CN108329683A - A kind of 3D printing light-sensitive material and preparation method thereof containing nano-cellulose - Google Patents
A kind of 3D printing light-sensitive material and preparation method thereof containing nano-cellulose Download PDFInfo
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- CN108329683A CN108329683A CN201810186998.7A CN201810186998A CN108329683A CN 108329683 A CN108329683 A CN 108329683A CN 201810186998 A CN201810186998 A CN 201810186998A CN 108329683 A CN108329683 A CN 108329683A
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- cellulose
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- acrylate
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- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L35/00—Compositions of homopolymers or 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, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L35/02—Homopolymers or copolymers of esters
-
- 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
- C08L63/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
-
- 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
-
- 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
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
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- 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 preparation method of the invention discloses a kind of 3D printing light-sensitive material containing nano-cellulose, by weight percentage, including following component：Acrylate oligomer 20 ~ 50%,（Methyl）Acrylate monomer 10 ~ 30%, epoxy resin 20 ~ 50%, chemical modification nano-cellulose 1 ~ 15%, free radical photo-initiation 0.1 ~ 5%, cationic initiator 0.1 ~ 5%, auxiliary agent 0.1 ~ 3%.The composition for being used for 3D printing photosensitive resin above obtains uniform finished product 3D printing resin for 2 hours at 50 DEG C hereinafter, being dispersed with stirring.
Description
Technical field
The present invention relates to the preparations and application of polymeric material field more particularly to photocuring 3D printing photosensitive resin.
Background technology
3D printing is to manufacture the technology of three-dimension object by successively increasing material, and this forming technique, which is otherwise known as, increases material
Manufacturing technology, it, by every layer of addition powdered-metal or plastics, finally constructs one completely based on digital model file
Three-dimension object.According to the difference of curing molding mode, 3d printings are divided into as FDM (Fused Deposition Modeling technique), SLS (selections
Property laser sintering process), photocurable quick shaping process, the injection various ways such as curing molding.Wherein photocureable rapid shaping
Technique has energy consumption small, at low cost, a variety of advantages such as solidification precision height.It is the scanning that ultraviolet light is controlled by computer, with
Specific pattern cures one layer of very thin resin, and then coating cures new resin on original cured resin layer again, leads to
After superposition layer by layer, complete component is ultimately formed.
Cellulose is a kind of natural polymer from plant, is had cheap and easy to get reproducible many excellent
Point.Nano-cellulose refers to one-dimensional size in 1~100nm, and can form the cellulose crystals of stable suspension in water.It
With many excellent performances, such as larger chemical reactivity, high Young's modulus, high intensity high-purity etc..But due to it
The particularity of structure, it cannot well be dispersed in weak polar solvent or monomer, so needing to carry out it chemical modification
Improve its dispersibility in low pole monomer.
Current 3D printing photosensitive resin has non-renewable, while printing shaping greatly mostly from petroleum industry
Model is partially crisp, and intensity is low.The light-sensitive material for researching and developing high-strength environment-friendly will be as new hot spot direction.
Invention content
Present invention aims at provide a kind of constituent and system of the 3D printing photosensitive resin containing modified nanometer cellulose
Preparation Method.To realize this purpose, adopt the following technical scheme that：
A kind of 3D printing light-sensitive material containing nano-cellulose, each component is according to weight percent in formula：
Acrylate oligomer 20~50%；
(methyl) acrylate monomer 10~30%；
Epoxy resin 20~50%；
Chemical modification nano-cellulose 1~15%；
Free radical photo-initiation 0.1~5%；
Cationic initiator 0.1~5%；
Auxiliary agent 0.1~3%；
Above-mentioned each composition substance weight need to meet the sum of percentage and be equal to 100%.
Above-mentioned acrylate oligomer is aliphatic urethane acrylate, bisphenol-a epoxy acrylate, polyester
One or two kinds of and two or more mixtures of acid esters, polyether acrylate.
