CN110850689A - Self-degradation developer and preparation method thereof - Google Patents
Self-degradation developer and preparation method thereof Download PDFInfo
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- CN110850689A CN110850689A CN201911130311.9A CN201911130311A CN110850689A CN 110850689 A CN110850689 A CN 110850689A CN 201911130311 A CN201911130311 A CN 201911130311A CN 110850689 A CN110850689 A CN 110850689A
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- lactic acid
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- aqueous solution
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- 230000007281 self degradation Effects 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 51
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 40
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims abstract description 34
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000007864 aqueous solution Substances 0.000 claims abstract description 22
- 239000000243 solution Substances 0.000 claims abstract description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 21
- OEOIWYCWCDBOPA-UHFFFAOYSA-N 6-methyl-heptanoic acid Chemical compound CC(C)CCCCC(O)=O OEOIWYCWCDBOPA-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 16
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 16
- 229910052786 argon Inorganic materials 0.000 claims abstract description 13
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000010438 heat treatment Methods 0.000 claims abstract description 12
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000001035 drying Methods 0.000 claims abstract description 6
- 239000007789 gas Substances 0.000 claims abstract description 6
- 238000002386 leaching Methods 0.000 claims abstract description 6
- 238000001291 vacuum drying Methods 0.000 claims abstract description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 14
- 239000003054 catalyst Substances 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 238000006116 polymerization reaction Methods 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 11
- 229920001432 poly(L-lactide) Polymers 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- 229920000642 polymer Polymers 0.000 claims description 7
- 229920001214 Polysorbate 60 Polymers 0.000 claims description 5
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 claims description 5
- 230000001804 emulsifying effect Effects 0.000 claims description 5
- 238000011049 filling Methods 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 239000000178 monomer Substances 0.000 claims description 5
- 230000001376 precipitating effect Effects 0.000 claims description 5
- 238000007789 sealing Methods 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000004945 emulsification Methods 0.000 claims description 2
- 238000001727 in vivo Methods 0.000 abstract description 7
- 238000006065 biodegradation reaction Methods 0.000 abstract description 5
- 230000000214 effect on organisms Effects 0.000 abstract description 5
- 231100000957 no side effect Toxicity 0.000 abstract description 5
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- ZVNPWFOVUDMGRP-UHFFFAOYSA-N 4-methylaminophenol sulfate Chemical compound OS(O)(=O)=O.CNC1=CC=C(O)C=C1.CNC1=CC=C(O)C=C1 ZVNPWFOVUDMGRP-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- -1 silver halide Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/30—Imagewise removal using liquid means
- G03F7/32—Liquid compositions therefor, e.g. developers
- G03F7/325—Non-aqueous compositions
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/30—Imagewise removal using liquid means
- G03F7/32—Liquid compositions therefor, e.g. developers
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Polyesters Or Polycarbonates (AREA)
Abstract
The invention discloses a self-degradation developer, which consists of an L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene; the invention also discloses a preparation method of the self-degradation developer, which comprises the steps of adding an L-lactic acid aqueous solution into a three-necked bottle, decompressing to evaporate water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating, decompressing, and then heating to evaporate lactide; crystallizing with toluene and ethyl acetate, leaching and drying, and finally vacuum drying to obtain L-lactide; the invention has the beneficial effects that: the developer prepared from the L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene has adjustable biodegradation speed, can be metabolized and absorbed in vivo, has no side effect on organisms due to degraded products, and has good market popularization value.
Description
Technical Field
The invention belongs to the technical field of developers, and particularly relates to a self-degradation developer and a preparation method of the self-degradation developer.
Background
The latent image generated by exposing the photosensitive material is displayed to be visible image. The process of image generation is called development, black and white development is that the silver halide particles of the latent image generated after exposure are reduced into a metallic silver image, AgBr + developer → Ag ↓ + developer oxide + Br-, and color development is carried out, and besides the above reaction, the developer oxide reacts with the color former of the emulsion layer to generate organic dye. Common black and white developers are p-methylaminophenol sulfate (metol), hydroquinone (ganoni), etc.; the commonly used color developers include CD-2, CD-3, CD-4 and the like, and in use, the developers are prepared into developing solution with a protective agent, an accelerator, an inhibitor and the like for use, and the existing developers have the following defects in use:
the degradation performance is poor, the metabolism absorption capacity in vivo is insufficient, and the use performance of the developer is reduced.
Disclosure of Invention
The invention aims to provide a self-degradation developer and a preparation method thereof, and aims to solve the problems of poor degradation performance, insufficient metabolism and absorption capacity in vivo and reduced use performance of the developer in the background technology.
In order to achieve the purpose, the invention provides the following technical scheme: a self-degradation developer comprises L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene.
