JP2020164727A - 医療用金属製品被覆用塗料及び医療用金属製品 - Google Patents
医療用金属製品被覆用塗料及び医療用金属製品 Download PDFInfo
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- JP2020164727A JP2020164727A JP2019068694A JP2019068694A JP2020164727A JP 2020164727 A JP2020164727 A JP 2020164727A JP 2019068694 A JP2019068694 A JP 2019068694A JP 2019068694 A JP2019068694 A JP 2019068694A JP 2020164727 A JP2020164727 A JP 2020164727A
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- 239000004408 titanium dioxide Substances 0.000 description 1
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- 210000000515 tooth Anatomy 0.000 description 1
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Abstract
Description
なお、以下において記載する本発明の個々の好ましい形態を2つ以上組み合わせたものもまた、本発明の好ましい形態である。
本発明の医療用金属製品被覆用塗料において、溶媒に溶解していない熱可塑性樹脂(A)、及び、溶媒に溶解している熱可塑性樹脂(B)として用いられる熱可塑性樹脂としては、例えば、ポリエチレンテレフタレート、ポリエチレンイソフタレート、ポリエチレンイソフタレートナフタレート(PIN)、ポリプロピレンテレフタレート、ポリブチレンテレフタレート、ポリエチレンナフタレート(PEN)、ポリブチレンナフタレート(PBN)、非晶ポリアリレート、液晶ポリエステル等の芳香族ポリエステル樹脂;ポリ乳酸、ポリグリコール酸、ポリエチレンアルカノエート、ポリブチレンアルカノエート、ポリヒドロキシアルカノエート、ポリカプロラクトン等の脂肪族ポリエステル樹脂;ナイロン6、ナイロン6,6、ナイロン12、MXD6ナイロン等のポリアミド樹脂;ポリカーボネート樹脂;ポリ塩化ビニル、ポリ塩化ビニリデン、ポリオレフィン、ポリスチレン、(メタ)アクリル樹脂、アクリロニトリル−ブタジエン−スチレン(ABS)樹脂、ポリウレタン樹脂、塩化ビニル−塩化ビニリデン−アクリロニトリル共重合体、アクリロニトリル−スチレン(AS)樹脂、酢酸ビニル樹脂、ポリフェニレンエーテル、ポリスルホン、ポリエーテルスルホン、ポリエーテルケトン(PEK)、ポリエーテルエーテルケトン(PEEK)、液晶プラスチック等があげられる。また、熱可塑性樹脂としては、再生PET樹脂等に代表される再生樹脂を用いることもでき、さらに結晶性、非結晶性のどちらであってもよい。ただし、これらに限定されるものではない。
本発明の医療用金属製品被覆用塗料において、上記溶媒に溶解していない熱可塑性樹脂(A)の粒子は、ポリブチレンナフタレート及び/又はポリエチレンナフタレートを含むことが好ましい。
本明細書中、数平均粒子径は、溶媒に溶解していない熱可塑性樹脂(A)の粒子をメタノールで希釈したものを、スピンコーターを用いてPETフィルムに塗布し、乾燥して得られた塗膜を、走査型電子顕微鏡(SU1510、日立ハイテクノロジーズ社製)又は光学顕微鏡(VHX−2000、キーエンス社製)にて測定するものである。
上記熱可塑性樹脂(A)を溶解する際の溶媒の温度は、70〜200℃であることが好ましい。熱可塑性樹脂(A)が、ポリエチレンナフタレート、ポリブチレンナフタレートである場合は、130〜190℃であることがより好ましく、140〜185℃であることがさらに好ましい。溶媒の温度が70℃未満であると、熱可塑性樹脂(A)が溶解し難い傾向にあり、200℃をこえると熱可塑性樹脂(A)あるいは溶媒の分解が起こり黄色に変色する傾向がある。