Above-mentioned (methyl) acrylate monomer is ring trihydroxy methyl formal acrylate, tetrahydrofuran methyl acrylic acid
Ester, isobornyl methacrylate, hydroxyethyl methacrylate, 1,6 hexanediyl esters, two propylene of tripropylene glycol
Acid esters, trimethylolpropane trimethacrylate, ethoxyquin trimethylolpropane trimethacrylate, ethoxyquin pentaerythrite tetrapropylene
One or two kinds of and two or more mixtures of acid esters.
Above-mentioned epoxy resin is standard bisphenol A type epoxy resin, 3,4- epoxycyclohexyl-methyl 3,4- epoxycyclohexyl first
Acid esters, bis- ((3,4- epoxycyclohexyls) methyl) adipate esters, 3,4- epoxycyclohexyl-methyls methacrylate, glycerine three contract
One or two kinds of and two or more mixtures of water glycerin ether, 1,4 butanediol diglycidyl ethers.
Above-mentioned modified nanometer cellulose be by alkyl phenol polyoxyethylene ether phosphate and nano-cellulose under alkaline condition
It is mixed and modified, make it that can be stably dispersed in acrylate and polymer.
Above-mentioned free radical photo-initiation is 1- hydroxycyclohexyl phenyl ketones, diphenyl (2,4,6- trimethylbenzoyls)
The one or two of phosphine oxide, 2- benzyl -2- dimethylaminos -1- (4- morpholinyl phenyls) butanone, benzophenone or more are mixed
Close object.
Above-mentioned cationic initiator be diphenyl-(4- phenyl sulphur) phenyl sulfonium hexafluoro antimonate, diaryl iodonium salt one
Kind or two kinds of mixture.
Above-mentioned auxiliary agent is levelling agent and polymerization inhibitor, and levelling agent is siloxane compound, polymerization inhibitor be include MEHQ, it is right
The mixture of one or both of benzenediol.
The composition for 3D printing photosensitive resin obtained using method made above is at 50 DEG C hereinafter, being dispersed with stirring 2
Hour obtains uniform finished product 3D printing resin.
Advantage, feature or good effect possessed by the invention compared with prior art：
(1) modified nanometer cellulose is added in resin, improves model tensile strength and elasticity modulus.
(2) cellulose is bio-based materials, and raw material sources are easy to get renewable, are a kind of excellent environment-friendly materials.It is answered
With with 3D printing photosensitive resin, be conducive to environment, reduce resource loss.
(3) chemical modification that nano-cellulose is carried out to surface group, optimizes its dispersibility in non-polar system,
It is more convenient for using in photopolymer system.
Specific implementation mode
Some specific embodiments given below are the part preferred embodiment of the present invention, and further description is shown in the present invention
Embodiment detailed rules and regulations, but do not limit the invention to the range of following embodiments.Specific preparation process is exemplified below：
Embodiment 1
By 30g urethane acrylates (trade mark Sartomer cn9001), 20g tri (propylene glycol) diacrylates, 15g oneself
Omega-diol diacrylate, 15g 3,4- epoxycyclohexyl-methyls 3,4- epoxycyclohexyl formic acid esters, 11g glycerine three-glycidyls
Ether, 5g chemical modification nano-celluloses, 3g 1- hydroxycyclohexyl phenyl ketones, 1g diphenyl-(4- phenyl sulphur) phenyl sulfonium hexafluoro
Stibate, 0.1g levelling agents, 0.05gMEHQ are added in 300ml stainless steel dispersion tanks, are warming up between 40~50 DEG C, rotating speed
600rpm uniform stirrings 2 hours, then carry out photocuring 3D printing.The specific performance of resin is shown in Table I.
