CN106749942A - A kind of 3D printing ultraviolet photocureable material and preparation method thereof - Google Patents
A kind of 3D printing ultraviolet photocureable material and preparation method thereof Download PDFInfo
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- CN106749942A CN106749942A CN201611161848.8A CN201611161848A CN106749942A CN 106749942 A CN106749942 A CN 106749942A CN 201611161848 A CN201611161848 A CN 201611161848A CN 106749942 A CN106749942 A CN 106749942A
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- Prior art keywords
- ultraviolet photocureable
- photocureable material
- weight portion
- printing
- ultraviolet
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- 239000000463 material Substances 0.000 title claims abstract description 48
- 238000010146 3D printing Methods 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 14
- 229920002396 Polyurea Polymers 0.000 claims abstract description 13
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- 238000007711 solidification Methods 0.000 claims abstract description 9
- 230000008023 solidification Effects 0.000 claims abstract description 9
- 239000003085 diluting agent Substances 0.000 claims abstract description 8
- 102000004190 Enzymes Human genes 0.000 claims abstract description 7
- 108090000790 Enzymes Proteins 0.000 claims abstract description 7
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- 239000002270 dispersing agent Substances 0.000 claims abstract description 6
- 239000003999 initiator Substances 0.000 claims abstract description 6
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 3
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001400 block copolymer Polymers 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 102000004882 Lipase Human genes 0.000 claims description 2
- 108090001060 Lipase Proteins 0.000 claims description 2
- 239000004367 Lipase Substances 0.000 claims description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims description 2
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 2
- 125000002362 bornane-2,3-dione group Chemical group 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 235000019421 lipase Nutrition 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 230000009477 glass transition Effects 0.000 claims 2
- CWXZAJNUTOBAOI-UHFFFAOYSA-N 1-(2,3-dimethoxyphenyl)-2-hydroxy-2-phenylethanone Chemical compound COC1=CC=CC(C(=O)C(O)C=2C=CC=CC=2)=C1OC CWXZAJNUTOBAOI-UHFFFAOYSA-N 0.000 claims 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical group CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims 1
- JHQMEZRRZJJNAI-UHFFFAOYSA-N [(2-methylphenyl)-phenylphosphoryl]-phenylmethanone Chemical compound CC1=CC=CC=C1P(=O)(C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 JHQMEZRRZJJNAI-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 claims 1
- 238000000016 photochemical curing Methods 0.000 abstract description 13
- 238000001723 curing Methods 0.000 abstract description 11
- 230000005764 inhibitory process Effects 0.000 abstract description 5
- 230000009257 reactivity Effects 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 7
- 238000005516 engineering process Methods 0.000 description 5
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 230000008859 change Effects 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 1
- 235000015511 Liquidambar orientalis Nutrition 0.000 description 1
- 239000004870 Styrax Substances 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- VGQLLUIFOUVAPI-UHFFFAOYSA-N [Cl].OC(=O)C=C Chemical compound [Cl].OC(=O)C=C VGQLLUIFOUVAPI-UHFFFAOYSA-N 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- -1 allyl ester Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000000805 composite resin Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000010437 gem Substances 0.000 description 1
- 229910001751 gemstone Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/006—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00
- C08F283/008—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polymers provided for in C08G18/00 on to unsaturated polymers
-
- 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
- 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
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)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
Abstract
The invention belongs to 3D printing technique field, and in particular to a kind of 3D printing ultraviolet photocureable material and preparation method thereof;The material includes following component:The weight portion of aliphatic epoxy acrylate 25~50;The weight portion of aliphatic urethane acrylate 20~40;The weight portion of polyurea monomers 0~25;The weight portion of reactive diluent 15~30;The weight portion of initiator 0.05~1;The solidification weight portion of enzyme 0.15~2;The weight portion of dispersant 0.3~3;The weight portion of levelling agent 0.1~1.5.The photo-curing material has the advantages that elastic good, color inhibition;With reactivity and curing rate higher;Curing materials of the invention have the advantages that good toughness, adhesive force are strong, reactivity is high, curing rate is fast;With great market prospects and economic worth.
