JP6845226B2 - 積層造形用エポキシ二重硬化樹脂 - Google Patents

積層造形用エポキシ二重硬化樹脂 Download PDF

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JP6845226B2
JP6845226B2 JP2018512552A JP2018512552A JP6845226B2 JP 6845226 B2 JP6845226 B2 JP 6845226B2 JP 2018512552 A JP2018512552 A JP 2018512552A JP 2018512552 A JP2018512552 A JP 2018512552A JP 6845226 B2 JP6845226 B2 JP 6845226B2
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resin
epoxy resin
epoxy
light
curing agent
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JP2018528107A5 (enExample
JP2018528107A (ja
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カッシェン，ジュリア
グッドリッチ，ジェイムズ
ローランド，ジェイソン・ピー
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カーボン，インコーポレイテッド
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    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/68—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the catalysts used
    • 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
    • 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
    • B29C64/30—Auxiliary operations or equipment
    • B29C64/35—Cleaning
    • 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
    • B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
    • B29C71/04—After-treatment of articles without altering their shape; Apparatus therefor by wave energy or particle radiation, e.g. for curing or vulcanising preformed articles
    • 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
    • B33Y40/00—Auxiliary operations or equipment, e.g. for material handling
    • B33Y40/20—Post-treatment, e.g. curing, coating or polishing
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2063/00—Use of EP, i.e. epoxy resins or derivatives thereof, as moulding material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
    • B29K2105/0002—Condition, form or state of moulded material or of the material to be shaped monomers or prepolymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2421/00—Use of unspecified rubbers as filler
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2995/00—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds
    • B29K2995/0037—Other properties
    • B29K2995/0077—Yield strength; Tensile strength
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2995/00—Properties of moulding materials, reinforcements, fillers, preformed parts or moulds
    • B29K2995/0037—Other properties
    • B29K2995/0089—Impact strength or toughness
    • 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
    • B33Y70/10—Composites of different types of material, e.g. mixtures of ceramics and polymers or mixtures of metals and biomaterials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2363/00—Characterised by the use of epoxy resins; Derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/04—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2433/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2433/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/05—Polymer mixtures characterised by other features containing polymer components which can react with one another

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Mechanical Engineering (AREA)
  • Optics & Photonics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Epoxy Resins (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)
JP2018512552A 2015-09-09 2016-09-02 積層造形用エポキシ二重硬化樹脂 Active JP6845226B2 (ja)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US201562215944P 2015-09-09 2015-09-09
US62/215,944 2015-09-09
US201562270637P 2015-12-22 2015-12-22
US62/270,637 2015-12-22
US201662369409P 2016-08-01 2016-08-01
US62/369,409 2016-08-01
