CN108853568A - A kind of preparation method of bioadhesive low temperature photopolymerization catalyst - Google Patents
A kind of preparation method of bioadhesive low temperature photopolymerization catalyst Download PDFInfo
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- CN108853568A CN108853568A CN201810626450.XA CN201810626450A CN108853568A CN 108853568 A CN108853568 A CN 108853568A CN 201810626450 A CN201810626450 A CN 201810626450A CN 108853568 A CN108853568 A CN 108853568A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/08—Polysaccharides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/001—Use of materials characterised by their function or physical properties
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0012—Cyclodextrin [CD], e.g. cycle with 6 units (alpha), with 7 units (beta) and with 8 units (gamma), large-ring cyclodextrin or cycloamylose with 9 units or more; Derivatives thereof
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Abstract
The present invention relates to a kind of bioadhesive preparation methods of low temperature photopolymerization catalyst, belong to technical field of biological materials.Technical solution of the present invention forms graft bases using benzophenone and methyl-B-cyclodextrin Material cladding, since cyclodextrin is as 7 glucose molecules with one kind tubular compound made of glucosides key connection, its inner cavity is hydrophobic and the characteristic of external hydrophilic makes it that can form inclusion compound according to Van der Waals force, hydrophobic interaction power and the intermolecular matching effect of Subjective and Objective etc. and many organic and inorganic molecule, by by photochemical catalyst fill to, it forms wall material and prepares photochemical catalyst wall material, effectively improve the temperature performance of material；And the present invention fills photocatalyst material to material internal, form the photochemical catalyst wall material that wall material preparation has excellent properties, inclusion paraffin simultaneously prepares phase-change microcapsule structural material, material polymerization temperature in polymerization process is reduced, demand and service efficiency of the biomaterial polymerization process to temperature are improved.
Description
Technical field
The present invention relates to a kind of bioadhesive preparation methods of low temperature photopolymerization catalyst, belong to biomaterials art
Field.
Background technique
Bioadhesive refers on medical domain, especially uses in surgical operation, as to organism
The medical material that tissue site is bonded.According to the difference of tissue site, bioadhesive is corresponding with multiple choices, this makes
Bioadhesive has received widespread attention and studies, and stopping blooding for surgical operation, it is powerful to provide with the bonding of hard and soft tissue
Technical support.In recent years, bioadhesive field rapidly develops, it is only various product wide variety, function have been gradually opened
Special situation.In medical field, bioadhesive is receive more and more attention in the bonding at soft or hard position and hemostasis field.
Light polymerization technique is the polymeric chemical reaction carried out under the irradiation of light.Photopolymerization reaction and commonly used hot polymerization
Its chemical change is reacted in conjunction equally follows the universal basic law of chemical reaction, and luminous energy causes the distribution of electronics in molecule to be sent out
Changing makes molecule be in excitation state.Photochemical reaction generally includes two processes:One is excitation process, in this process
Middle molecule absorption luminous energy becomes excited state molecule from ground state molecule；Second is that chemical reaction, which occurs, for excited state molecule generates new product.
Photopolymerization be exactly with can reactive group liquid monomer or oligomeric objects system in be added photoinitiator, light source irradiation makes system
Polymerization forms the process of subject polymer.Due to photopolymerization have for example the advantages that implementation method is simple, and rate of polymerization is fast thus oneself
There is very extensive application in the industry.And for biomaterial especially bioadhesive, photopolymerization it is some excellent
Point is also very special, for example, general thermal polymerization needs to heat up to improve the activation energy of its molecule and cause polymerization, so
Its polymerization temperature is all higher for general thermal polymerization, general to be used to prepare biological material if being applied to biomaterial
The polymer heat-resistant performance of material is all poor so bioprocess is the destruction than causing material.But existing photo-polymerization process
In amount of heat can occur, certain destruction is caused to the performance of biomaterial, so carrying out effective low temperature modification very to it
It is necessary to.
Summary of the invention
The technical problems to be solved by the invention：For existing photopolymerization biomaterial polymerization process to material property have compared with
Big the problem of influencing, provide a kind of preparation method of bioadhesive low temperature photopolymerization catalyst.