The invention also discloses a preparation method of the self-degradation developer, which comprises the following steps:
the method comprises the following steps: adding L-lactic acid aqueous solution into a three-neck flask, decompressing to evaporate water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating, decompressing, and then heating to evaporate lactide;
step two: crystallizing with toluene and ethyl acetate, leaching and drying, and finally vacuum drying to obtain L-lactide;
step three: filling the L-lactide prepared in the step two into a polymerization tube, adding a catalyst stannous isooctanoate, replacing air in the polymerization tube with argon, sealing the tube in vacuum, reacting to obtain a polymer, using a chloroform solution, filtering, dripping into ethanol, precipitating, and removing unreacted monomers and the catalyst to obtain poly L-lactic acid;
step four: dissolving the poly-L-lactic acid prepared in the third step in dichloromethane, adding Span80, injecting water into the solution, ultrasonically emulsifying, pouring the solution into a polyvinyl alcohol aqueous solution containing Tween 60 under stirring, stirring to evaporate the solvent, and centrifuging.
As a preferred technical scheme of the invention, in the first step, the temperature is raised to 120-140 ℃, the pressure is reduced to 10-16Pa, and the temperature is raised to 200-220 ℃ to distill out the lactide.
In the second step, the mixture is rinsed and dried with anhydrous ether.
In the third step, after 0.03-0.07% of catalyst stannous isooctanoate is added, argon is used for replacing air in the polymerization tube, and the tube is sealed in vacuum.
As a preferable technical scheme of the invention, in the third step, after the reaction is carried out at 150-170 ℃ for 18-20h, a chloroform solution for the polymer is obtained.
In the fourth step, the ultrasonic emulsification is performed for 1-3 min.
Compared with the prior art, the invention has the beneficial effects that:
the developer prepared from the L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene has adjustable biodegradation speed, can be metabolized and absorbed in vivo, has no side effect on organisms due to degraded products, and has good market popularization value.
Drawings
FIG. 1 is a flow chart of the present invention.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the drawings in the embodiments of the present invention, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1
Referring to fig. 1, the present invention provides a technical solution: a self-degradation developer comprises L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene.
A preparation method of a self-degradation developer comprises the following steps:
the method comprises the following steps: adding an L-lactic acid aqueous solution into a three-neck flask, decompressing and distilling water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating to 120 ℃, reducing the pressure to 10Pa, and heating to 200 ℃ to evaporate lactide;
step two: crystallizing with toluene and ethyl acetate, leaching with anhydrous diethyl ether, drying, and vacuum drying to obtain L-lactide;
step three: filling the L-lactide prepared in the step two into a polymerization tube, adding 0.03% of catalyst stannous isooctanoate, replacing air in the polymerization tube with argon, sealing the tube in vacuum, reacting at 150 ℃ for 20 hours to obtain a chloroform solution for a polymer, filtering, dripping into ethanol, precipitating and removing unreacted monomers and the catalyst to obtain poly-L-lactic acid;
step four: dissolving the poly L-lactic acid prepared in the third step in dichloromethane, adding Span80, injecting water into the mixture, ultrasonically emulsifying for 1min, pouring the mixture into a polyvinyl alcohol aqueous solution containing Tween 60 under the condition of stirring, stirring to evaporate the solvent, and centrifuging.
The developer prepared from the L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene has adjustable biodegradation speed, can be metabolized and absorbed in vivo, has no side effect on organisms due to degraded products, and has good market popularization value.
Example 2
Referring to fig. 1, the present invention provides a technical solution: a self-degradation developer comprises L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene.
A preparation method of a self-degradation developer comprises the following steps:
the method comprises the following steps: adding an L-lactic acid aqueous solution into a three-neck flask, decompressing and distilling water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating to 130 ℃, reducing the pressure to 13Pa, and heating to 210 ℃ to distill out lactide;
step two: crystallizing with toluene and ethyl acetate, leaching with anhydrous diethyl ether, drying, and vacuum drying to obtain L-lactide;
step three: filling the L-lactide prepared in the step two into a polymerization tube, adding 0.05% of catalyst stannous isooctanoate, replacing air in the polymerization tube with argon, sealing the tube in vacuum, reacting at 160 ℃ for 19 hours to obtain a chloroform solution for a polymer, filtering, dripping into ethanol, precipitating and removing unreacted monomers and the catalyst to obtain poly-L-lactic acid;
step four: dissolving the poly L-lactic acid prepared in the third step in dichloromethane, adding Span80, injecting water into the mixture, ultrasonically emulsifying for 2min, pouring the mixture into a polyvinyl alcohol aqueous solution containing Tween 60 under the condition of stirring, stirring to evaporate the solvent, and centrifuging.
The developer prepared from the L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene has adjustable biodegradation speed, can be metabolized and absorbed in vivo, has no side effect on organisms due to degraded products, and has good market popularization value.
Example 3
Referring to fig. 1, the present invention provides a technical solution: a self-degradation developer comprises L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene.