PCT/US2016/050043 WO2017044381A1 (en) 2015-09-09 2016-09-02 Epoxy dual cure resins for additive manufacturing

Publications (3)

Publication Number Publication Date
JP2018528107A JP2018528107A (ja) 2018-09-27
JP2018528107A5 JP2018528107A5 (enExample) 2019-10-10
JP6845226B2 true JP6845226B2 (ja) 2021-03-17

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US (2) US10975193B2 (enExample)
EP (1) EP3347399B1 (enExample)
JP (1) JP6845226B2 (enExample)
CN (1) CN108291011B (enExample)
WO (1) WO2017044381A1 (enExample)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2016117606A1 (ja) 2015-01-22 2016-07-28 積水化学工業株式会社 インクジェット用接着剤、半導体装置の製造方法及び電子部品
JP7189015B2 (ja) * 2015-12-22 2022-12-13 カーボン，インコーポレイテッド 二重硬化樹脂を用いた積層造形のための二重前駆体樹脂システム
US11883842B2 (en) 2017-04-14 2024-01-30 Polynt Composites USA, Inc. Adhesive compositions and methods for coating objects
EP3609970A4 (en) * 2017-04-14 2020-11-25 Polynt Composites USA, Inc. ADHESIVE COMPOSITION AND PROCESS FOR COATING OBJECTS
JP6894015B2 (ja) 2017-06-21 2021-06-23 カーボン，インコーポレイテッド 積層造形の方法
WO2019035387A1 (ja) 2017-08-15 2019-02-21 住友ゴム工業株式会社 三次元積層造形用ゴム組成物
EP3732021A1 (en) 2017-12-29 2020-11-04 DSM IP Assets B.V. Compositions and articles for additive fabrication and methods of using the same
FR3079517B1 (fr) * 2018-03-28 2021-01-01 Ecole Centrale Marseille Procede pour la realisation d’un objet tridimensionnel par un processus de photo-polymerisation multi-photonique et dispositif associe
WO2019225318A1 (ja) * 2018-05-23 2019-11-28 コニカミノルタ株式会社 立体造形用重合性組成物、およびこれを用いた立体造形物の製造方法、ならびに立体造形物
CN108976788A (zh) * 2018-06-05 2018-12-11 宁波市石生科技有限公司 一种耐高温三维制造材料及使用该材料制造三维物的方法
US11149108B1 (en) 2018-06-26 2021-10-19 National Technology & Engineering Solutions Of Sandia, Llc Self-assembly assisted additive manufacturing of thermosets
IL279630B2 (en) 2018-06-26 2025-02-01 Arkema France Curable compositions based on multistage polymers
CN108976777A (zh) * 2018-07-04 2018-12-11 宁波市石生科技有限公司 一种用于光固化3d打印的柔性材料及其应用
EP3768494B1 (en) * 2018-08-01 2023-04-19 Carbon, Inc. Production of low density products by additive manufacturing
WO2020041320A1 (en) * 2018-08-21 2020-02-27 Laird Technologies, Inc. Patterned materials and films and systems and methods for making the same
US12022642B2 (en) 2018-08-21 2024-06-25 Laird Technologies, Inc. Patterned electromagnetic interference (EMI) mitigation materials including carbon nanotubes
DE102018121067A1 (de) * 2018-08-29 2020-03-05 Delo Industrie Klebstoffe Gmbh & Co. Kgaa Härtbare Zweikomponentenmasse
CN115943062A (zh) 2018-09-10 2023-04-07 卡本有限公司 用于生产阻燃物体的双固化增材制造树脂
US11426898B2 (en) 2018-12-28 2022-08-30 Konica Minolta Business Solutions U.S.A., Inc. Process for fabrication of fiber composites using dual-cure free-form 3D-printed tailored fiber placement preform
JP2020152832A (ja) * 2019-03-20 2020-09-24 株式会社リコー インクジェット用活性エネルギー線硬化型組成物、及び立体物の造形方法
WO2020191690A1 (en) * 2019-03-28 2020-10-01 Henkel Ag & Co. Kgaa Photo-curable compositions for additive manufacturing
WO2020191689A1 (en) * 2019-03-28 2020-10-01 Henkel Ag & Co. Kgaa Photo-curable compositions for additive manufacturing
DE102019110245A1 (de) * 2019-04-18 2020-10-22 Comprise Tec Gmbh Werkstoff, Werkstoffkomposition, Werkstoffherstellungsverfahren und Fertigungsverfahren
EP3738771B1 (en) * 2019-05-13 2023-08-16 Henkel AG & Co. KGaA Dual cure epoxy formulations for 3d printing applications
CN110372997A (zh) * 2019-07-09 2019-10-25 捷安特（昆山）有限公司 用于制备碳纤维预浸布的环氧树脂组合物及其制备方法
CA3151655A1 (en) * 2019-09-03 2021-03-11 National Research Council Of Canada 3d printed graded refractive index device
JP7776427B2 (ja) * 2020-02-18 2025-11-26 ローワン・ユニバーシティ 逐次硬化相互侵入ポリマーによる付加製造高ガラス転移温度材料の網目構造強靭化
CN115151586B (zh) * 2020-02-28 2024-09-20 卡本有限公司 用于增材制造的单份可湿固化树脂
