JP2020535271A - ポリマーフィルム−金属複合体 - Google Patents
ポリマーフィルム−金属複合体 Download PDFInfo
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- JP2020535271A JP2020535271A JP2020517437A JP2020517437A JP2020535271A JP 2020535271 A JP2020535271 A JP 2020535271A JP 2020517437 A JP2020517437 A JP 2020517437A JP 2020517437 A JP2020517437 A JP 2020517437A JP 2020535271 A JP2020535271 A JP 2020535271A
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Classifications
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
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- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
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- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
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- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- C—CHEMISTRY; METALLURGY
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
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- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
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- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/10—Esters
- C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
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- C—CHEMISTRY; METALLURGY
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Abstract
Description
本出願は、2017年9月26日に出願された同時係属中の米国仮特許出願第62/563,170号の優先権の利益を主張し、その内容は、それらの全体が参照により本明細書に組み込まれる。
組成物を表面上に堆積させることであって、組成物が、
カチオン性金属前駆体、
複数の光重合性基を含むポリマーフィルム前駆体、および
光還元剤−光開始剤、を含む、堆積させることと、
同時にカチオン性金属を還元し、光重合性基を重合させて、表面上にポリマーフィルム−金属複合体を得る条件下で組成物を照射することと、を含む方法、を含む。
別段の指示がない限り、この項および他の項で説明される定義および実施形態は、当業者によって理解されるように、それらが好適である本明細書で説明される本出願のすべての実施形態および態様に適用可能であるように意図される。
本出願の方法は、プラズモンおよび導電性金属構造の両方を、ポリマー材料中インサイチューで調製するために使用された。ポリマー−金属複合体フィルムは、ナノ粒子の充填の広い濃度範囲、ポリマーマトリックス中の十分に制御されたナノ粒子分布、および長期熱力学的安定性を使用して得られた。大きな金属粒子成長の形状および/または配向が、ポリマーフィルムの構造化によって、ポリマー網目構造を通るより小さな粒子の移動の結果として制御された例が観察された。この方法が使用されて、コーティング上に、かつ例えば、流体チャネル、チャンバ、またはリザーバの上部、下部、または側壁上の中空空洞内に埋め込まれた金属トレース、金属シェル、または金属スタックの形状で埋め込まれた金属フィルムを製造し得る。ポリマー−金属複合体フィルムの形成は、基材の成分、形状、および/またはマイクロ構造に関係なく、様々な固体表面上で得られ得る。
組成物を表面上に堆積させることであって、組成物が、