Embodiment 2
By 23g epoxy acrylates (trade mark Sartomer 2204), 25g tri (propylene glycol) diacrylates, 17g ethoxyquins
Trimethylolpropane trimethacrylate, 15g 3,4- epoxycyclohexyl-methyls 3,4- epoxycyclohexyl formic acid esters, 10g glycerine three contract
Water glycerin ether, 6g chemical modification nano-celluloses, 3g 1- hydroxycyclohexyl phenyl ketones, 1g diphenyl-(4- phenyl sulphur) phenyl
Sulfonium hexafluoro antimonate, 0.1g levelling agents, 0.05gMEHQ are added in 300ml stainless steel dispersion tanks, be warming up to 40~50 DEG C it
Between, rotating speed 600rpm uniform stirrings 2 hours, then carry out photocuring 3D printing.The specific performance of resin is shown in Table I.
Embodiment 3
By 30g polyester acrylates (trade mark Sartomer 790), 25g hexanediyl esters, three hydroxyl first of 15g ethoxyquins
Base propane triacrylate, 15g 3,4- epoxycyclohexyl-methyls 3,4- epoxycyclohexyl formic acid esters, 5g glycerine three-glycidyls
Ether, 6g chemical modification nano-celluloses, 3g 1- hydroxycyclohexyl phenyl ketones, 1g diphenyl-(4- phenyl sulphur) phenyl sulfonium hexafluoro
Stibate, 0.1g levelling agents, 0.05gMEHQ are added in 300ml stainless steel dispersion tanks, are warming up between 40~50 DEG C, rotating speed
600rpm uniform stirrings 2 hours, then carry out photocuring 3D printing.The specific performance of resin is shown in Table I.
Embodiment 4
By 25g polyester acrylates (trade mark Sartomer 790), 30g hexanediyl esters, three hydroxyl first of 15g ethoxyquins
Base propane triacrylate, 16g 3,4- epoxycyclohexyl-methyls 3,4- epoxycyclohexyl formic acid esters, bis- ((3, the 4- epoxide rings of 5g
Hexyl) methyl) adipate ester, 5g chemical modification nano-celluloses, 3g 1- hydroxycyclohexyl phenyl ketones, 1g diphenyl-(4-
Phenyl sulphur) phenyl sulfonium hexafluoro antimonate, 0.1g levelling agents, 0.05gMEHQ is added in 300ml stainless steel dispersion tanks, is warming up to
Between 40~50 DEG C, rotating speed 600rpm uniform stirrings 2 hours, then carry out photocuring 3D printing.The specific performance of resin is shown in Table I.
Embodiment 5
By 28g epoxy acrylates (trade mark Sartomer 151), 25g ring trihydroxy methyl formal acrylate, 15g ethoxies
Change trimethylolpropane trimethacrylate, 18g 3,4- epoxycyclohexyl-methyls 3,4- epoxycyclohexyl formic acid esters, 5g it is bis- ((3,
4- epoxycyclohexyls) methyl) adipate ester, 5g chemical modification nano-celluloses, 3g 1- hydroxycyclohexyl phenyl ketones, 1g bis-
Phenyl-(4- phenyl sulphur) phenyl sulfonium hexafluoro antimonate, 0.1g levelling agents, 0.05gMEHQ are added to 300ml stainless steel dispersion tanks
In, it is warming up between 40~50 DEG C, rotating speed 600rpm uniform stirrings 2 hours, then carry out photocuring 3D printing.The specifics of resin
I can be shown in Table.
By the photosensitive resin composition in above-described embodiment according to identical model printing shaping, resulting product it is specific
Performance such as subordinate list 1.
Table 1
Note：Comparative example is the SOMOS9000 of DSM productions.
The above embodiment is merely an example for clearly illustrating the present invention, and is not the embodiment party to the present invention
The restriction of formula.For those of ordinary skill in the art, other differences can also be made on the basis of the above description
The variation or variation of form.There is no necessity and possibility to exhaust all the enbodiments.All spirit and original in the present invention
All any modification, equivalent and improvement made by within then etc., should all be included in the scope of protection of the claims of the present invention.