EP3909747A1 (en) * 2020-05-12 2021-11-17 TIGER Coatings GmbH & Co. KG Thermosetting material for use in a 3d printing process
CN112057750B (zh) * 2020-08-06 2023-04-07 恒新增材制造研究中心(佛山)有限公司 一种用于放疗的组织补偿物及其制备方法
WO2022066565A1 (en) * 2020-09-25 2022-03-31 Carbon, Inc. Epoxy dual cure resin for the production of moisture-resistant articles by additive manufacturing
EP4466142A1 (en) 2022-01-18 2024-11-27 Noga 3D Innovations Ltd Dual-cure epoxy resins for 3d printing of high-performance materials
JP7571990B2 (ja) * 2022-04-04 2024-10-23 幸士 生田 光硬化性組成物、硬化体及び硬化体の製造方法
WO2023220523A1 (en) 2022-05-09 2023-11-16 Carbon, Inc. Method for direct coloration of resins for additive manufacturing
DE102023120631A1 (de) 2023-08-03 2025-02-06 Delo Industrie Klebstoffe Gmbh & Co. Kgaa Verfahren zum Fügen, Vergießen oder Beschichten von Substraten und härtbare Masse dafür
WO2025080931A1 (en) 2023-10-12 2025-04-17 Carbon, Inc. Dual cure resins for mixed modulus materials
CN118165195B (zh) * 2024-05-14 2024-08-02 北京极溯光学科技有限公司 双重固化树脂、3d打印方法和3d打印制品

Family Cites Families (123)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3051671A (en) 1959-12-07 1962-08-28 Pacific Vegets Le Oil Corp Epoxy resin-isano oil compositions
US3386955A (en) 1966-01-14 1968-06-04 American Cyanamid Co Substituted ureas as low temperature epoxy curing agents
US3639928A (en) 1970-11-27 1972-02-08 Jefferson Chem Co Inc Accelerator combination for epoxy curing
US3945972A (en) 1973-10-09 1976-03-23 Nitto Kasei Co. Ltd. Curable epoxy resin composition comprising an epoxy resin and a reactive diluent
US3947395A (en) 1974-05-07 1976-03-30 Hitachi, Ltd. Epoxy surface coating compositions
CH637411A5 (de) 1979-04-20 1983-07-29 Ciba Geigy Ag Epoxidharz, haerter und haertungsbeschleuniger enthaltende, lagerfaehige homogene mischung und deren verwendung zur herstellung gehaerteter erzeugnisse.
US4421822A (en) 1979-08-20 1983-12-20 Minnesota Mining And Manufacturing Co. Ultraviolet polymerization of acrylate monomers using oxidizable tin compounds
US4389514A (en) 1980-09-26 1983-06-21 Congoleum Corporation Accelerated polymerization of acrylic monomers initiated by dialkyl and diaralkyl peroxide free radical generators in the presence of tin accelerators
CH646956A5 (de) 1981-12-15 1984-12-28 Ciba Geigy Ag Imidazolide.
US4529821A (en) 1982-02-23 1985-07-16 Ciba-Geigy Corporation Cyanoacylamide compounds
US4550203A (en) 1982-02-23 1985-10-29 Ciba Geigy Corporation Process for the preparation of N-substituted N-cyancarboxylic acid amides
US4618712A (en) 1982-02-23 1986-10-21 Ciba-Geigy Corporation N-cyanocarboxylic acid amides, processes for their preparation and their use
EP0124482B1 (de) 1983-04-29 1989-11-08 Ciba-Geigy Ag Neue Imidazolide und deren Verwendung als Härter für Polyepoxidverbindungen
US5236637A (en) 1984-08-08 1993-08-17 3D Systems, Inc. Method of and apparatus for production of three dimensional objects by stereolithography
EP0200674B1 (de) 1985-02-01 1988-05-25 Ciba-Geigy Ag (Acylthiopropyl)-Polyphenole
US4626642A (en) 1985-10-08 1986-12-02 General Motors Corporation Microwave method of curing a thermoset polymer
ATE113746T1 (de) * 1986-06-03 1994-11-15 Cubital Ltd Gerät zur entwicklung dreidimensionaler modelle.
US4785075A (en) * 1987-07-27 1988-11-15 Interez, Inc. Metal acetylacetonate/alkylphenol curing catalyst for polycyanate esters of polyhydric phenols
US4800222A (en) 1987-08-24 1989-01-24 Texaco Inc. Accelerator for curing epoxy resins comprising piperazine, triethanolamine and tris(dimethylaminomethyl)phenol
DE3750166T2 (de) 1987-08-26 1995-02-23 Asahi Chemical Ind Härtemittel für ein härtbares Eintopfepoxidharzsystem.
