WO2022264701A1 - ３ｄプリンター用樹脂組成物及びその製造方法、並びに硬化物 - Google Patents

３ｄプリンター用樹脂組成物及びその製造方法、並びに硬化物 Download PDF

Info

Publication number
WO2022264701A1
WO2022264701A1 PCT/JP2022/019223 JP2022019223W WO2022264701A1 WO 2022264701 A1 WO2022264701 A1 WO 2022264701A1 JP 2022019223 W JP2022019223 W JP 2022019223W WO 2022264701 A1 WO2022264701 A1 WO 2022264701A1
Authority
WO
WIPO (PCT)
Prior art keywords
monomer
meth
resin composition
polyether polyol
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2022/019223
Other languages
English (en)
French (fr)
Japanese (ja)
Inventor
牧人 中村
千登志 鈴木
ニキル ミシュラ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AGC Inc
Original Assignee
Asahi Glass Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Asahi Glass Co Ltd filed Critical Asahi Glass Co Ltd
Priority to CN202280042429.XA priority Critical patent/CN117597226A/zh
Priority to JP2023529666A priority patent/JPWO2022264701A1/ja
Priority to EP22824696.3A priority patent/EP4357109A4/en
Publication of WO2022264701A1 publication Critical patent/WO2022264701A1/ja
Priority to US18/508,329 priority patent/US20240084066A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • C08F290/067—Polyurethanes; Polyureas
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C64/00—Additive manufacturing, i.e. manufacturing of three-dimensional [3D] objects by additive deposition, additive agglomeration or additive layering, e.g. by 3D printing, stereolithography or selective laser sintering
    • B29C64/10—Processes of additive manufacturing
    • B29C64/106—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material
    • B29C64/124—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified
    • B29C64/129—Processes of additive manufacturing using only liquids or viscous materials, e.g. depositing a continuous bead of viscous material using layers of liquid which are selectively solidified characterised by the energy source therefor, e.g. by global irradiation combined with a mask
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B33—ADDITIVE MANUFACTURING TECHNOLOGY
    • B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
    • B33Y10/00—Processes of additive manufacturing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B33—ADDITIVE MANUFACTURING TECHNOLOGY
    • B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
    • B33Y70/00—Materials specially adapted for additive manufacturing
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B33—ADDITIVE MANUFACTURING TECHNOLOGY
    • B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
    • B33Y80/00—Products made by additive manufacturing
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/24—Catalysts containing metal compounds of tin
    • C08G18/244—Catalysts containing metal compounds of tin tin salts of carboxylic acids
    • C08G18/246—Catalysts containing metal compounds of tin tin salts of carboxylic acids containing also tin-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4825—Polyethers containing two hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4829—Polyethers containing at least three hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • C08G18/4841—Polyethers containing oxyethylene units and other oxyalkylene units containing oxyethylene end groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
    • C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
    • C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
    • C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C08L75/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
    • C08G65/2609—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aliphatic hydroxyl groups

Definitions

  • the present invention relates to a resin composition for 3D printers, a method for producing the same, and a cured product of the resin composition.
  • stereolithography As a three-dimensional modeling technology for resin, stereolithography is known, which uses a 3D printer to cure photocurable resin based on three-dimensional CAD data. Stereolithography has the advantage of being able to easily manufacture objects with complicated shapes in a relatively short period of time.
  • Patent Document 1 discloses that a photocurable composition containing a urethane (meth)acrylate oligomer can provide a cured product with excellent flexibility. Are listed.
  • Synthesis Example 1-7 Polyoxypropylene tetraol was used as the initiator (hydroxyl value equivalent molecular weight: 550), and otherwise the same operations as in Synthesis Example 1-3 were performed to obtain polyether polyol (f) (hydroxyl value: 7.7 mgKOH/g, hydroxyl value: A converted molecular weight of 29140 and EO/(PO+EO) of 0% by mass) were obtained.
  • Table 1 shows the physical properties of each polyether polyol obtained in the above synthesis example.
  • the temperature dependence of the storage elastic modulus is a value obtained by dividing the storage elastic modulus (E' 1 [MPa]) at -20°C by the storage elastic modulus (E' 2 [ MPa]) at 40°C. (E' 1 /E' 2 ).
  • E' 1 /E' 2 the storage elastic modulus at 40°C.
  • the first monomer of the present invention, the resin composition containing the second monomer and the photopolymerization initiator (Examples 1 to 3, 7 and 8) are 3D It was confirmed that the viscosity is low enough for use in printers, and that the cured product has a low glass transition temperature, low temperature dependence of storage elastic modulus, and excellent flexibility even in a low temperature range. On the other hand, the resin composition (Example 6) that did not contain the second monomer had high viscosity and was inferior in stereolithography, so that a good model could not be obtained.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Physics & Mathematics (AREA)
  • Mechanical Engineering (AREA)
  • Optics & Photonics (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Polyurethanes Or Polyureas (AREA)
PCT/JP2022/019223 2021-06-17 2022-04-28 ３ｄプリンター用樹脂組成物及びその製造方法、並びに硬化物 Ceased WO2022264701A1 (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN202280042429.XA CN117597226A (zh) 2021-06-17 2022-04-28 3d打印机用树脂组合物及其制造方法、以及固化物
JP2023529666A JPWO2022264701A1 (https=) 2021-06-17 2022-04-28
EP22824696.3A EP4357109A4 (en) 2021-06-17 2022-04-28 Resin composition for 3D printers, method for producing the same, and cured product
US18/508,329 US20240084066A1 (en) 2021-06-17 2023-11-14 Resin composition for 3d printer, method for producing same, and cured product