Claims (9)
1. a kind of 3D printing light-sensitive material containing nano-cellulose, which is characterized in that by weight percentage, including such as the following group
Point：Acrylate oligomer 20 ~ 50%,（Methyl）Acrylate monomer 10 ~ 30%, epoxy resin 20 ~ 50%, chemical modification nanometer
Cellulose 1 ~ 15%, free radical photo-initiation 0.1 ~ 5%, cationic initiator 0.1 ~ 5%, auxiliary agent 0.1 ~ 3%.
2. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Acrylate oligomer is by aliphatic urethane acrylate, bisphenol-a epoxy acrylate, polyester acrylate, polyethers
One or more formed mixtures in acrylate.
3. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
（Methyl）Acrylate monomer is by ring trihydroxy methyl formal acrylate, tetrahydrofuran methyl acrylate, metering system
Sour isobornyl thiocyanoacetate, hydroxyethyl methacrylate, 1,6 hexanediyl esters, tri (propylene glycol) diacrylate, three hydroxyl first
One in base propane triacrylate, ethoxyquin trimethylolpropane trimethacrylate, ethoxyquin pentaerythritol tetraacrylate
Kind or a variety of formed mixtures.
4. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Epoxy resin be by standard bisphenol A type epoxy resin, 3,4- epoxycyclohexyl-methyl 3,4- epoxycyclohexyls formic acid esters, it is bis- ((3,
4- epoxycyclohexyls) methyl) adipate ester, 3,4- epoxycyclohexyl-methyls methacrylate, T 55,1,
One or more formed mixtures in 4 butanediol diglycidyl ethers.
5. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Modified nanometer cellulose is that alkyl phenol polyoxyethylene ether phosphate is mixed and modified under alkaline condition with nano-cellulose, makes it
It can be stably dispersed in acrylate and polymer.
6. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Free radical photo-initiation is 1- hydroxycyclohexyl phenyl ketones, diphenyl (2,4,6- trimethylbenzoyls) phosphine oxide, 2- benzyls
One or more formed mixtures in base -2- dimethylaminos -1- (4- morpholinyl phenyls) butanone, benzophenone.
7. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Cationic initiator is diphenyl-(4- phenyl sulphur) phenyl sulfonium hexafluoro antimonate, one or more groups of diaryl iodonium salt
At mixture.
8. a kind of 3D printing light-sensitive material containing nano-cellulose according to claim 1, which is characterized in that described
Auxiliary agent is levelling agent and polymerization inhibitor, and levelling agent is siloxane compound, and polymerization inhibitor includes one kind in MEHQ, hydroquinone
Or two kinds of mixture.
9. the preparation method of the 3D printing light-sensitive material containing nano-cellulose described in claim 1 ~ 8, which is characterized in that
Each component obtains uniform finished product 3D printing resin for 2 hours at 50 DEG C hereinafter, being dispersed with stirring.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810164859 | 2018-02-27 | ||
| CN2018101648594 | 2018-02-27 |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109370154A (en) * | 2018-10-15 | 2019-02-22 | 上海黑焰医疗科技有限公司 | A kind of 355nmSLA 3D printing photosensitive resin applied to arm brace |
| CN109438636A (en) * | 2018-10-15 | 2019-03-08 | 上海黑焰医疗科技有限公司 | A kind of 355nmSLA 3D printing light-cured resin applied to leg brace |
| CN110627501A (en) * | 2019-11-05 | 2019-12-31 | 中南大学深圳研究院 | Ceramic slurry for photocuring 3D printing and preparation method and application thereof |
| CN110787320A (en) * | 2019-12-02 | 2020-02-14 | 南方医科大学 | Preparation of direct-writing forming 3D printing biological ink and 3D printing method thereof |