本発明の医療用金属製品被覆用塗料において、上記溶媒に溶解している熱可塑性樹脂(B)は、ポリエチレンイソフタレートナフタレート、ポリエーテルスルホン、液晶ポリエステル、及び、ポリカーボネートからなる群より選択される少なくとも1種を含むことが好ましい。
数平均分子量は、ゲル浸透クロマトグラフィー(GPC)によって標準ポリスチレンの検量線を用いて測定したものである。
酸価及び水酸基価は、それぞれ、中和滴定法により求めることができる。
例えば酸価を付与する方法としては、重合後期に分子内にカルボン酸無水物基を有する化合物を付加する解重合方法、プレポリマー(オリゴマー)の段階でこれを高酸価とし、次いでこれを重合し、酸価を有するポリエチレンイソフタレートナフタレートを得る方法等があるが、操作の容易さ、目標とする酸価を得やすいことから前者の解重合方法が好ましい。
上記ポリエーテルスルホンは、下記式(4−1)〜(4−3)で表される構成単位(繰り返し単位)のいずれかを少なくとも一部にもつものであることが好ましく、当該構成単位から実質的に構成されるものであることがより好ましい。該ポリエーテルスルホンの末端基は、水酸基、カルボキシル基が好適なものとして挙げられるが、これらに限定されるものではない。
−[C6H4−SO2−C6H4−O]− (4−1)
−[C6H4−O−C6H4−SO2−C6H4−O]− (4−2)
−[C6H4−C6H4−O−C6H4−SO2−C6H4−O]− (4−3)
−[O−Ar1−CO]− (5−1)
−[O−Ar2−O]− (5−2)
−[O−R1−O]− (5−3)
−[NH−Ar3−O]− (6−1)
−[NH−Ar4−NH]− (6−2)
−[Ar5−C(CH3)2−Ar6−O−CO−O]− (7)
例えば、上記ポリエチレンイソフタレートナフタレートのガラス転移温度が70℃以上、130℃以下であることが好ましい。
ガラス転移温度は、示差熱分析(DSC)によって測定したものである。
上記質量比は、2:1〜15:1であることがより好ましく、5:1〜10:1であることが更に好ましい。
本発明の医療用金属製品被覆用塗料における溶媒としては、特に限定されないが、酢酸エチル、酢酸ブチル、炭酸プロピレン、4−ブチロラクトン等のエステル系溶媒、アジピン酸ジメチル、グルタル酸ジメチル、及び、コハク酸ジメチル等の二塩基酸エステル系溶媒、シクロヘキサノン、イソホロン、メチルイソブチルケトン等のケトン系溶媒、シクロヘキサン、トルエン、キシレン等の炭化水素系溶媒、ベンジルアルコール、シクロヘキサノール等のアルコール系溶媒、エチレングリコールモノブチルエーテル、ジプロピレングリコールブチルエーテル、2−(2−メトキシエトキシ)エタノール、ビス(2−メトキシエチル)エーテル等のエーテル系溶媒、ホルムアミド、ジメチルホルムアミド、ジメチルアセトアミド等のアミド系溶媒、N−メチル−2−ピロリドン等のピロリドン系溶媒、及び、水、並びに、これらの混合物等があげられるが、これらに限定されるものではない。なかでもエステル系溶媒、エーテル系溶媒、ピロリドン系溶媒が好ましく、ピロリドン系溶媒がより好ましく、N−メチル−2−ピロリドンが更に好ましい。
上記色材を配合する場合、その配合割合は適宜設定すれば良いが、本発明の医療用金属製品被覆用塗料の固形分100質量%中、例えば、1質量%以上、90質量%以下とすることができる。上記色材の配合割合は、10質量%以上、80質量%以下であることが好ましく、20質量%以上、70質量%以下であることがより好ましい。
硬化剤は、上述した熱可塑性樹脂のいずれかと反応し架橋構造を形成するものが好ましく、例えば、フェノール樹脂、オキサゾリン樹脂、多価エポキシ化合物等のエポキシ化合物、尿素系、メラミン系、ベンゾグアナミン系等のアミノ樹脂、イソシアネート化合物、カルボジイミド系架橋剤、アジリジン系架橋剤、アクリルアミド系架橋剤、ポリアミド系樹脂、各種シランカップリング剤、各種チタネート系カップリング剤等を挙げることができる。また多価金属塩も硬化剤として使用することができる。
