CN115534554A - Anti-fog and anti-redness color developing agent for thermosensitive printing medical film and preparation method thereof - Google Patents

Anti-fog and anti-redness color developing agent for thermosensitive printing medical film and preparation method thereof Download PDF

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Publication number
CN115534554A
CN115534554A CN202210539338.9A CN202210539338A CN115534554A CN 115534554 A CN115534554 A CN 115534554A CN 202210539338 A CN202210539338 A CN 202210539338A CN 115534554 A CN115534554 A CN 115534554A
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China
Prior art keywords
cyclodextrin
beta
developing agent
color
fog
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CN202210539338.9A
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Inventor
杜朝军
李智斌
李玉香
高雪
吕璞
王阳
陈露
陈朝阳
范一兵
张和平
田乐
高千惠
赵璐耀
周阳
孙建设
李宾
李春峰
闫磊
王建领
陈济民
闫学志
刘蒙恩
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Nanyang Clear Technology Co Ltd
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Nanyang Clear Technology Co Ltd
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Priority to CN202210539338.9A priority Critical patent/CN115534554A/en
Publication of CN115534554A publication Critical patent/CN115534554A/en
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/30Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
    • B41M5/333Colour developing components therefor, e.g. acidic compounds
    • B41M5/3333Non-macromolecular compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Medicinal Preparation (AREA)

Abstract

The invention discloses an anti-fog and anti-redness color developing agent for a thermal-sensitive printing medical film and a preparation method thereof. The color-developing agent takes beta-cyclodextrin and color-developing agent D-8 as raw materials, and the D-8 is self-assembled in a cavity of the beta-cyclodextrin to form a D-8 inclusion compound of the beta-cyclodextrin. According to the invention, D-8 is self-assembled in the cavity of beta-cyclodextrin by utilizing the hydrophobic property of the cavity of beta-cyclodextrin, so that the defects of migration and oxidation of D-8 at room temperature are avoided, and the anti-fog and anti-reddening properties of the thermosensitive medical film are improved. The protection method has the advantages of simple production conditions, simple reaction treatment process, high yield, low cost and high implementation feasibility; the medical film prepared by the invention realizes the problem of fog and color change of the thermosensitive printing medical film through the protection effect of the cavity of the beta-cyclodextrin on the color developing agent D-8. When the developer is used for thermal development, only D-8 can get rid of the cavity constraint of beta-cyclodextrin through thermal movement and then enter the thermosensitive dye microcapsule through the permeation action, and the color development reaction is carried out to form an image.