カチオン性金属前駆体、
複数の光重合性基を含むポリマーフィルム前駆体、および
光還元剤−光開始剤、を含む、堆積させることと、
同時にカチオン性金属を還元し、光重合性基を重合させて、表面上にポリマーフィルム−金属複合体を得る条件下で組成物を照射することと、を含む方法、を含む。
2つ以上の光重合性基を含むモノマーと、少なくとも1つの金属定着基および少なくとも1つの光重合性基と反応する基を含むアンカー前駆体と、を反応させること、を含む方法から得られる。
本出願はまた、ポリマー樹脂フィルム中に埋め込まれた金属ナノ粒子の均一な分布を含むポリマーフィルム−金属ナノ粒子複合体であって、ポリマー樹脂が、複数の金属定着基を含み、金属定着基が、ナノ粒子に定着した、ポリマーフィルム−金属ナノ粒子複合体と、ポリマー樹脂フィルム中に埋め込まれた金属ナノ粒子の規則的な分布を含むポリマーフィルム−金属ナノ粒子複合体と、ポリマー樹脂フィルム中に埋め込まれた金属の連続フィルムを含むポリマーフィルム−金属フィルム複合体と、を含む。いくつかの実施形態では、複合体は、本出願のポリマーフィルム−金属複合体の調製方法によって調製される。したがって、本出願はまた、本出願のポリマーフィルム−金属複合体の調製方法によって調製されるポリマーフィルム−金属複合体も含む。複合体の実施形態が、本出願のポリマーフィルム−金属複合体の調製方法について、本明細書に記載されているように変えることができることは、当業者には理解される。
本出願のポリマーフィルム−金属ナノ粒子およびフィルム複合体は新規であり、したがって、本出願は、本出願のポリマーフィルム−金属ナノ粒子およびフィルム複合体のすべての使用を含む。
I.一般的な材料および方法
モノマーを、ポリ(エチレングリコール)−ジアクリレート(PEGDA)(MW700Da)と、光開始剤2−ヒドロキシ−2−メチル−1−フェニル−プロパン−1−オン(Darocure 1173)とを、1%の濃度または指定通りに混合することによって調製し、続いて、塩化金を、100mg/mlの濃度または指定通り(0.1重量%〜30重量%)に添加した。あるいは、モノマーは、200mg/mlジチオスレイトール、DTT(水溶液)と反応したポリ(エチレングリコール)−ジアクリレート(PEGDA)(MW700Da)を含み、光開始剤2−ヒドロキシ−2−メチル−1−フェニル−プロパン−1−オン(Darocure 1173)と、1%の濃度または指定通りに混合し、続いて、塩化金を、100mg/mlの濃度または指定通り(0.1重量%〜30重量%)に添加した。さらなる実験では、モノマーを、エトキシル化トリメチロールプロパントリアクリレート(ETPTA)と、光開始剤2−ヒドロキシ−2−メチル−1−フェニル−プロパン−1−オン(Darocure 1173)とを、1%の濃度または指定通りに混合することによって調製し、続いて、塩化金を、100mg/mlの濃度または指定通り(0.1重量%〜30重量%)に添加した。
発明者らの知る限りでは、これまでに、室温で生成され得る金属ナノ粒子の2Dまたは3D局在化を伴う、ポリマー埋め込みパターン(または連続フィルム)を製造することができるプロセスは報告されていない。したがって、例えば、室温で紫外線露光によって2Dまたは3Dパターン化され得る、ポリマー網目構造全体にわたって粒子径および分布がよく制御された、独立したまたは浸透したナノ粒子から構成される金属−ポリマー複合体フィルム(すなわち、金属フィルム)を得る方法が研究された。本方法は、前駆体濃度が高い場合でも、ポリマー網目構造全体にわたって単分散粒子を有する、均質で均一な粒子分布を生成することができ、あるいは、連続金属フィルムを生成することができる。別の目的は、製造されたポリマーフィルムの構造化(2Dまたは3Dパターン)によって、ポリマー網目構造を通した、より小さな粒子の移動の結果として、より大きな金属ナノ粒子の成長の形状および配向を制御する方法を研究することであった。
説明で参照されている文献の完全な引用
1.Tyagi,M.,Suri,G.,Chhabra,P.,Seshadri,G.,Malik,A.,Aggarwal,S.,and Khandal,R.K.「Novel way of making high refractive index plastics;metal containing polymers for optical applications」e−Polymers 2009,9:1,1197−1214。
2.Ghosh,K.,およびS.N.Maiti.「Mechanical properties of silver−powder−filled polypropylene composites」J.Appl.Polym.Sci.1996,60:3,323−331。