EP0310545A3 (de) 1987-09-02 1989-07-26 Ciba-Geigy Ag Cyanoguanidine als Härter für Epoxidharze
JPH0224121A (ja) * 1988-07-13 1990-01-26 Mitsui Eng & Shipbuild Co Ltd 光学的造形法
JPH0224127A (ja) * 1988-07-13 1990-01-26 Mitsui Eng & Shipbuild Co Ltd 光学的造形法
JPH0757532B2 (ja) 1988-10-19 1995-06-21 松下電工株式会社 三次元形状の形成方法
US5011635A (en) 1989-05-18 1991-04-30 Desoto, Inc. Stereolithographic method and apparatus in which a membrane separates phases
US5248456A (en) 1989-06-12 1993-09-28 3D Systems, Inc. Method and apparatus for cleaning stereolithographically produced objects
US5189078A (en) 1989-10-18 1993-02-23 Minnesota Mining And Manufacturing Company Microwave radiation absorbing adhesive
US5093385A (en) 1989-12-21 1992-03-03 Minnesota Mining And Manufacturing Company Method of accelerating photoiniferter polymerization, polymer produced thereby, and product produced therewith
DE4004620C1 (en) 1990-02-15 1991-09-05 Du Pont De Nemours (Deutschland) Gmbh, 6380 Bad Homburg, De Photo-structured layer of three=dimensional object prodn. - by using fusible plastisol or organosol contg. unsatd. monomer, photoinitiator and thermally reactive cpd.
US5158858A (en) 1990-07-05 1992-10-27 E. I. Du Pont De Nemours And Company Solid imaging system using differential tension elastomeric film
DE69109773T2 (de) 1990-07-25 1995-09-21 John A Shomer Homogenes Beschleunigersystem für Epoxydharze.
US5122441A (en) 1990-10-29 1992-06-16 E. I. Du Pont De Nemours And Company Method for fabricating an integral three-dimensional object from layers of a photoformable composition
US5510226A (en) 1991-05-01 1996-04-23 Alliedsignal Inc. Stereolithography using vinyl ether-epoxide polymers
EP0525578A1 (en) 1991-08-02 1993-02-03 E.I. Du Pont De Nemours And Company Photopolymer composition for the production of three-dimensional objects
DE4206392A1 (de) 1992-02-29 1993-09-02 Hoechst Ag Haertungsmittel fuer epoxidharze
CA2092131A1 (en) 1992-03-27 1993-09-28 Victor Kadziela (Nmi) Low viscosity self-toughening acrylate composition
DE69315003T2 (de) 1992-07-17 1998-03-12 Ethicon Inc Strahlenhärtbare Urethan-Acrylatprepolymere und vernetzte Polymere
US5264061A (en) 1992-10-22 1993-11-23 Motorola, Inc. Method of forming a three-dimensional printed circuit assembly
US5679719A (en) * 1993-03-24 1997-10-21 Loctite Corporation Method of preparing fiber/resin composites
DE69433193D1 (de) * 1993-03-24 2003-11-06 Loctite Corp Faser/harzverbundwerkstoffe und methode zur deren herstellung
AU685796B2 (en) 1993-03-30 1998-01-29 Shell Internationale Research Maatschappij B.V. Epoxidized vegetable oil modification of epoxy esters
DE59407524D1 (de) 1993-08-26 1999-02-04 Ciba Geigy Ag Flüssige strahlungshärtbare Zusammensetzung, insbesondere für die Stereolithographie
US5418112A (en) 1993-11-10 1995-05-23 W. R. Grace & Co.-Conn. Photosensitive compositions useful in three-dimensional part-building and having improved photospeed
US5494618A (en) 1994-06-27 1996-02-27 Alliedsignal Inc. Increasing the useful range of cationic photoinitiators in stereolithography
US5705116A (en) 1994-06-27 1998-01-06 Sitzmann; Eugene Valentine Increasing the useful range of cationic photoinitiators in stereolithography
IL112140A (en) 1994-12-25 1997-07-13 Cubital Ltd Method of forming three dimensional objects