Description
Technical field
The invention belongs to 3D printing technique field, and in particular to a kind of 3D printing ultraviolet photocureable material and its preparation side
Method.
Background technology
Quick forming fabri-cation is also in 3D printing, is described as the new industry of " leading the third time industrial revolution ".In numerous 3D
In printing shaping technique, SLA (stereo laser solidification) is a kind of curing technology of environmental protection, with it is environment-friendly, power consumption less,
The advantages of quick solidifying, high precision, excellent cured product performance, be widely used in jewel design, building, medicine equipment, automobile,
The industries such as Aero-Space, are a kind of current quick molding methods most widely used on the market.
Break foreign technology monopolization and determine the protective barrier that machine is expected surely, promote production domesticization 3D printing technique UV Stereolithographies
Development, exploitation low viscosity, curing rate is fast, shrinkage factor is small, good mechanical performance 3D printing photosensitive resin is domestic development
The inexorable trend of UV photo-curing materials.
Photo-curing material refers to as its name suggests the resin material in specific light (ultraviolet light) solidification according under.Due to the material not
The processing technologys such as heating, high pressure are needed, but preset model is formed by being layering, therefore can have that matter is crisp, mechanical property
Poor defect is so as to limit its large-scale application.Based on this, domestic and foreign scholars are by methods such as activeness and quietness to photocuring material
The mechanical property of material is modified.CN104629231A discloses free radical and triggers allyl ester resin composite glass fiber photosensitive
Resin, obtained photo-curing material has good intensity and a rigidity, but content of glass fiber is too high to make its resin
Disperseing uneven, and hard and crisp also it is unfavorable for large-scale promotion;CN104893224A discloses polyether acrylate or polycyclic
The 3D printing material that modified (branched) polyether acrylate of amine is prepared for raw material, the cure shrinkage of material is small, xanthochromia
Small, hardness and pliability are moderate.
In order to improve 3D printing photo-curing material pliability, expand the application field of photo-curing material, develop curing rate
Hurry up, shrinkage factor is small, color inhibition, elastic inevitable requirement of the good 3D printing photo-curing material as era development.
The content of the invention
Therefore, the technical problems to be solved by the invention be overcome that existing photo-curing material viscosity is high, curing rate slow,
The low technical bottleneck of shrinkage factor, a kind of curing rate of exploitation is fast, shrinkage factor is small, color inhibition, elastic good 3D printing photocuring
Material.
In order to solve the above technical problems, a kind of 3D printing ultraviolet photocureable material of the invention, the material includes as follows
Component:
Preferably, the degree of functionality of the aliphatic epoxy acrylate is 2, and viscosity is 1100cps under normal temperature, and vitrifying turns
Temperature is 40 DEG C.
Preferably, the degree of functionality of the aliphatic urethane acrylate is 4, and viscosity is 4500cps, vitrifying under normal temperature
Transition temperature is 33 DEG C.
Preferably, polyurea monomers viscosity at normal temperatures is 2000-3000cps, and elongation at break is more than 600%.
Preferably, the reactive diluent is in tripropylene glycol class diacrylate or trimethylolpropane trimethacrylate
One or two.
Preferably, the initiator is camphorquinone, TMDPO, styrax diformazan
One or two in ether.
Preferential, the solidification enzyme is lipase for the solidification enzyme.
Preferably, the dispersant be amino modified block copolymer, polybasic carboxylic acid based block copolymer at least
It is a kind of.
Preferably, the levelling agent is polyacrylate.
The invention also discloses the preparation method of ultraviolet photocureable material described in any one, it is characterised in that methods described
For:
It is prepared by A, polyurea monomers:Acryloyl chloride is taken, with the toluene solvant of rear addition 50% in NaOH, through washing,
Polyurea monomers are obtained after dehydration, separation;
B, in the reactor equipped with agitator, thermometer, condenser and charging spout, add aliphatic epoxy acrylic acid
Ester, aliphatic urethane acrylate and polyurea monomers and reactive diluent, stirring;
C, in a kettle., adds dispersant, levelling agent, stirs;
D, past reactor the inside add initiator and solidification enzyme, and temperature of reaction kettle is 40-60 DEG C, treats the transparent color of solution
Stop stirring afterwards.