3.Khosla,A.,「Nanoparticle−doped electrically−conducting polymers for flexible nanomicro systems」Electrochemical Society Interface 2012,21:3−4,67−70。
4.O.M.Folarin,E.R.Sadiku,およびA.Maity,「Polymer−noble metal nanocomposites:review」Int.J.Phys.Sci.2011,6:21,4869−4882。
5.RangaReddy,P.,K.MohanaRaju,およびN.SubbaramiReddy,「A Review on polymer nanocomposites:Monometallic and bimetallic nanoparticles for biomedical,optical and engineering applications」2013,Chem Sci Rev Lett 1:4,228−235。
6.Yagci,Y.,M.Sangermano,およびG.Rizza,「In situ synthesis of gold cross−linked poly(ethylene glycol)nanocomposites by photoinduced electron transfer and free radical polymerization processes」Chem.Commun.2008,24,2771−2773。
7.Yagci,Y.,M.Sangermano,およびG.Rizza,「Synthesis and characterization of gold−epoxy nanocomposites by visible light photoinduced electron transfer and cationic polymerization processes」Macromolecules 2008,41:20,7268−7270。
Claims (53)
- ポリマーフィルム−金属複合体の調製方法であって、
組成物を表面上に堆積させることであって、前記組成物が、
カチオン性金属前駆体、
複数の光重合性基を含むポリマーフィルム前駆体、および
光還元剤−光開始剤、を含む、堆積させることと、
同時に前記カチオン性金属を還元し、前記光重合性基を重合させて、前記表面上に前記ポリマーフィルム−金属複合体を得る条件下で前記組成物を照射することと、を含む方法。 - 前記照射することが、前記表面上に堆積された前記組成物のフラッド露光を含む、請求項1に記載の方法。
- 前記表面が、パターンでインプリントされる、請求項2に記載の方法。
- 前記方法が、前記複合体を前記表面から除去して、その上にテンプレート化された前記表面パターンのネガを有する複合体を得ることをさらに含む、請求項3に記載の方法。
- 前記照射することが、パターンを定義するマスクを通しての、前記表面上に堆積された前記組成物の露光を含む、請求項1に記載の方法。
- 前記複合体を前記表面上に残す条件下で、未露光の組成物を除去することをさらに含む、請求項5に記載の方法。
- 前記表面が、中空空洞の内面である、請求項1に記載の方法。
- 照射する前に、前記表面上に堆積された前記組成物が、スピンコーティングまたはドクターブレーディングに供されて、均一なフィルムを得る、請求項1〜6のいずれか一項に記載の方法。
- 前記組成物が、インクジェット印刷、スクリーン印刷、スタンピング、流体堆積、毛細管堆積を介して、またはドクターブレーディングによって前記表面上に堆積される、請求項1〜6のいずれか一項に記載の方法。
- 前記方法が、ロールツーロール処理を含む、請求項9に記載の方法。
- 前記カチオン性金属前駆体が、前記組成物の総重量に基づいて、約0.1重量%〜約50重量%の量で存在する、請求項1〜10のいずれか一項に記載の方法。
- 前記組成物中の前記カチオン性金属前駆体の濃度が、約100mg/mL〜約500mg/mLである、請求項1〜10のいずれか一項に記載の方法。
- 前記条件が、前記組成物を、約100J/cm2〜約10,000J/cm2の露光線量で照射して、前記ポリマーフィルム中に埋め込まれた前記金属の連続フィルムを得ることを含む、請求項12に記載の方法。
- 前記組成物中の前記カチオン性金属前駆体の濃度が、約1mg/mL〜約500mg/mLである、請求項1〜10のいずれか一項に記載の方法。
- 前記組成物中の前記カチオン性金属前駆体の濃度が、約10mg/mL〜約100mg/mLである、請求項14に記載の方法。
- 前記条件が、前記組成物を、約0.1J/cm2〜約50J/cm2の露光線量で照射して、前記ポリマーフィルム中に埋め込まれた金属ナノ粒子を得ることを含む、請求項14または15に記載の方法。
- 前記組成物が、前記ナノ粒子をキャップするかつ/または安定化させる薬剤をさらに含む、請求項16に記載の方法。