US5639413A (en) 1995-03-30 1997-06-17 Crivello; James Vincent Methods and compositions related to stereolithography
US5707780A (en) * 1995-06-07 1998-01-13 E. I. Du Pont De Nemours And Company Photohardenable epoxy composition
JP3668310B2 (ja) 1996-01-22 2005-07-06 三菱レイヨン株式会社 光学的立体造形用樹脂組成物
JP2001527590A (ja) * 1997-02-18 2001-12-25 アライド シグナル インコーポレイテッド ステレオリソグラフィのための耐熱性ポリマー
EP0872505B1 (de) 1997-04-16 2001-07-11 Vantico GmbH & Co. KG Härtbare Mischungen aus Glycidylverbindungen, aminischen Härtern und heterocyclischen Beschleunigern
JP2000007641A (ja) 1998-06-17 2000-01-11 Takemoto Oil & Fat Co Ltd 光学的立体造形用樹脂及び光学的立体造形用樹脂組成物
DE19926629A1 (de) 1999-06-11 2000-12-14 Cognis Deutschland Gmbh Epoxidharzhärter-Zusammensetzungen
US6658314B1 (en) 1999-10-06 2003-12-02 Objet Geometries Ltd. System and method for three dimensional model printing
DE19961926A1 (de) 1999-12-22 2001-07-05 Basf Coatings Ag Thermisch mit aktinischer Strahlung härtbare Stoffgemische und ihre Verwendung
US7300619B2 (en) 2000-03-13 2007-11-27 Objet Geometries Ltd. Compositions and methods for use in three dimensional model printing
US6309797B1 (en) 2000-04-26 2001-10-30 Spectra Group Limited, Inc. Selectively colorable polymerizable compositions
FR2809741B1 (fr) 2000-05-31 2002-08-16 Atofina Materiaux thermodurs a tenue au choc amelioree
JP3723927B2 (ja) 2000-07-11 2005-12-07 日本ライナー株式会社 エポキシ樹脂を短時間で硬化する方法及び、該硬化方法によって得られたエポキシ樹脂硬化物による電磁波吸収方法
DE10037883A1 (de) 2000-08-03 2002-02-14 Henkel Kgaa Ferromagnetische Resonanzanregung und ihre Verwendung zur Erwärmung teilchengefüllter Substrate
JP4382978B2 (ja) * 2000-12-04 2009-12-16 学校法人神奈川大学 光硬化性・熱硬化性樹脂組成物
DE10115505B4 (de) 2001-03-29 2007-03-08 Basf Coatings Ag Thermisch und mit aktinischer Strahlung härtbare wäßrige Dispersionen, Verfahren zu ihrer Herstellung und ihre Verwendung
DE10119817A1 (de) 2001-04-23 2002-10-24 Envision Technologies Gmbh Vorrichtung und Verfahren für die zerstörungsfreie Trennung ausgehärteter Materialschichten von einer planen Bauebene
GB0129675D0 (en) 2001-12-12 2002-01-30 Hexcel Composites Ltd Accelerator system for epoxy resins
US6861475B2 (en) 2002-10-16 2005-03-01 Rohm And Haas Company Smooth, flexible powder coatings
DE10324486A1 (de) 2003-05-30 2004-12-16 Degussa Ag Verwendung von Harnstoff-Derivaten als Beschleuniger für Epoxidharze
KR100780582B1 (ko) 2003-06-09 2007-11-29 카네카 코포레이션 변성 에폭시 수지의 제조방법
JP4652235B2 (ja) * 2003-11-26 2011-03-16 三井化学株式会社 １液型の光及び熱併用硬化性樹脂組成物及びその用途
PL1727663T3 (pl) 2004-03-22 2012-04-30 Huntsman Adv Mat Switzerland Kompozycje fotoutwardzalne
US7642316B2 (en) 2004-10-14 2010-01-05 Dow Global Technologies, Inc. Rubber modified monovinylidene aromatic polymers and fabricated articles prepared therefrom
EP2402127B1 (en) 2004-10-19 2018-07-18 Rolls-Royce Corporation Method associated with anisotropic shrink in sintered ceramic items
BRPI0516699A (pt) 2004-11-10 2008-09-16 Dow Global Technologies Inc composição de resina epóxi adesiva curável, processo para preparar uma composição de resina epóxi adesiva curável e dois ou mais substratos
US20100152314A1 (en) 2005-09-29 2010-06-17 Cmet Inc. Resin composition for stereolithography
US20070178133A1 (en) 2005-11-09 2007-08-02 Liquidia Technologies, Inc. Medical device, materials, and methods
US8481622B2 (en) 2006-09-01 2013-07-09 The Curators Of The University Of Missouri Soybean based epoxy resin and methods of making and use