Description

Anti-fog and anti-reddening color developing agent for thermal-sensitive printing medical film and preparation method thereof
Technical Field
The invention belongs to the technical field of medical films, and particularly relates to an anti-fog and anti-redness color developing agent for a thermal-sensitive printing medical film and a preparation method thereof.
Background
Information recording and reproduction materials are an essential tool in human study, life and work. With the rapid development of information technology, information in the form of pictures, characters and the like needs to be recorded, stored or reproduced, and people put higher requirements on information recording and reproducing materials.
The thermosensitive information recording and reproducing technology becomes a research hotspot in the information industry. The thermosensitive information recording and reproducing technology is that thermosensitive dye microcapsule material is dispersed in protecting glue to prepare thermosensitive medical film in coating mode. At present, the thermosensitive dye for the medical film is mainly ODB-2 fluoran recessive dye, and the adopted color developing agent is mainly D-8 color developing agent. The method of directly dispersing the color-developing agent into the recording layer of the thermosensitive dye microcapsule to record information has the advantages of easy control of dispersing effect, convenient preparation, high image density, etc., but the gray haze value of the recording material is increased due to diffusion during storage and transportation, and the film turns red due to oxidation of the color-developing agent, thereby affecting the image quality. The micro-encapsulation mode of the color developing agent can effectively reduce the generation of fog during the storage and transportation of the material, keep the stability of the image and keep higher image density. However, the traditional microencapsulation process is complex and high in cost. With the increasing market competition pressure, the invention of a low-cost solution becomes the key of the price competition of the industry.
Disclosure of Invention
The invention aims to overcome the defects in the prior art and provides a solution for a thermal printing medical film capable of resisting fog and redness.
In order to achieve the purpose, the invention adopts the following technical scheme: a color developing agent for a thermosensitive printing medical film capable of resisting fog and redness, which is characterized in that: the color-developing agent takes beta-cyclodextrin and color-developing agent D-8 as raw materials, and the D-8 is self-assembled in a cavity of the beta-cyclodextrin to form a D-8 inclusion compound of the beta-cyclodextrin.
Further, the mol feed ratio of the beta-cyclodextrin to the D-8 is 1:1 to 3.
A process for preparing the thermosensitive print medical film able to resist fog and red includes such steps as self-assembling reaction between beta-cyclodextrin and developer D-8 in inertial atmosphere and deionized water as solvent, evaporating, washing with aqueous solution of methanol, and baking.
Further, the inert gas is nitrogen, helium or argon.
Furthermore, the self-assembly reaction temperature is 50-80 ℃.
Furthermore, the self-assembly reaction time is 5-8 h.
Further, the mass concentration of the methanol aqueous solution was 20%.
Further, the mass ratio of the raw materials to the solvent is as follows:
the invention has the advantages and beneficial effects that: according to the invention, D-8 is self-assembled in the cavity of beta-cyclodextrin by utilizing the hydrophobic property of the cavity of beta-cyclodextrin, so that the defects of migration and oxidation of D-8 at room temperature are avoided, and the anti-fog and anti-reddening properties of the thermosensitive medical film are improved. The protection method has the advantages of simple production conditions, simple reaction treatment process, high yield, low cost and high implementation feasibility; the medical film prepared by the invention realizes the fog-free and anti-tarnishing resistance of the thermal printing medical film through the protection function of the cavity of the beta-cyclodextrin on the color developing agent D-8. When the developer is used for thermal development, only D-8 can get rid of the cavity constraint of beta-cyclodextrin through thermal movement and enter the thermosensitive dye microcapsule through osmosis to generate a color development reaction to form an image.
Detailed Description
In order to make the technical solutions of the present application better understood by those skilled in the art, the technical solutions in the embodiments of the present application will be clearly and completely described below in conjunction with the embodiments of the present application, and it is obvious that the described embodiments are only some embodiments of the present application, but not all embodiments. All other embodiments obtained by a person of ordinary skill in the art based on the embodiments in the present application without making any creative effort shall fall within the protection scope of the present application.
It should be noted that the terms "comprises" and "comprising," and any variations thereof, in the description and claims of this application are intended to cover a non-exclusive inclusion, such that a process, method, system, article, or apparatus that comprises a list of steps or elements is not necessarily limited to those steps or elements expressly listed, but may include other steps or elements not expressly listed or inherent to such process, method, article, or apparatus.
Example 1
A solution of a thermal printing medical film capable of resisting fog and blushing adopts the following steps: dissolving beta-cyclodextrin (11.35g, 0.01mol) and a color-developing agent D-8 (2.92g, 0.01mol) in 200mL of deionized water in a nitrogen atmosphere, carrying out self-assembly reaction for 5 hours at the reaction temperature of 50 ℃ under the protection of nitrogen, evaporating to dry after the reaction is finished, washing with 20% methanol water solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 88% (based on D-8).
A self-made D-8 inclusion compound of 18g of beta-cyclodextrin was dissolved in 150mL of a heat-sensitive dye microcapsule emulsion manufactured by Kohler technologies, inc. of Nanyang. And uniformly coating the mixed solution on a PET (polyethylene terephthalate) substrate by using a wire rod, drying in the air for 3 hours, and directly printing by using a thermal printer. After printing, the plate was placed in an oven at 60 ℃ for aging for 5 hours, and then the haze value and the image density were measured using an Achromic densitometer. The oxidative protection of D-8 by beta-cyclodextrin was judged by visual assessment of film placement through whether the film was reddened.
Example 2
A solution of a thermal printing medical film capable of resisting fog and blushing adopts the following steps: dissolving beta-cyclodextrin (11.35 g,0.01 mol) and a color-developing agent D-8 (8.76g, 0.03mol) in 200mL of deionized water, carrying out self-assembly reaction at the reaction temperature of 50 ℃ under the protection of helium, evaporating to dry after the reaction is finished, washing with 20% methanol aqueous solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 87% (based on D-8).
Example 3
A solution of a thermal printing medical film capable of resisting fog and blushing adopts the following steps: dissolving beta-cyclodextrin (11.35g, 0.01mol) and a color-developing agent D-8 (8.76g, 0.03mol) in 200mL of deionized water, carrying out self-assembly reaction for 5 hours at the reaction temperature of 80 ℃ under the protection of argon, evaporating to dry after the reaction is finished, washing with 20% methanol aqueous solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 95% (based on D-8).
Example 4
A solution of a thermal printing medical film capable of resisting fog and red-blushing comprises the following steps: dissolving beta-cyclodextrin (11.35 g,0.01 mol) and a color-developing agent D-8 (2.92g, 0.01mol) in 200ml of deionized water, carrying out self-assembly reaction for 5 hours at the reaction temperature of 50 ℃ under the protection of nitrogen, evaporating to dry after the reaction is finished, washing with 20% methanol aqueous solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 92% (based on D-8).
Example 5
A solution of a thermal printing medical film capable of resisting fog and red-blushing comprises the following steps: dissolving beta-cyclodextrin (11.35 g,0.01 mol) and a color-developing agent D-8 (2.92g, 0.01mol) in 200mL deionized water, carrying out self-assembly reaction for 8 hours at the reaction temperature of 80 ℃ under the protection of nitrogen, evaporating to dry after the reaction is finished, washing with 20% methanol aqueous solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 89% (based on D-8).
Example 6
A solution of a thermal printing medical film capable of resisting fog and red-blushing comprises the following steps: dissolving beta-cyclodextrin (11.35g, 0.01mol) and a color-developing agent D-8 (2.92g, 0.01mol) in 200mL of deionized water in a nitrogen atmosphere, carrying out self-assembly reaction for 7 hours at the reaction temperature of 60 ℃ under the protection of nitrogen, evaporating to dry after the reaction is finished, washing with 20% methanol water solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin. The inclusion yield was 91% (based on D-8).
The D-8 inclusion compound of beta-cyclodextrin prepared in examples 1-6 above was prepared by grinding 18g of the inclusion compound, prepared by the homemade method, to a size of 1 micron or less, and dispersing in 150mL of a heat-sensitive dye microcapsule emulsion manufactured by Koehler technologies, inc., south Yang. And uniformly coating the mixed solution on a PET (polyethylene terephthalate) substrate by using a wire rod, drying in the air for 3 hours, and directly printing by using a thermal printer. After printing, the plate was placed in an oven at 60 ℃ for aging for 5 hours, and then the haze value and the image density were measured using an alexandric densitometer. The oxidative protection of D-8 by beta-cyclodextrin was judged by visual assessment of film placement through whether the film was reddened. The results are shown in Table 1:
TABLE 1
Figure RE-GDA0003933778430000031
Figure RE-GDA0003933778430000041
As can be seen from Table 1, the imaging density of the medical film prepared by the cyclodextrin inclusion color developing agent is not much different from that of the medical film prepared without the cyclodextrin inclusion color developing agent, but the gray fog value and the red-flushing resistance are greatly reduced, which indicates that the method has good performance characteristics of gray fog resistance and red-flushing resistance.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the technical principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.