- 前記ポリマーフィルム前駆体が、複数の金属定着基をさらに含む、請求項16に記載の方法。
- 前記カチオン性金属前駆体が、カチオン性金前駆体、カチオン性銀前駆体、カチオン性銅前駆体、またはこれらの組み合わせである、請求項1〜18のいずれか一項に記載の方法。
- 前記カチオン性金属前駆体が、塩化金、硝酸銀、硫酸銅、またはこれらの組み合わせである、請求項19に記載の方法。
- 前記カチオン性金属前駆体が、HAuCl4である、請求項20に記載の方法。
- 前記カチオン性金属前駆体が、AgNO3である、請求項20に記載の方法。
- 前記光重合性基が、アクリレート基である、請求項1〜22のいずれか一項に記載の方法。
- 前記ポリマーフィルム前駆体が、
2つ以上の光重合性基を含むモノマーと、少なくとも1つの金属定着基および少なくとも1つの前記光重合性基と反応する基を含むアンカー前駆体と、を反応させること、を含む方法から得られる、請求項18〜23のいずれか一項に記載の方法。 - 前記モノマーの水溶液が、前記アンカー前駆体の水溶液と反応する、請求項24に記載の方法。
- 前記少なくとも1つの金属定着基および前記少なくとも1つの前記光重合性基と反応する基が、同じであり、前記アンカー前駆体が、二官能性チオール、二官能性一級アミン、または二官能性シランである、請求項24または25に記載の方法。
- 前記アンカー前駆体が、ジチオスレイトールである、請求項26に記載の方法。
- 前記モノマーが、オリゴマーポリ(エチレングリコール)をさらに含む、請求項24〜27のいずれか一項に記載の方法。
- 前記モノマーが、ポリ(エチレングリコール)−ジアクリレート(PEGDA)またはエトキシル化トリメチロールプロパントリアクリレート(ETPTA)である、請求項28に記載の方法。
- 前記モノマーが、PEGDAである、請求項29に記載の方法。
- 前記モノマーと前記アンカー前駆体とのモル比が、約10:1〜約1:1である、請求項24〜30のいずれか一項に記載の方法。
- 前記モル比が、約10:1である、請求項31に記載の方法。
- 前記光還元剤−光開始剤が、2−ヒドロキシ−2−メチル−1−フェニル−プロパン−1−オンまたは2−ヒドロキシ−4’−(2−ヒドロキシエトキシ)−2−メチルプロピオフェノンである、請求項1〜32のいずれか一項に記載の方法。
- 請求項1〜33のいずれか一項に定義された方法によって調製された、ポリマーフィルム−金属複合体。
- ポリマー樹脂フィルム中に埋め込まれた金属ナノ粒子の均一な分布を含むポリマーフィルム−金属ナノ粒子複合体であって、前記ポリマー樹脂が、複数の金属定着基を含み、前記金属定着基が、前記ナノ粒子に定着した、ポリマーフィルム−金属ナノ粒子複合体。
- 前記金属定着基が、二官能性チオール、二官能性一級アミン、または二官能性シランから誘導される、請求項35に記載の複合体。
- 前記金属定着基が、ジチオスレイトールから誘導される、請求項36に記載の複合体。
- 前記ポリマー樹脂中に含まれる前記モノマーと前記金属定着基とのモル比が、約10:1〜約1:1である、請求項35〜37のいずれか一項に記載の複合体。
- 前記モル比が、約10:1である、請求項38に記載の複合体。
- ポリマー樹脂フィルム中に埋め込まれた金属ナノ粒子の規則的な分布を含むポリマーフィルム−金属フィルム粒子複合体。
- 前記金属ナノ粒子が、幾何学的形状に凝集している、請求項40に記載の複合体。
- 前記幾何学的形状の頂点が、ナノ構造化された格子線と整列している、請求項41記載の複合体。
- ポリマー樹脂フィルム中に埋め込まれた前記金属の連続フィルムを含むポリマーフィルム−金属ナノ粒子複合体。
- 表面上に堆積される、請求項35〜43のいずれか一項に記載の複合体。
- 前記複合体が、パターンで前記表面上に堆積される、請求項44に記載の複合体。
- 表面パターンを含む、請求項35〜45のいずれか一項に記載の複合体。
- 前記金属が、金、銀、銅、またはこれらの組み合わせである、請求項35〜46のいずれか一項に記載の複合体。
- 前記金属が、金である、請求項47記載の複合体。
- 前記金属が、銀である、請求項47記載の複合体。
- 前記ポリマー樹脂が、アクリレート樹脂である、請求項35〜49のいずれか一項に記載の複合体。
- 前記ポリマー樹脂が、オリゴマーポリ(エチレングリコール)をさらに含む、請求項35〜50のいずれか一項に記載の複合体。
- 前記ポリマー樹脂が、ポリ(エチレングリコール)−ジアクリレート(PEGDA)樹脂またはエトキシル化トリメチロールプロパントリアクリレート(ETPTA)樹脂である、請求項51に記載の複合体。
- 前記ポリマー樹脂が、PEGDA樹脂である、請求項52に記載の複合体。
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