点(Tg)55℃、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、融解エンタルピー(ΔHms)は56J/g、融点(Tms)は220℃、ガラス転移点(Tg)58℃、カルボキシル基含有量は17eq/ton、式(1)を用いて算出したステレオ化度は、100%であった。
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)耐加水分解性
ポリ乳酸系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260℃、金型温度120℃にて、厚さ4mmのISO測定用の成形片を作成した。次に、この成形片を80℃×95%RH条件にて100h、湿熱処理を行った。ISO527−1、ISO527−2に準拠して、引張試験を実施し、湿熱処理前の引張最大応力と湿熱処理後の引張最大応力から保持率[(湿熱処理後の引張最大応力/湿熱処理前の引張最大応力)×100]を算出した。
(2)耐熱性:ISO75−1および2に準拠して、荷重0.45MPaの条件で、荷重たわみ温度を測定した。
(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。
なお、A成分としては上記記載のA−1〜A−3を用いた。また、C成分としては下記、表2に示すC−1〜C−3を用いた。
<B成分>
B−1:ポリプラスチックス(株)製 ジュラネックス2000 [ポリブチレンテレフタレート]
B−2:帝人(株)製 TR−4550BH [ポリエチレンテレフタレート]
<D成分>
D−1:日清紡(株)製 カルボジライトLA−1 [脂肪族カルボジイミド]
D−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]
D−3:ダイセル化学工業(株)製 セロキサイド2021P [(3’,4’−エポキシシクロヘキサン)メチル3,4−エポキシシクロヘキサンカルボキシレート]
<E成分>
E−1:チバ・スペシャリティ・ケミカルズ(株)製 Irganox1076 [n−オクタデシル−3−(3’,5’−ジ−t−ブチル−4’−ヒドロキシフェニル)プロピオネート]
E−2:(株)アデカ 製 PEP−24G [ビス(2,4−ジ−tert−ブチルフェニル)ペンタエリスリトールジホスファイト]
<F成分>
F−1:日本タルク(株)製 P−3(平均粒径5μm)
F−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)
<G成分>
G−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)]
G−2:太平化学産業(株)製 APA−100[亜リン酸アルミニウム]
G−3:チバ・スペシャリティ・ケミカルズ(株)製 MELAPUR200[ポリリン酸メラミン]
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3の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、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℃/260℃/250℃/240℃/240℃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)にて成形を実施し、評価を行った。結果を表3に示す。
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。結果を表3に示す。
ポリ乳酸樹脂として製造例1−3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。なお、F−2を使用する組成においては、F−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、F−2成分を第2供給口から供給した。なお、ここで、第2供給口とはサイドスクリュウに備え付けた供給口のことである。結果を表3〜表7に示す。
C成分を含む実施例1〜18は、C成分を含まない比較例1〜4、6〜13と比較して、耐加水分解性の保持率が高く、耐加水分解性に優れる。
<比較例5>
比較例5は、C−1成分を0.5重量部より多く含有しているため、かえって耐加水分解性の悪化を起している。
<実施例19〜22>
G成分を含むことにより、耐加水分解性を維持すると共に、難燃性を付与することができる。
Claims (6)
- (A)ポリ乳酸樹脂(A成分)95〜5重量%および(B)ポリブチレンテレフタレートまたはポリエチレンテレフタレート(B成分)95〜5重量%からなる樹脂成分100重量部に対して、(C)焼成による脱水処理がなされており、かつ表面処理されているハイドロタルサイト(C成分)を0.01〜0.3重量部、(D)末端封鎖剤(D成分)を0.01〜5重量部、(E)ヒンダードフェノール系安定剤およびリン系安定剤よりなる群より選ばれる少なくとも1種の熱安定剤(E成分)を0.001〜0.5重量部含むことを特徴とする熱可塑性樹脂組成物。
- ハイドロタルサイト(C成分)が、脂肪酸および脂肪酸塩よりなる群より選ばれる少なくとも1種の化合物で表面処理されていることを特徴とする請求項1記載の熱可塑性樹脂組成物。
- 末端封鎖剤(D成分)が、カルボジイミド化合物およびエポキシ化合物よりなる群より選ばれる少なくとも1種の化合物であることを特徴とする請求項1または2に記載の熱可塑性樹脂組成物。
- (F)無機系充填剤(F成分)をポリ乳酸樹脂(A成分)とポリブチレンテレフタレートまたはポリエチレンテレフタレート(B成分)の合計100重量部に対して、0.05〜150重量部含むことを特徴とする請求項1〜3のいずれかに1項に記載の熱可塑性樹脂組成物。
- (G)難燃剤(G成分)をポリ乳酸樹脂(A成分)とポリブチレンテレフタレートまたはポリエチレンテレフタレート(B成分)の合計100重量部に対して、3〜20重量部含むことを特徴とする請求項1〜4のいずれか1項に記載の熱可塑性樹脂組成物。
- 請求項1〜5のいずれか1項に記載の熱可塑性樹脂組成物からなる成形品。
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