Claims (7)

1. A color developing agent for a thermosensitive printing medical film capable of resisting fog and redness, which is characterized in that: the color-developing agent takes beta-cyclodextrin and color-developing agent D-8 as raw materials, and the D-8 is self-assembled in a cavity of the beta-cyclodextrin to form a D-8 inclusion compound of the beta-cyclodextrin.
2. The anti-fogging and anti-redness developer for thermal printing medical film according to claim 1, wherein: the mol feed ratio of the beta-cyclodextrin to the D-8 is 1:1 to 3.
3. A method for preparing the anti-fog and anti-reddening developer for thermal printing medical films according to any one of claims 1 or 2, comprising: under the inert atmosphere, taking beta-cyclodextrin and a color-developing agent D-8 as raw materials, taking deionized water as a solvent to carry out self-assembly reaction, evaporating to dry after the reaction is finished, washing with a methanol water solution, and drying to obtain the D-8 inclusion compound of the beta-cyclodextrin.
4. The production method according to claim 3, characterized in that: the inert gas is nitrogen, helium or argon.
5. The production method according to claim 3, characterized in that: the self-assembly reaction temperature is 50-80 ℃.
6. The production method according to claim 3, characterized in that: the self-assembly reaction time is 5-8 h.
7. The production method according to claim 3, characterized in that: the mass concentration of the methanol aqueous solution is 20%.
CN202210539338.9A 2022-05-17 2022-05-17 Anti-fog and anti-redness color developing agent for thermosensitive printing medical film and preparation method thereof Pending CN115534554A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116655829A (en) * 2023-05-10 2023-08-29 乐凯华光印刷科技有限公司 Modified cyclodextrin, and treatment-free thermosensitive plate precursor, treatment-free thermosensitive plate and application containing modified cyclodextrin

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09156231A (en) * 1995-12-12 1997-06-17 Mitsubishi Paper Mills Ltd Coupler and thermal recording material using the same
CN106079957A (en) * 2016-06-20 2016-11-09 河南卓立膜材料股份有限公司 Medical image film formed by thermosensitive chromogenic material and manufacturing method thereof
CN108864776A (en) * 2018-05-22 2018-11-23 成都新柯力化工科技有限公司 A kind of the building decoration diatom ooze dry powder paint and preparation method of changeable colour
CN114058204A (en) * 2022-01-14 2022-02-18 虎丘影像(苏州)股份有限公司 Fluorine-containing thermosensitive dye microcapsule, preparation method thereof and film

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH09156231A (en) * 1995-12-12 1997-06-17 Mitsubishi Paper Mills Ltd Coupler and thermal recording material using the same
CN106079957A (en) * 2016-06-20 2016-11-09 河南卓立膜材料股份有限公司 Medical image film formed by thermosensitive chromogenic material and manufacturing method thereof
CN108864776A (en) * 2018-05-22 2018-11-23 成都新柯力化工科技有限公司 A kind of the building decoration diatom ooze dry powder paint and preparation method of changeable colour
CN114058204A (en) * 2022-01-14 2022-02-18 虎丘影像(苏州)股份有限公司 Fluorine-containing thermosensitive dye microcapsule, preparation method thereof and film

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116655829A (en) * 2023-05-10 2023-08-29 乐凯华光印刷科技有限公司 Modified cyclodextrin, and treatment-free thermosensitive plate precursor, treatment-free thermosensitive plate and application containing modified cyclodextrin

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