JP2022530116A - 光硬化性組成物 - Google Patents
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- 125000003118 aryl group Chemical group 0.000 claims abstract description 33
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 22
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 18
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- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical compound C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 description 4
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- LUCXVPAZUDVVBT-UHFFFAOYSA-N methyl-[3-(2-methylphenoxy)-3-phenylpropyl]azanium;chloride Chemical compound Cl.C=1C=CC=CC=1C(CCNC)OC1=CC=CC=C1C LUCXVPAZUDVVBT-UHFFFAOYSA-N 0.000 description 2
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- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- 108091007065 BIRCs Proteins 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 241000713321 Intracisternal A-particles Species 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
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- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
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- CEJLBZWIKQJOAT-UHFFFAOYSA-N dichloroisocyanuric acid Chemical compound ClN1C(=O)NC(=O)N(Cl)C1=O CEJLBZWIKQJOAT-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
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- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
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- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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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
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
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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
- C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
- C08F222/1025—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate of aromatic dialcohols
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C09D11/107—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from unsaturated acids or derivatives thereof
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- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
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Abstract
Description
実施形態は、例として図示され、添付の図面に限定されない。
当業者は、図中の要素が単純さと明瞭さのために図示されており、必ずしも縮尺通りに描かれていないことを理解する。例えば、図中のいくつかの要素の寸法は、本発明の実施形態の理解を向上させるのに役立つように、他の要素に対して誇張され得る。
以下の説明は、本明細書に開示される教示の理解を助けるために提供され、教示の特定の実施形態および実施形態に焦点を当てる。この焦点は、教示の記述を助けるために提供され、教示の範囲又は適用可能性の制限として解釈されるべきではない。
以下の非限定的な実施例は、本明細書に記載される概念を例示する。
Claims (20)
- 重合性材料と光開始剤とを含む光硬化性組成物であって、
前記重合性材料の少なくとも90重量%は、芳香族基を含むアクリレートモノマーを含み、
硬化後の光硬化性組成物の総炭素含有量は少なくとも70%である光硬化性組成物。 - 前記重合性材料の少なくとも99重量%が、芳香環構造を含むモノマー化合物を含む、請求項1に記載の光硬化性組成物。
- 前記重合性材料の少なくとも10重量%が、芳香族基を含む二官能アクリレートモノマーである、請求項1に記載の光硬化性組成物。
- 前記芳香族基を含む二官能アクリレートモノマーがビスフェノールAジメタクリレート(BPADMA)である、請求項3に記載の光硬化性組成物。
- 前記重合性材料が、芳香族基を含む少なくとも3種類のアクリレートモノマーを含む、請求項1に記載の光硬化性組成物。
- 前記重合性材料が少なくとも3重量%のジビニルベンゼンを含む、請求項1に記載の光硬化性組成物。
- 前記重合性材料が、ベンジルアクリレート(BA)、ベンジルメタクリレート(BMA)、1-ナフチルメタクリレート(1-NMA)、ビスフェノールAジメタクリレート(BPADMA)、ジビニルベンゼン(DVB)、または1-ナフチルアクリレート(1-NA)から選択される少なくとも2種類のモノマーを含む、請求項1に記載の光硬化性組成物。