In order to solve the above technical problems, the technical solution adopted by the present invention is that：
（1）In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and ultrasonic disperse, collection divides
Dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, is stirred and is placed in standing 20~for 24 hours, filter and receive
Collect filter cake, washing, drying simultaneously collect to obtain modified particles；
（2）According to parts by weight, respectively weigh 45~50 parts of dehydrated alcohols, 10~15 parts of deionized waters, 3~5 parts it is silane coupled
Agent KH-550 and 25~30 parts of silica solution are placed in a beaker, and are stirred and ultrasonic disperse, collection dispersion liquid simultaneously stand 2~3h,
It is centrifugated and is removed last time clear liquid, collects to obtain lower layer's gel；
（3）According to parts by weight, respectively weigh 45~50 parts of lower layer's gels, 5~8 parts of triethanolamines, 10~15 parts of modified particles,
6~8 parts of melt paraffins, 45~50 parts of deionized waters, 25~30 parts of hexamethylenes and 3~5 parts of neopelexes are placed in and stir
It mixes in machine, is stirred and heating water bath, adjusting pH to 3.5 collect mixed liquor；
（4）In mass ratio 1：15,5% ammonium chloride of mass fraction-resorcinol solution is added dropwise in mixed liquor, is stirred simultaneously
It is placed in 2~3h of insulation reaction, standing at 45~55 DEG C to be cooled to room temperature, filters and collect filter cake, vacuum freeze drying can be made
It is standby to obtain bioadhesive low temperature photopolymerization catalyst.
Step（1）The dwell temperature is 45~50 DEG C.
Step（2）The silica solution is that Baume degrees is 20 silica solution.
Step（3）The adjusting pH is using 10% acetic acid of mass fraction.
The present invention is compared with other methods, and advantageous effects are：
（1）Technical solution of the present invention forms graft bases using benzophenone and methyl-B-cyclodextrin Material cladding, since ring is pasted
Essence is as 7 glucose molecules with one kind tubular compound made of glucosides key connection, and inner cavity is hydrophobic and the spy of external hydrophilic
Property make its can according to Van der Waals force, hydrophobic interaction power and the intermolecular matching effect of Subjective and Objective etc. with it is many organic and inorganic
Molecule forming bag mixture forms the light that wall material preparation has excellent properties by filling photocatalyst material to material internal
Catalyst wall material effectively improves the temperature performance of material；
（2）Technical solution of the present invention fills photocatalyst material to material internal, and forming wall material preparation has excellent properties
Photochemical catalyst wall material includes paraffin and prepares phase-change microcapsule structural material, and material is effectively reduced and gathers in polymerization process
Temperature is closed, the demand in biomaterial polymerization process to temperature is improved, improves the service efficiency of polymeric biomaterials.
Specific embodiment
In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and is placed in 200~300W
10~15min of lower ultrasonic disperse collects dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, stirring is mixed
Conjunction be placed at 45~50 DEG C stand 20~for 24 hours, filter and collect filter cake, with methanol rinse 3~5 times after, vacuum freeze drying is simultaneously
Collect to obtain modified particles；According to parts by weight, 45~50 parts of dehydrated alcohols, 10~15 parts of deionized waters, 3~5 parts are weighed respectively
Silane resin acceptor kh-550 and 25~30 parts of Baume degrees are that 20 silica solution are placed in a beaker, and are stirred and are placed in 200~300W
10~15min of lower ultrasonic disperse collects dispersion liquid and is placed at 55~60 DEG C 2~3h of standing, at 1500~2500r/min from
The heart separates and removes last time clear liquid, collects to obtain lower layer's gel；According to parts by weight, respectively weigh 45~50 parts of lower layer's gels, 5~
8 parts of triethanolamines, 10~15 parts of modified particles, 6~8 parts of melt paraffins, 45~50 parts of deionized waters, 25~30 parts of hexamethylenes and
3~5 parts of neopelexes are placed in blender, are stirred and are placed in 2~3h of heating water bath at 50~55 DEG C, use matter
10% vinegar acid for adjusting pH of score is measured to 3.5, collects mixed liquor and in mass ratio 1：15, by 5% ammonium chloride of mass fraction-isophthalic two
Phenol solution is added dropwise in mixed liquor, is stirred and is placed in 2~3h of insulation reaction, standing at 45~55 DEG C and is cooled to room temperature, mistake
Filter cake is filtered and collects, vacuum freeze drying can be prepared into the bioadhesive low temperature photopolymerization catalyst.