本発明は、本発明の医療用金属製品被覆用塗料を用いて得られることを特徴とする医療用金属製品(被覆医療用金属製品)でもある。
本発明の医療用金属製品被覆用塗料は、たとえば、スプレーコート法、ハケ塗り法、ヘラ塗り法、浸漬塗装法、電着塗装法、静電塗装法等の方法を用いて、医療用金属材料の金属又は金属上のプライマー層に対してコーティングして用いることができる。
上記平均厚みは、その下限値は特に限定されないが、通常は1μm以上である。
なお、歯科矯正用ワイヤは、歯科矯正用ブラケットと組み合わせて歯科矯正治療に用いる装置であり、高い強度や弾力性が要求されるためにほぼ全ての臨床で金属製ワイヤが用いられている。
温度計、撹拌機、還流冷却器を取り付けた2Lフラスコに溶剤N−メチルピロリドン935gを仕込んだ。室温にて撹拌しながらポリエチレンナフタレート樹脂(帝人製TN8065S)165gを少しづつ添加し分散後、液温を190℃まで上昇させて溶解させた。これを徐冷すると、数平均粒子径2〜3μmの樹脂粒子が析出した。固形分15%の、溶媒に溶解していないポリエステル樹脂A(ポリエチレンナフタレート樹脂)を得た。
温度計、撹拌機、還流冷却器、ディーンスターク装置を取り付けた300mLフラスコにジエチレングリコールナフタレート(東洋紡製NDA−DEG)100g、イソフタル酸(和光純薬製)60.1g、触媒ジブチルスズオキサイド0.5gを仕込み徐々に撹拌しながら昇温し240℃で1時間加熱し、水分が流出しなくなったところでトルエンを加え還流させて更に240℃1時間加熱した。金属バットにあけポリエステル樹脂を回収した。酸価は25mgKOH/gであった。次に温度計、撹拌機、還流冷却器を取り付けた200mLフラスコに溶剤N−メチルピロリドン80gを仕込み、室温にて撹拌しながら合成したポリエステル樹脂20gを少しづつ添加し分散後、液温を190℃まで上昇させて溶解させた。固形分20%のポリエステル樹脂B(ポリエチレンイソフタレートナフタレート樹脂、ガラス転移温度〔Tg〕86℃)を得た。
製造例1で得られたポリエステル樹脂(A)を90g、製造例2で得られたポリエステル樹脂(B)を7.5g、酸化チタン(テイカ株式会社製JR−301)15gを加え、97gのガラスビーズ(アズワンBZ−02 1〜2mm径)を用いてシェイカー(セイワ技研製RS−05W)で8時間撹拌して酸化チタンを分散し塗料WT−INNを得た。
製造例1で得られたポリエステル樹脂(A)を90g、ポリエーテルスルホン樹脂(BASF社製、E6010GP、固形分20%)を7.5g、酸化チタンを15g加え、97gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT―SNを得た。
製造例1で得られたポリエステル樹脂(A)を90g、液晶ポリエステル樹脂(住友化学株式会社製、VR500、固形分20%)を7.5g、酸化チタンを15g加え、97gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT―CNを得た。
製造例1で得られたポリエステル樹脂(A)を80g、製造例2で得られたポリエステル樹脂(B)を15g、酸化チタン(テイカ株式会社製JR−301)15gを加え、97gのガラスビーズ(アズワンBZ−02 1〜2mm径)を用いてシェイカー(セイワ技研製RS−05W)で8時間撹拌して酸化チタンを分散し塗料を得た。
製造例1で得られたポリエステル樹脂(A)を70g、製造例2で得られたポリエステル樹脂(B)を22.5g、酸化チタン(テイカ株式会社製JR−301)15gを加え、97gのガラスビーズ(アズワンBZ−02 1〜2mm径)を用いてシェイカー(セイワ技研製RS−05W)で8時間撹拌して酸化チタンを分散し塗料を得た。
製造例1で得られたポリエステル樹脂(A)100gに酸化チタン15gを加え、100gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT−Nを得た。