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2021101002 2021-06-17
JP2021-101002 2021-06-17

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US18/508,329 Continuation US20240084066A1 (en) 2021-06-17 2023-11-14 Resin composition for 3d printer, method for producing same, and cured product

Publications (1)

Publication Number Publication Date
WO2022264701A1 true WO2022264701A1 (ja) 2022-12-22

Family

ID=84527331

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2022/019223 Ceased WO2022264701A1 (ja) 2021-06-17 2022-04-28 ３ｄプリンター用樹脂組成物及びその製造方法、並びに硬化物

Country Status (5)

Country Link
US (1) US20240084066A1 (https=)
EP (1) EP4357109A4 (https=)
JP (1) JPWO2022264701A1 (https=)
CN (1) CN117597226A (https=)
WO (1) WO2022264701A1 (https=)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN118725211A (zh) * 2024-06-26 2024-10-01 浙江科技大学 一种光固化3d打印高强韧聚氨酯树脂及其制备方法

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000290328A (ja) * 1999-04-05 2000-10-17 Jsr Corp 樹脂組成物および立体形状物
JP2000351907A (ja) * 1999-06-11 2000-12-19 Jsr Corp 樹脂組成物および立体形状物
WO2003062301A1 (en) 2002-01-22 2003-07-31 Asahi Glass Company, Limited Process for continuously producing polyether
WO2004067633A1 (ja) 2003-01-28 2004-08-12 Asahi Glass Company, Limited ポリエーテルポリオール組成物およびその用途
JP2004269776A (ja) 2003-03-11 2004-09-30 Asahi Glass Co Ltd アルキレンオキシド開環重合方法
JP2005015786A (ja) 2003-06-04 2005-01-20 Asahi Glass Co Ltd 複合金属シアン化物錯体触媒、その製造方法およびその利用
JP2011202026A (ja) * 2010-03-25 2011-10-13 Kurabo Ind Ltd フレームラミネート用ポリウレタンフォーム
WO2013065802A1 (ja) 2011-11-04 2013-05-10 旭硝子株式会社 ポリエーテルの製造方法、プレポリマーの製造方法、および変成シリコーンポリマーの製造方法
JP2015010162A (ja) 2013-06-28 2015-01-19 旭硝子株式会社 硬化性組成物
JP2015160911A (ja) * 2014-02-27 2015-09-07 大日精化工業株式会社 接着剤組成物
JP2021017583A (ja) * 2019-07-18 2021-02-15 三洋化成工業株式会社 光硬化型接着剤の製造方法
WO2021112192A1 (ja) * 2019-12-06 2021-06-10 Ａｇｃ株式会社 樹脂組成物及び樹脂硬化物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1070682A1 (en) * 1999-07-20 2001-01-24 Dsm N.V. Radiation curable resin composition
WO2016153711A1 (en) * 2015-03-23 2016-09-29 Dow Global Technologies Llc Photocurable compositions for three-dimensional printing
US12098237B2 (en) * 2019-01-11 2024-09-24 Allnex Belgium S.A. Curable resin composition