- 前記重合性材料が少なくともBAおよびBPADMAを含む、請求項7に記載の光硬化性組成物。
- 前記重合性材料が1-NAまたは1-NMAをさらに含む、請求項8に記載の光硬化性組成物。
- 粘度が15mPa・s以下である、請求項1に記載の光硬化性組成物。
- 基板と、該基板の上を覆う光硬化層とを含む積層体であって、該光硬化層が、少なくとも73%の総炭素含有量および3.0以下のオオニシ数を含む、積層体。
- 前記光硬化層が、光硬化性組成物をUV硬化することによって作製され、前記光硬化性組成物が、重合性材料および光開始剤を含み、前記重合性材料の少なくとも90重量%が、芳香族基を含むアクリレートモノマーを含む、請求項11に記載の積層体。
- 前記光硬化層は、250℃で60秒間加熱した後5.5%以下の重量損失を有する、請求項11に記載の積層体。
- 前記光硬化層が少なくとも0.3GPaの硬度を有する、請求項11に記載の積層体。
- 前記光硬化層が、少なくとも4.5GPaの貯蔵弾性率を有する、請求項11に記載の積層体。
- 以下の工程を含む基板上に光硬化層を形成する方法、
光硬化性組成物の層を基板上に塗布する、ただし該光硬化性組成物が重合性材料および光開始剤を含み、該重合性材料の少なくとも90重量%が芳香族基を含むアクリレートモノマーを含む;
光硬化性組成物をスーパーストレートと接触させる;
光硬化性組成物に光を照射して光硬化層を形成する;および
光硬化物からスーパーストレートを除去する、
ただし前記光硬化層の総炭素含有量は70%以上である。 - 前記光硬化性組成物が、15mPa・s以下の粘度を有する、請求項16に記載の方法。
- 前記重合性材料が、ベンジルアクリレート(BA)、ベンジルメタクリレート(BMA)、1-ナフチルメタクリレート(1-NMA)、ビスフェノールAジメタクリレート(BPADMA)、ジビニルベンゼン(DVB)、または1-ナフチルアクリレート(1-NA)から選択される少なくとも二種類のモノマーを含む、請求項16に記載の方法。
- 前記光硬化層が3.0以下のオオニシ数を有する、請求項16に記載の方法。
- 前記光硬化層が少なくとも0.3GPaの硬度を有する、請求項16に記載の方法。
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US16/396,342 | 2019-04-26 | ||
US16/396,342 US20200339828A1 (en) | 2019-04-26 | 2019-04-26 | Photocurable composition |
PCT/US2020/020605 WO2020219162A1 (en) | 2019-04-26 | 2020-03-02 | Photocurable composition |
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JP (1) | JP7423658B2 (ja) |
KR (1) | KR20210142147A (ja) |
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WO (1) | WO2020219162A1 (ja) |
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US11434312B2 (en) | 2020-12-15 | 2022-09-06 | Canon Kabushiki Kaisha | Photocurable composition for forming cured layers with high thermal stability |
US11434313B2 (en) * | 2020-12-16 | 2022-09-06 | Canon Kabushiki Kaisha | Curable composition for making cured layer with high thermal stability |
US11261267B1 (en) * | 2020-12-17 | 2022-03-01 | Canon Kabushiki Kaisha | Photocurable composition |
US20220236640A1 (en) * | 2021-01-28 | 2022-07-28 | Canon Kabushiki Kaisha | Photocurable composition comprising an organic ionic compound |
US11753497B2 (en) * | 2021-04-29 | 2023-09-12 | Canon Kabushiki Kaisha | Photocurable composition |
US11951660B2 (en) | 2021-10-11 | 2024-04-09 | Canon Kabushiki Kaisha | Shaping system including an evaporation cover, shaping process, and method of manufacturing an article |
US11945966B2 (en) | 2021-12-09 | 2024-04-02 | Canon Kabushiki Kaisha | Photocurable composition with enhanced thermal stability |
Citations (8)
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JP2009191107A (ja) * | 2008-02-12 | 2009-08-27 | Fujifilm Corp | ナノインプリント用硬化性組成物およびパターン形成方法 |
JP2014146812A (ja) * | 2008-12-03 | 2014-08-14 | Fujifilm Corp | インプリント用硬化性組成物、パターン形成方法およびパターン |
JP2015179807A (ja) * | 2013-08-30 | 2015-10-08 | キヤノン株式会社 | 光インプリント用組成物、これを用いた、膜の製造方法、光学部品の製造方法、回路基板の製造方法、電子部品の製造方法 |
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JP2014146812A (ja) * | 2008-12-03 | 2014-08-14 | Fujifilm Corp | インプリント用硬化性組成物、パターン形成方法およびパターン |
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JP2020506251A (ja) * | 2016-12-29 | 2020-02-27 | スリーエム イノベイティブ プロパティズ カンパニー | 硬化性高屈折率インク組成物及びインク組成物から調製された物品 |
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