CN107501442A - 用于3d打印技术由可见光引发的光引发剂组合物及应用 - Google Patents
用于3d打印技术由可见光引发的光引发剂组合物及应用 Download PDFInfo
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- CN107501442A CN107501442A CN201710696812.8A CN201710696812A CN107501442A CN 107501442 A CN107501442 A CN 107501442A CN 201710696812 A CN201710696812 A CN 201710696812A CN 107501442 A CN107501442 A CN 107501442A
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- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- 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
- B33Y70/00—Materials specially adapted for additive manufacturing
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/01—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to unsaturated polyesters
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/10—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule
- C08F283/105—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers containing more than one epoxy radical per molecule on to unsaturated polymers containing more than one epoxy radical per molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108165095A (zh) * | 2017-12-28 | 2018-06-15 | 深圳市容大感光科技股份有限公司 | 一种快速定位基材反面基准位置的油墨及其定位方法 |
CN108658607A (zh) * | 2018-05-17 | 2018-10-16 | 广东工业大学 | 一种新型陶瓷浆料及其制备的陶瓷和应用 |
CN109485395A (zh) * | 2018-01-15 | 2019-03-19 | 杭州创屹机电科技有限公司 | 一种3d打印高强度陶瓷坯胎的方法 |
CN109884858A (zh) * | 2019-02-26 | 2019-06-14 | 苏州星烁纳米科技有限公司 | 树脂组合物及显示装置 |
CN110317346A (zh) * | 2018-06-19 | 2019-10-11 | 常熟理工学院 | 树枝状荧光素钠-碘鎓盐可见光引发剂及其制备方法和应用 |
CN111303577A (zh) * | 2020-02-28 | 2020-06-19 | 山东非金属材料研究所 | 一种增材制造用可见光敏液体树脂、其制备方法及使用方法 |
CN111825879A (zh) * | 2019-04-10 | 2020-10-27 | 中国科学院化学研究所 | 一种用于3d打印气凝胶的前驱溶液及3d打印方法 |
CN113831428A (zh) * | 2021-09-22 | 2021-12-24 | 贵州师范学院 | 一种硫杂蒽酮-查尔酮光引发剂及其制备方法和应用 |
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Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104250422A (zh) * | 2013-06-26 | 2014-12-31 | 合肥杰事杰新材料股份有限公司 | 一种用于3d打印的光敏树脂及其制备方法 |
CN104312141A (zh) * | 2014-11-14 | 2015-01-28 | 南京百川行远激光科技有限公司 | 一种光敏树脂及其制备方法 |
CN205668388U (zh) * | 2016-04-26 | 2016-11-02 | 中国科学院化学研究所 | 一种采用光固化技术的3d打印装置 |
CN106977658A (zh) * | 2017-03-30 | 2017-07-25 | 大族激光科技产业集团股份有限公司 | 一种3d打印光固化树脂及其制备方法 |
-
2017
- 2017-08-15 CN CN201710696812.8A patent/CN107501442B/zh active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104250422A (zh) * | 2013-06-26 | 2014-12-31 | 合肥杰事杰新材料股份有限公司 | 一种用于3d打印的光敏树脂及其制备方法 |
CN104312141A (zh) * | 2014-11-14 | 2015-01-28 | 南京百川行远激光科技有限公司 | 一种光敏树脂及其制备方法 |
CN205668388U (zh) * | 2016-04-26 | 2016-11-02 | 中国科学院化学研究所 | 一种采用光固化技术的3d打印装置 |
CN106977658A (zh) * | 2017-03-30 | 2017-07-25 | 大族激光科技产业集团股份有限公司 | 一种3d打印光固化树脂及其制备方法 |
Cited By (12)
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CN108165095A (zh) * | 2017-12-28 | 2018-06-15 | 深圳市容大感光科技股份有限公司 | 一种快速定位基材反面基准位置的油墨及其定位方法 |
CN108165095B (zh) * | 2017-12-28 | 2020-12-18 | 深圳市容大感光科技股份有限公司 | 一种快速定位基材反面基准位置的油墨及其定位方法 |
CN109485395A (zh) * | 2018-01-15 | 2019-03-19 | 杭州创屹机电科技有限公司 | 一种3d打印高强度陶瓷坯胎的方法 |
CN108658607A (zh) * | 2018-05-17 | 2018-10-16 | 广东工业大学 | 一种新型陶瓷浆料及其制备的陶瓷和应用 |
CN110317346A (zh) * | 2018-06-19 | 2019-10-11 | 常熟理工学院 | 树枝状荧光素钠-碘鎓盐可见光引发剂及其制备方法和应用 |
CN110317346B (zh) * | 2018-06-19 | 2022-04-15 | 常熟理工学院 | 树枝状荧光素钠-碘鎓盐可见光引发剂及其制备方法和应用 |
CN109884858A (zh) * | 2019-02-26 | 2019-06-14 | 苏州星烁纳米科技有限公司 | 树脂组合物及显示装置 |
CN111825879A (zh) * | 2019-04-10 | 2020-10-27 | 中国科学院化学研究所 | 一种用于3d打印气凝胶的前驱溶液及3d打印方法 |
CN113950488A (zh) * | 2019-05-17 | 2022-01-18 | 4D医学有限公司 | 可调材料 |
CN111303577A (zh) * | 2020-02-28 | 2020-06-19 | 山东非金属材料研究所 | 一种增材制造用可见光敏液体树脂、其制备方法及使用方法 |
CN113831428A (zh) * | 2021-09-22 | 2021-12-24 | 贵州师范学院 | 一种硫杂蒽酮-查尔酮光引发剂及其制备方法和应用 |
CN114347464A (zh) * | 2021-09-29 | 2022-04-15 | 中山大学 | 一种以绿光为光固化光源的3d打印光敏材料及其3d打印机 |
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