A preparation method of a self-degradation developer comprises the following steps:
the method comprises the following steps: adding an L-lactic acid aqueous solution into a three-neck flask, decompressing and distilling water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating to 140 ℃, reducing the pressure to 16Pa, and heating to 220 ℃ to distill out lactide;
step two: crystallizing with toluene and ethyl acetate, leaching with anhydrous diethyl ether, drying, and vacuum drying to obtain L-lactide;
step three: filling the L-lactide prepared in the step two into a polymerization tube, adding 0.07 percent of catalyst stannous isooctanoate, replacing air in the polymerization tube with argon, sealing the tube in vacuum, reacting at 170 ℃ for 18 hours to obtain a chloroform solution for a polymer, filtering, dripping into ethanol, precipitating and removing unreacted monomers and the catalyst to obtain poly-L-lactic acid;
step four: dissolving the poly L-lactic acid prepared in the third step in dichloromethane, adding Span80, injecting water into the mixture, ultrasonically emulsifying for 3min, pouring the mixture into a polyvinyl alcohol aqueous solution containing Tween 60 under the condition of stirring, stirring to evaporate the solvent, and centrifuging.
The developer prepared from the L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene has adjustable biodegradation speed, can be metabolized and absorbed in vivo, has no side effect on organisms due to degraded products, and has good market popularization value.
Although embodiments of the present invention have been shown and described, it will be appreciated by those skilled in the art that changes, modifications, substitutions and alterations can be made in these embodiments without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (7)
1. The self-degradation developer is characterized by consisting of an L-lactic acid aqueous solution, stannous isooctanoate, polyvinyl alcohol, ethyl acetate and toluene.
2. The method for preparing a self-degrading developer according to claim 1, wherein: the preparation method comprises the following steps:
the method comprises the following steps: adding L-lactic acid aqueous solution into a three-neck flask, decompressing to evaporate water in the solution, adding zinc oxide powder under the protection of argon gas, stirring to uniformly disperse the zinc oxide powder, heating, decompressing, and then heating to evaporate lactide;
step two: crystallizing with toluene and ethyl acetate, leaching and drying, and finally vacuum drying to obtain L-lactide;
step three: filling the L-lactide prepared in the step two into a polymerization tube, adding a catalyst stannous isooctanoate, replacing air in the polymerization tube with argon, sealing the tube in vacuum, reacting to obtain a polymer, using a chloroform solution, filtering, dripping into ethanol, precipitating, and removing unreacted monomers and the catalyst to obtain poly L-lactic acid;
step four: dissolving the poly-L-lactic acid prepared in the third step in dichloromethane, adding Span80, injecting water into the solution, ultrasonically emulsifying, pouring the solution into a polyvinyl alcohol aqueous solution containing Tween 60 under stirring, stirring to evaporate the solvent, and centrifuging.
3. The method for preparing a self-degrading developer according to claim 2, wherein: in the first step, the temperature is raised to 140 ℃ of 120-.
4. The method for preparing a self-degrading developer according to claim 2, wherein: and in the second step, the mixture is rinsed and dried by using anhydrous ether.
5. The method for preparing a self-degrading developer according to claim 2, wherein: in the third step, after 0.03-0.07% of catalyst stannous isooctanoate is added, argon is used for replacing air in the polymerization tube, and the tube is sealed in vacuum.
6. The method for preparing a self-degrading developer according to claim 5, wherein: in the third step, after the reaction is carried out at the temperature of 150 ℃ and 170 ℃ for 18-20h, a chloroform solution for the polymer is obtained.
7. The method for preparing a self-degrading developer according to claim 1, wherein: in the fourth step, ultrasonic emulsification is carried out for 1-3 min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911130311.9A CN110850689A (en) | 2019-11-18 | 2019-11-18 | Self-degradation developer and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201911130311.9A CN110850689A (en) | 2019-11-18 | 2019-11-18 | Self-degradation developer and preparation method thereof |
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| CN110850689A true CN110850689A (en) | 2020-02-28 |
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| CN201911130311.9A Pending CN110850689A (en) | 2019-11-18 | 2019-11-18 | Self-degradation developer and preparation method thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT251417B (en) * | 1962-09-14 | 1967-01-10 | Philips Nv | Physical developer |
| JPS6434782A (en) * | 1987-07-30 | 1989-02-06 | Kanzaki Paper Mfg Co Ltd | Preparation of aqueous dispersion of color developer for pressure sensitive copying paper |
| CN107501532A (en) * | 2017-08-09 | 2017-12-22 | 成都美益达医疗科技有限公司 | A kind of manufacture method of Srgery grafting level poly-L-lactic acid |
| CN110128642A (en) * | 2019-04-22 | 2019-08-16 | 深圳市裕同包装科技股份有限公司 | A kind of biodegradable green printing ink binder and ink |
-
2019
- 2019-11-18 CN CN201911130311.9A patent/CN110850689A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT251417B (en) * | 1962-09-14 | 1967-01-10 | Philips Nv | Physical developer |
| JPS6434782A (en) * | 1987-07-30 | 1989-02-06 | Kanzaki Paper Mfg Co Ltd | Preparation of aqueous dispersion of color developer for pressure sensitive copying paper |
| CN107501532A (en) * | 2017-08-09 | 2017-12-22 | 成都美益达医疗科技有限公司 | A kind of manufacture method of Srgery grafting level poly-L-lactic acid |
| CN110128642A (en) * | 2019-04-22 | 2019-08-16 | 深圳市裕同包装科技股份有限公司 | A kind of biodegradable green printing ink binder and ink |
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