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000290328A (ja) * 1999-04-05 2000-10-17 Jsr Corp 樹脂組成物および立体形状物
JP2000351907A (ja) * 1999-06-11 2000-12-19 Jsr Corp 樹脂組成物および立体形状物
WO2003062301A1 (en) 2002-01-22 2003-07-31 Asahi Glass Company, Limited Process for continuously producing polyether
WO2004067633A1 (ja) 2003-01-28 2004-08-12 Asahi Glass Company, Limited ポリエーテルポリオール組成物およびその用途
JP2004269776A (ja) 2003-03-11 2004-09-30 Asahi Glass Co Ltd アルキレンオキシド開環重合方法
JP2005015786A (ja) 2003-06-04 2005-01-20 Asahi Glass Co Ltd 複合金属シアン化物錯体触媒、その製造方法およびその利用
JP2011202026A (ja) * 2010-03-25 2011-10-13 Kurabo Ind Ltd フレームラミネート用ポリウレタンフォーム
WO2013065802A1 (ja) 2011-11-04 2013-05-10 旭硝子株式会社 ポリエーテルの製造方法、プレポリマーの製造方法、および変成シリコーンポリマーの製造方法
JP2015010162A (ja) 2013-06-28 2015-01-19 旭硝子株式会社 硬化性組成物
JP2015160911A (ja) * 2014-02-27 2015-09-07 大日精化工業株式会社 接着剤組成物
JP2021017583A (ja) * 2019-07-18 2021-02-15 三洋化成工業株式会社 光硬化型接着剤の製造方法
WO2021112192A1 (ja) * 2019-12-06 2021-06-10 Ａｇｃ株式会社 樹脂組成物及び樹脂硬化物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP4357109A4

Also Published As

Publication number Publication date
EP4357109A1 (en) 2024-04-24
CN117597226A (zh) 2024-02-23
EP4357109A4 (en) 2025-05-28
JPWO2022264701A1 (https=) 2022-12-22
US20240084066A1 (en) 2024-03-14

Similar Documents

Publication Publication Date Title
JP4320846B2 (ja) 光硬化性組成物
JP5151094B2 (ja) ウレタン（メタ）アクリレートオリゴマー組成物及びそれから得られるシート
US20200407581A1 (en) Optical shaping ink set, optically shaped article, and method for producing optically shaped article
JP6423793B2 (ja) 活性エネルギー線硬化性樹脂組成物及び硬化物
WO2012060204A1 (ja) インクジェット光造形法における、光造形品形成用モデル材、光造形品の光造形時の形状支持用サポート材および光造形品の製造方法
JP2020075941A (ja) サージカルガイド用の立体造形物を形成するために用いられる光学的立体造形用光硬化性樹脂組成物
TWI595016B (zh) 活性能量線硬化型水性樹脂組成物、活性能量線硬化型水性塗料、及以該塗料塗覆之物品
JP2001302744A5 (https=)
WO2023078419A1 (zh) 聚氨酯丙烯酸酯、光固化材料及制备方法和应用
TW201500392A (zh) 硬化性樹脂組成物、及使用其之積層體與其製造方法
KR100312039B1 (ko) 광섬유 코팅용 자외선 경화형 수지 조성물
WO2022264701A1 (ja) ３ｄプリンター用樹脂組成物及びその製造方法、並びに硬化物
CN115038729B (zh) 树脂组合物及树脂固化物
JP3345931B2 (ja) 紫外線硬化型樹脂組成物及びそれを用いた光ファイバー
TW202334075A (zh) 胺甲酸酯(甲基)丙烯酸酯
JP2017048301A (ja) ウレタン（メタ）アクリレート、活性エネルギー線硬化性組成物、及びその硬化物
JP2004196965A (ja) ウレタン（メタ）アクリレート系化合物及びそれを用いた活性エネルギー線硬化型樹脂組成物
JPWO2022264701A5 (https=)
JP2000219850A (ja) 接着剤用組成物及びその硬化物
JP2008222985A (ja) 活性エネルギー線硬化型樹脂組成物
TW202334076A (zh) 胺甲酸酯(甲基)丙烯酸酯
JPH05214063A (ja) 重合性不飽和ポリウレタン及びこれを用いた紫外線硬化型樹脂組成物
CN117597376A (zh) 含烯属不饱和基团的氨基甲酸酯聚合物、其制造方法和粘合剂组合物
JP2017066339A (ja) ウレタン（メタ）アクリレートオリゴマー、その製造方法および光硬化性組成物
WO2005103103A1 (ja) 活性エネルギー線硬化型ポリウレタン(メタ)アクリレート樹脂組成物及びその硬化物

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22824696

Country of ref document: EP

Kind code of ref document: A1

WWE Wipo information: entry into national phase

Ref document number: 2023529666

Country of ref document: JP

WWE Wipo information: entry into national phase

Ref document number: 202280042429.X

Country of ref document: CN

WWE Wipo information: entry into national phase

Ref document number: 2022824696

Country of ref document: EP

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 2022824696

Country of ref document: EP

Effective date: 20240117