製造例2で得られたポリエステル樹脂(B)100gに酸化チタン20gを加え、100gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT−INを得た。
ポリエーテルスルホン樹脂(BASF社製、E6010GP、固形分20%)100gに酸化チタン20gを加え、100gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT−Sを得た。
液晶ポリエステル樹脂(住友化学株式会社製、VR500、固形分20%)100gに酸化チタン20gを加え、100gのガラスビーズを用いてシェイカーで8時間撹拌して酸化チタンを分散し塗料WT−Cを得た。
実施例1〜5、比較例1〜4で調製した塗料を、10cm×14cm、厚さ0.26mmのアルミニウム板(A−5052Pテストピース、スタンダードテストピース製)に乾燥後の厚みが12μmになるように塗布しオーブンを用いて200℃で10分、更に280℃で30分加熱処理をすることで試験片(乾燥後の塗膜)を作製した。同様に、乾燥後の厚みが5μmである塗膜、乾燥後の厚みが20μmである塗膜も作製した。
乾燥後の塗膜(膜厚5μm、12μm、20μm)のワレの状態を、下記基準で目視評価した。結果を表1に示す。
評価基準
Aは、ワレが全くない。
Bは、ワレが認められるが、2割未満である。
Cは、ワレが2割以上8割未満である。
Dは、ワレが8割以上である。
ワレは、評価基準がA又はBであれば良好であると言える。
評価基準
Aは、ヨリが全くない。
Bは、ヨリが認められるが、2割未満である。
Cは、ヨリが2割以上8割未満である。
Dは、ヨリが8割以上である。
ヨリは、評価基準がA又はBであれば良好であると言える。
乾燥後の塗膜(膜厚20μm)のエッジカバー性(角透け)の状態を、下記基準で目視評価した。結果を表1に示す。
評価基準
Aは、角透けが全くない。
Bは、角透けが認められるが、2割未満である。
Cは、角透けが2割以上8割未満である。
Dは、角透けが8割以上である。
角透けは、評価基準がA又はBであれば良好であると言える。
(色調)
乾燥後の塗膜(膜厚12μm)の色調を、下記基準で目視評価した。結果を表1に示す。
評価基準
Aは、全く着色がない。
Bは、ほとんど着色はない。
Cは、着色が認められる。
Dは、着色が著しい。
塗膜の色調は、評価基準がA又はBであれば良好であると言える。
乾燥後の塗膜(膜厚12μm)の塗面を10円硬貨でこすり、下地が見えるまでの回数を数える。結果を表1に示す。
評価基準
Aは、200回でも下地が見えない。
Bは、150回を超え、200回以下で下地が見える。
Cは、100回を超え、150回以下で下地が見える。
Dは、100回以下で下地が見える。
耐摩耗性は、評価基準がA又はBであれば良好であると言える。
Claims (5)
- 溶媒、該溶媒に溶解していない熱可塑性樹脂(A)の粒子、及び、該溶媒に溶解している熱可塑性樹脂(B)を含むことを特徴とする医療用金属製品被覆用塗料。
- 前記溶媒に溶解していない熱可塑性樹脂(A)の粒子は、ポリブチレンナフタレート及び/又はポリエチレンナフタレートを含むことを特徴とする請求項1に記載の医療用金属製品被覆用塗料。
- 前記溶媒に溶解している熱可塑性樹脂(B)は、ポリエチレンイソフタレートナフタレート、ポリエーテルスルホン、液晶ポリエステル、及び、ポリカーボネートからなる群より選択される少なくとも1種を含むことを特徴とする請求項1又は2に記載の医療用金属製品被覆用塗料。
- 前記溶媒に溶解していない熱可塑性樹脂(A)の粒子と、前記溶媒に溶解している熱可塑性樹脂(B)の質量比は、1:1〜20:1であることを特徴とする請求項1〜3のいずれかに記載の医療用金属製品被覆用塗料。
- 請求項1〜4のいずれかに記載の医療用金属製品被覆用塗料を用いて得られることを特徴とする医療用金属製品。
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