Above-mentioned technical proposal of the invention has advantages below compared to existing technology:The present invention is gathered using low viscous long-chain
Urethane acrylate and epoxy acrylate are oligomer, UV photo-curing materials of the invention is had high-flexibility and attachment
Power;The addition of acrylic acid chlorine modified polyurea monomer, makes photo-curing material of the invention have the advantages that elastic good, color inhibition;With
The TPGDA of difunctional imparts material reactivity higher and curing rate as diluent;Curing materials of the invention
Have the advantages that good toughness, color inhibition, reactivity be high, curing rate is fast;With great market prospects and economic worth.
Specific embodiment
Embodiment
Embodiment 1:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 2:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 3:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 4:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 5:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 6:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Embodiment 7:Present embodiment discloses a kind of 3D printing ultraviolet photocureable material, specific composition is as follows:
Preparation method of the embodiment 8 present embodiment discloses ultraviolet photocureable material described in embodiment 1-7:
1) preparation of polyurea monomers:Acryloyl chloride, with the toluene solvant of rear addition 50% in NaOH, through washing,
Required polyurea monomers are obtained after dehydration, separation;
2) according to the ratio requirement of each embodiment, each raw material is weighed;
3) in the reactor equipped with agitator, thermometer, condenser and charging spout, oligomer is added according to experiment proportioning
Aliphatic epoxy acrylate aliphatic urethane acrylate and modified polyurea monomer and reactive diluent, after stirring;
4) in the reactor equipped with monomer and diluent, dispersant, levelling agent are slowly added to, are stirred;
5) initiator and solidification enzyme, temperature of reaction kettle is added to be heated to 40-60 DEG C, treat that solution is transparent toward reactor the inside
Stop stirring after color and obtain final product target product, be fitted into black plastic bottle after being down to normal temperature.
Photo-curing material prepared by embodiment is placed in 3D printer and carries out printing test by experimental example, solid to 3D printing light
The performance for changing solid material and shaped article is tested, and test result is as shown in table 1:
Table 1
Obviously, above-described embodiment is only intended to clearly illustrate example, and not to the restriction of implementation method.It is right
For those of ordinary skill in the art, can also make on the basis of the above description other multi-forms change or
Change.There is no need and unable to be exhaustive to all of implementation method.And the obvious change thus extended out or
Among changing still in the protection domain of the invention.
Claims (10)
1. a kind of 3D printing ultraviolet photocureable material, it is characterised in that the material includes following component:
2. ultraviolet photocureable material as claimed in claim 1, it is characterised in that the function of the aliphatic epoxy acrylate
It is 2 to spend, and viscosity is 1100cps under normal temperature, and glass transition temperature is 40 DEG C.
3. ultraviolet photocureable material as claimed in claim 2, it is characterised in that the official of the aliphatic urethane acrylate
Energy degree is 4, and viscosity is 4500cps under normal temperature, and glass transition temperature is 33 DEG C.
4. ultraviolet photocureable material as claimed in claim 3, it is characterised in that polyurea monomers viscosity at normal temperatures is
2000-3000cps, elongation at break is more than 600%.
5. ultraviolet photocureable material as claimed in claim 4, it is characterised in that the reactive diluent is tripropylene glycol class two
One or two in acrylate or trimethylolpropane trimethacrylate.
6. ultraviolet photocureable material as claimed in claim 5, it is characterised in that the initiator is camphorquinone, 2,4,6- tri-
One or two in methyl benzoyl diphenyl phosphine oxide, dimethoxybenzoin.
7. ultraviolet photocureable material as claimed in claim 6, it is characterised in that the solidification enzyme is lipase.