US20080103226A1 (en) 2006-10-31 2008-05-01 Dsm Ip Assets B.V. Photo-curable resin composition
US7892474B2 (en) 2006-11-15 2011-02-22 Envisiontec Gmbh Continuous generative process for producing a three-dimensional object
US8128393B2 (en) 2006-12-04 2012-03-06 Liquidia Technologies, Inc. Methods and materials for fabricating laminate nanomolds and nanoparticles therefrom
WO2008105189A1 (ja) 2007-02-28 2008-09-04 Kaneka Corporation ゴム状重合体粒子分散熱硬化性樹脂組成物、及びその製造方法
KR101433413B1 (ko) 2007-03-20 2014-08-26 디에스엠 아이피 어셋츠 비.브이. 입체리소그래피 수지 조성물 및 이로부터 제조된 3차원 물체
JP5606308B2 (ja) 2007-04-03 2014-10-15 ビーエーエスエフ ソシエタス・ヨーロピア 光活性窒素塩基
US8088245B2 (en) 2007-04-11 2012-01-03 Dow Global Technologies Llc Structural epoxy resins containing core-shell rubbers
CN101679579B (zh) 2007-06-20 2012-05-30 陶氏环球技术公司 对温度变化的敏感性非常低的耐碰撞环氧粘合剂
DK2052693T4 (da) 2007-10-26 2021-03-15 Envisiontec Gmbh Proces og fri-formfabrikationssystem til at fremstille en tredimensionel genstand
JP5603256B2 (ja) 2008-01-23 2014-10-08 ダウ グローバル テクノロジーズ エルエルシー エポキシ樹脂硬化剤組成物及び前記硬化剤組成物を含むエポキシ樹脂組成物
US8777602B2 (en) 2008-12-22 2014-07-15 Nederlandse Organisatie Voor Tobgepast-Natuurwetenschappelijk Onderzoek TNO Method and apparatus for layerwise production of a 3D object
DE102009027826A1 (de) 2009-04-29 2010-11-04 Evonik Degussa Gmbh Katalyse von Epoxidharzformulierungen
US20100280151A1 (en) 2009-05-04 2010-11-04 Toray Industries, Inc. Toughened fiber reinforced polymer composite with core-shell particles
US20100297745A1 (en) 2009-05-19 2010-11-25 Nanyang Technological University Flow-through method of functionalizing inner surfaces of a microfluidic device
US9169386B2 (en) 2009-10-27 2015-10-27 Eco Green Resins, Llc Organic vegetable oil based resin and preparation method thereof
US20120251841A1 (en) 2009-12-17 2012-10-04 Dsm Ip Assets, B.V. Liquid radiation curable resins for additive fabrication comprising a triaryl sulfonium borate cationic photoinitiator
US8574558B2 (en) 2010-01-25 2013-11-05 Mycone Dental Supply Co., Inc. UV-curable nail coating formulations based on renewable polyols
ES2934103T3 (es) 2011-01-31 2023-02-16 Global Filtration Systems Dba Gulf Filtration Systems Inc Aparato para fabricar objetos tridimensionales a partir de múltiples materiales solidificables
KR101722208B1 (ko) * 2011-07-28 2017-05-02 주식회사 프로타빅 코리아 하이브리드 열경화 접착제 조성물
WO2013021039A1 (en) 2011-08-11 2013-02-14 Basf Se Microwave absorbing composition
JP2013166893A (ja) * 2012-02-16 2013-08-29 Jsr Corp 光学的立体造形用放射線硬化性組成物
US9120270B2 (en) 2012-04-27 2015-09-01 University Of Southern California Digital mask-image-projection-based additive manufacturing that applies shearing force to detach each added layer
US9636873B2 (en) 2012-05-03 2017-05-02 B9Creations, LLC Solid image apparatus with improved part separation from the image plate
BR112014032019A2 (pt) 2012-08-27 2017-06-27 Dow Global Technologies Llc adesivo, método para fazer um adesivo de epóxi e kit
WO2014043048A2 (en) 2012-09-17 2014-03-20 3M Innovative Properties Company Powder coating epoxy compositions, methods, and articles
EP3225644A1 (en) * 2012-10-15 2017-10-04 Daicel Corporation Curable resin composition, and cured product thereof
EP2757118A1 (en) 2013-01-17 2014-07-23 Allnex Belgium, S.A. Radiation curable aqueous compositions with reversible drying.