In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and is placed in ultrasound under 200W
Disperse 10min, collects dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, is stirred and is placed in 45 DEG C
Lower standing 20h, filters and collects filter cake, and after being rinsed 3 times with methanol, vacuum freeze drying simultaneously collects to obtain modified particles；By weight
Number meter, weighing 45 parts of dehydrated alcohols, 105 parts of deionized waters, 3 parts of silane resin acceptor kh-550s and 25 parts of Baume degrees respectively is 20
Silica solution is placed in a beaker, and is stirred and is placed in ultrasonic disperse 10min under 200W, and collection dispersion liquid, which is placed at 55 DEG C, to be stood
2h is centrifugated at 1500r/min and removes last time clear liquid, collects to obtain lower layer's gel；According to parts by weight, 45 are weighed respectively
Part lower layer gel, 5 parts of triethanolamines, 10 parts of modified particles, 6 parts of melt paraffins, 45 parts of deionized waters, 25 parts of hexamethylenes and 3 parts
Neopelex is placed in blender, is stirred and is placed in heating water bath 2h at 50 DEG C, with 10% vinegar of mass fraction
Acid for adjusting pH collects mixed liquor and in mass ratio 1 to 3.5：15,5% ammonium chloride of mass fraction-resorcinol solution is added dropwise to
In mixed liquor, it is stirred and is placed in insulation reaction 2h, standing at 45 DEG C and is cooled to room temperature, filter and collect filter cake, vacuum is cold
Being lyophilized dry can be prepared into the bioadhesive low temperature photopolymerization catalyst.
In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and is placed in ultrasound under 250W
Disperse 12min, collects dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, is stirred and is placed in 47 DEG C
Lower standing 22h, filters and collects filter cake, and after being rinsed 4 times with methanol, vacuum freeze drying simultaneously collects to obtain modified particles；By weight
Number meter, weighing 47 parts of dehydrated alcohols, 12 parts of deionized waters, 4 parts of silane resin acceptor kh-550s and 27 parts of Baume degrees respectively is 20
Silica solution is placed in a beaker, and is stirred and is placed in ultrasonic disperse 12min under 250W, and collection dispersion liquid, which is placed at 57 DEG C, to be stood
2h is centrifugated at 2000r/min and removes last time clear liquid, collects to obtain lower layer's gel；According to parts by weight, 47 are weighed respectively
Part lower layer gel, 7 parts of triethanolamines, 12 parts of modified particles, 7 parts of melt paraffins, 47 parts of deionized waters, 27 parts of hexamethylenes and 4 parts
Neopelex is placed in blender, is stirred and is placed in heating water bath 2h at 52 DEG C, with 10% vinegar of mass fraction
Acid for adjusting pH collects mixed liquor and in mass ratio 1 to 3.5：15,5% ammonium chloride of mass fraction-resorcinol solution is added dropwise to
In mixed liquor, it is stirred and is placed in insulation reaction 2h, standing at 47 DEG C and is cooled to room temperature, filter and collect filter cake, vacuum is cold
Being lyophilized dry can be prepared into the bioadhesive low temperature photopolymerization catalyst.
In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and is placed in ultrasound under 300W
Disperse 15min, collects dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, is stirred and is placed in 50 DEG C
Lower standing for 24 hours, filters and collects filter cake, and after being rinsed 5 times with methanol, vacuum freeze drying simultaneously collects to obtain modified particles；By weight
Number meter, weighing 50 parts of dehydrated alcohols, 15 parts of deionized waters, 5 parts of silane resin acceptor kh-550s and 30 parts of Baume degrees respectively is 20
Silica solution is placed in a beaker, and is stirred and is placed in ultrasonic disperse 15min under 300W, and collection dispersion liquid, which is placed at 60 DEG C, to be stood
3h is centrifugated at 2500r/min and removes last time clear liquid, collects to obtain lower layer's gel；According to parts by weight, 50 are weighed respectively
Part lower layer gel, 8 parts of triethanolamines, 15 parts of modified particles, 8 parts of melt paraffins, 50 parts of deionized waters, 30 parts of hexamethylenes and 5 parts
Neopelex is placed in blender, is stirred and is placed in heating water bath 3h at 55 DEG C, with 10% vinegar of mass fraction
Acid for adjusting pH collects mixed liquor and in mass ratio 1 to 3.5：15,5% ammonium chloride of mass fraction-resorcinol solution is added dropwise to
In mixed liquor, it is stirred and is placed in insulation reaction 3h, standing at 55 DEG C and is cooled to room temperature, filter and collect filter cake, vacuum is cold
Being lyophilized dry can be prepared into the bioadhesive low temperature photopolymerization catalyst.