8. ultraviolet photocureable material as claimed in claim 7, it is characterised in that the dispersant is common for amino modified block
At least one in polymers, polybasic carboxylic acid based block copolymer.
9. ultraviolet photocureable material as claimed in claim 8, it is characterised in that the levelling agent is polyacrylate.
10. the preparation method of a kind of ultraviolet photocureable material as described in claim any one of 1-9, it is characterised in that described
Method is:
It is prepared by A, polyurea monomers:Acryloyl chloride is taken, with the toluene solvant of rear addition 50% in NaOH, through washing, being dehydrated,
Polyurea monomers are obtained after separation;
B, in the reactor equipped with agitator, thermometer, condenser and charging spout, add aliphatic epoxy acrylate, fat
Fat adoption urethane acrylate and polyurea monomers and reactive diluent, stirring;
C, in a kettle., adds dispersant, levelling agent, stirs;
D, past reactor the inside add initiator and solidification enzyme, and temperature of reaction kettle is 40-60 DEG C, is stopped after after the transparent color of solution
Only stir.
Priority Applications (1)
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CN201611161848.8A CN106749942B (en) | 2016-12-15 | 2016-12-15 | A kind of 3D printing ultraviolet photocureable material and preparation method thereof |
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CN201611161848.8A CN106749942B (en) | 2016-12-15 | 2016-12-15 | A kind of 3D printing ultraviolet photocureable material and preparation method thereof |
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CN106749942A true CN106749942A (en) | 2017-05-31 |
CN106749942B CN106749942B (en) | 2019-03-12 |
Family
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108587100A (en) * | 2018-05-18 | 2018-09-28 | 深圳永昌和科技有限公司 | Environment and human body friendly vegetable oil base ultraviolet light cure 3D printing resin |
CN108690327A (en) * | 2018-05-29 | 2018-10-23 | 上海云铸三维科技有限公司 | A kind of 3D printing UV curing photosensitive resin and preparation method thereof |
CN108690328A (en) * | 2018-05-29 | 2018-10-23 | 上海云铸三维科技有限公司 | A kind of photosensitive resin and preparation method thereof for 3D printing |
CN111534244A (en) * | 2020-05-12 | 2020-08-14 | 江西蓝海芯科技集团有限公司 | Protective film applied to curved surface display screen |
CN112250831A (en) * | 2020-10-12 | 2021-01-22 | 深圳飞扬兴业科技有限公司 | UV resin and preparation method thereof |
WO2023179286A1 (en) * | 2022-03-22 | 2023-09-28 | 广州黑格智造信息科技有限公司 | Photocuring 3d printing material used for dental model, and preparation method therefor |
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CN105199058A (en) * | 2015-09-30 | 2015-12-30 | 惠州市安品新材料有限公司 | 3D printing light-cured resin composition and modeling matter prepared from same |
CN105542628A (en) * | 2016-02-01 | 2016-05-04 | 深圳市思迈科新材料有限公司 | 3D (three dimensional) print light-cured resin composition and preparation method thereof |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN108587100A (en) * | 2018-05-18 | 2018-09-28 | 深圳永昌和科技有限公司 | Environment and human body friendly vegetable oil base ultraviolet light cure 3D printing resin |
CN108690327A (en) * | 2018-05-29 | 2018-10-23 | 上海云铸三维科技有限公司 | A kind of 3D printing UV curing photosensitive resin and preparation method thereof |
CN108690328A (en) * | 2018-05-29 | 2018-10-23 | 上海云铸三维科技有限公司 | A kind of photosensitive resin and preparation method thereof for 3D printing |
CN111534244A (en) * | 2020-05-12 | 2020-08-14 | 江西蓝海芯科技集团有限公司 | Protective film applied to curved surface display screen |
CN112250831A (en) * | 2020-10-12 | 2021-01-22 | 深圳飞扬兴业科技有限公司 | UV resin and preparation method thereof |
WO2023179286A1 (en) * | 2022-03-22 | 2023-09-28 | 广州黑格智造信息科技有限公司 | Photocuring 3d printing material used for dental model, and preparation method therefor |
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