EP3187938A1 (en) 2013-02-12 2017-07-05 CARBON3D, Inc. Method and apparatus for three-dimensional fabrication with feed through carrier
ES2667676T3 (es) * 2013-02-12 2018-05-14 Carbon, Inc. Método y aparato para fabricación tridimensional
US9080007B2 (en) 2013-02-28 2015-07-14 Air Products And Chemicals, Inc. Anhydride accelerators for epoxy resin systems
CN112147844B (zh) 2013-07-04 2025-01-28 味之素株式会社 感光性树脂组合物
JP6414411B2 (ja) 2013-08-09 2018-10-31 ディーエスエム アイピー アセッツ ビー．ブイ．Ｄｓｍ Ｉｐ Ａｓｓｅｔｓ Ｂ．Ｖ． 積層造形用の低粘度液状放射線硬化型歯科アライナー成形型用樹脂組成物
KR101956281B1 (ko) * 2013-08-13 2019-03-08 삼성전기주식회사 수지 조성물, 이를 이용한 인쇄회로기판 및 그 제조방법
US9360757B2 (en) 2013-08-14 2016-06-07 Carbon3D, Inc. Continuous liquid interphase printing
US20160280864A1 (en) * 2013-10-08 2016-09-29 Timothy A. Morley Low odor epoxy resin systems based on nadic anhydride-type hardeners
CN103571211A (zh) 2013-10-13 2014-02-12 甘春丽 双重固化组合物
JP6433651B2 (ja) * 2013-11-21 2018-12-05 スリーエム イノベイティブ プロパティズ カンパニー 接着剤、接着剤付部材及び部材間の接続方法
US20160280846A1 (en) * 2013-12-18 2016-09-29 Dow Global Technologies Llc Curable compositions
US9654377B2 (en) 2014-01-30 2017-05-16 Thomson Licensing Per port ethernet packet processing mode by device type
US10259171B2 (en) 2014-04-25 2019-04-16 Carbon, Inc. Continuous three dimensional fabrication from immiscible liquids
BR112016029766A2 (pt) 2014-06-23 2017-08-22 Carbon Inc métodos de produção de objetos tridimensionais de poliuretano a partir de materiais tendo múltiplos mecanismos de endurecimento
TW201609934A (zh) * 2014-07-01 2016-03-16 精工愛普生股份有限公司 三維造形用組合物、三維造形物之製造方法及三維造形物
JP6509507B2 (ja) 2014-07-17 2019-05-08 任天堂株式会社 ゲームシステム、端末装置、コンピュータプログラム及び情報表示方法
US9574039B1 (en) 2014-07-22 2017-02-21 Full Spectrum Laser Additive use in photopolymer resin for 3D printing to enhance the appearance of printed parts
KR101514746B1 (ko) * 2014-08-28 2015-04-23 애경화학 주식회사 정밀주조 열분해 마스터모델 성형용 광경화 조성물
WO2016145050A1 (en) * 2015-03-10 2016-09-15 Carbon3D, Inc. Microfluidic devices having flexible features and methods of making the same
CN104842565A (zh) * 2015-05-14 2015-08-19 何岷洪 一种快速液体界面3d打印系统
US9708440B2 (en) 2015-06-18 2017-07-18 Novoset, Llc High temperature three dimensional printing compositions

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