| WO2020037888A1 (en) * | 2018-08-20 | 2020-02-27 | 珠海赛纳三维科技有限公司 | 3d printing photo-curable non-transparent material and preparation method thereof, 3d printing product and 3d printer |
| CN111907053A (en) * | 2020-07-15 | 2020-11-10 | 南京林业大学 | In-situ reinforced woodwork UV-3D printing coating and preparation method thereof |
| CN113429748A (en) * | 2021-08-23 | 2021-09-24 | 佛山市欧泊石业有限公司 | Antifouling artificial quartz stone plate and preparation method thereof |
| CN114671981A (en) * | 2022-03-07 | 2022-06-28 | 北京小鸡磕技文化创意有限公司 | Photosensitive resin for 3D printing and preparation method thereof |
| CN114805702A (en) * | 2022-05-06 | 2022-07-29 | 苏州鑫雷盟智能制造科技有限公司 | SLA high-toughness photosensitive resin for 3D printing and preparation method thereof |
| CN117555060A (en) * | 2024-01-11 | 2024-02-13 | 宁波长阳科技股份有限公司 | Coated reflecting film based on multi-morphology particle coating and preparation method thereof |
-
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- 2018-03-07 CN CN201810186998.7A patent/CN108329683A/en not_active Withdrawn
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| US11535690B2 (en) | 2018-08-20 | 2022-12-27 | Zhuhai Sailner 3D Technology Co., Ltd. | Light curing non-transparent material for 3D printing and a preparation method threrof, a 3D printed product and a 3D printer |
| WO2020037888A1 (en) * | 2018-08-20 | 2020-02-27 | 珠海赛纳三维科技有限公司 | 3d printing photo-curable non-transparent material and preparation method thereof, 3d printing product and 3d printer |
| CN109370154A (en) * | 2018-10-15 | 2019-02-22 | 上海黑焰医疗科技有限公司 | A kind of 355nmSLA 3D printing photosensitive resin applied to arm brace |
| CN109438636A (en) * | 2018-10-15 | 2019-03-08 | 上海黑焰医疗科技有限公司 | A kind of 355nmSLA 3D printing light-cured resin applied to leg brace |
| CN110627501A (en) * | 2019-11-05 | 2019-12-31 | 中南大学深圳研究院 | Ceramic slurry for photocuring 3D printing and preparation method and application thereof |
| CN110627501B (en) * | 2019-11-05 | 2022-02-18 | 中南大学深圳研究院 | Ceramic slurry for photocuring 3D printing and preparation method and application thereof |
| CN110787320A (en) * | 2019-12-02 | 2020-02-14 | 南方医科大学 | Preparation of direct-writing forming 3D printing biological ink and 3D printing method thereof |
| CN110787320B (en) * | 2019-12-02 | 2021-10-29 | 南方医科大学 | Preparation of direct-writing forming 3D printing biological ink and 3D printing method thereof |
| CN111907053A (en) * | 2020-07-15 | 2020-11-10 | 南京林业大学 | In-situ reinforced woodwork UV-3D printing coating and preparation method thereof |
| CN113429748A (en) * | 2021-08-23 | 2021-09-24 | 佛山市欧泊石业有限公司 | Antifouling artificial quartz stone plate and preparation method thereof |
| CN114671981B (en) * | 2022-03-07 | 2022-12-13 | 北京小鸡磕技文化创意有限公司 | Photosensitive resin for 3D printing and preparation method thereof |
| CN114671981A (en) * | 2022-03-07 | 2022-06-28 | 北京小鸡磕技文化创意有限公司 | Photosensitive resin for 3D printing and preparation method thereof |
| CN114805702A (en) * | 2022-05-06 | 2022-07-29 | 苏州鑫雷盟智能制造科技有限公司 | SLA high-toughness photosensitive resin for 3D printing and preparation method thereof |
| CN114805702B (en) * | 2022-05-06 | 2024-07-05 | 苏州鑫雷盟智能制造科技有限公司 | SLA high-toughness photosensitive resin for 3D printing and preparation method thereof |
| CN117555060A (en) * | 2024-01-11 | 2024-02-13 | 宁波长阳科技股份有限公司 | Coated reflecting film based on multi-morphology particle coating and preparation method thereof |
| CN117555060B (en) * | 2024-01-11 | 2024-04-02 | 宁波长阳科技股份有限公司 | Coated reflecting film based on multi-morphology particle coating and preparation method thereof |
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Application publication date: 20180727 |