Example 1,2,3 prepared by the present invention is tested for the property, specific test result is as follows shown in table table 1：
1 performance test table of table
As seen from the above table, the adhesive of photocatalyst material catalytic polymerization prepared by the present invention has excellent adhesive property.
Claims (4)
1. a kind of bioadhesive preparation method of low temperature photopolymerization catalyst, it is characterised in that specifically preparation step is：
（1）In mass ratio 1:10, methyl-B-cyclodextrin material is added in methanol, is stirred and ultrasonic disperse, collection divides
Dispersion liquid and in mass ratio 1:15, benzophenone is added in dispersion liquid, is stirred and is placed in standing 20~for 24 hours, filter and receive
Collect filter cake, washing, drying simultaneously collect to obtain modified particles；
（2）According to parts by weight, respectively weigh 45~50 parts of dehydrated alcohols, 10~15 parts of deionized waters, 3~5 parts it is silane coupled
Agent KH-550 and 25~30 parts of silica solution are placed in a beaker, and are stirred and ultrasonic disperse, collection dispersion liquid simultaneously stand 2~3h,
It is centrifugated and is removed last time clear liquid, collects to obtain lower layer's gel；
（3）According to parts by weight, respectively weigh 45~50 parts of lower layer's gels, 5~8 parts of triethanolamines, 10~15 parts of modified particles,
6~8 parts of melt paraffins, 45~50 parts of deionized waters, 25~30 parts of hexamethylenes and 3~5 parts of neopelexes are placed in and stir
It mixes in machine, is stirred and heating water bath, adjusting pH to 3.5 collect mixed liquor；
（4）In mass ratio 1：15,5% ammonium chloride of mass fraction-resorcinol solution is added dropwise in mixed liquor, is stirred simultaneously
It is placed in 2~3h of insulation reaction, standing at 45~55 DEG C to be cooled to room temperature, filters and collect filter cake, vacuum freeze drying can be made
It is standby to obtain bioadhesive low temperature photopolymerization catalyst.
2. a kind of preparation method of bioadhesive low temperature photopolymerization catalyst according to claim 1, feature exist
In：Step（1）The dwell temperature is 45~50 DEG C.
3. a kind of preparation method of bioadhesive low temperature photopolymerization catalyst according to claim 1, feature exist
In：Step（2）The silica solution is that Baume degrees is 20 silica solution.
4. a kind of preparation method of bioadhesive low temperature photopolymerization catalyst according to claim 1, feature exist
In：Step（3）The adjusting pH is using 10% acetic acid of mass fraction.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6119603A (en) * | 1984-07-04 | 1986-01-28 | Mitsubishi Electric Corp | Production of water-soluble photopolymerization initiator |
| CN101508986A (en) * | 2009-03-18 | 2009-08-19 | 天津大学 | Immobilized penicillin acylated enzyme with silicon gel rubber as carrier and preparation method |
| CN102516420A (en) * | 2011-11-29 | 2012-06-27 | 上海交通大学 | Hydrogen abstraction type host-guest water-soluble light trigger and preparation method thereof |
| CN103446966A (en) * | 2013-09-09 | 2013-12-18 | 华东理工大学 | Preparation of microcapsule with stable storage for curing unsaturated polyester as well as preparation method thereof |
-
2018
- 2018-06-19 CN CN201810626450.XA patent/CN108853568A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6119603A (en) * | 1984-07-04 | 1986-01-28 | Mitsubishi Electric Corp | Production of water-soluble photopolymerization initiator |
| CN101508986A (en) * | 2009-03-18 | 2009-08-19 | 天津大学 | Immobilized penicillin acylated enzyme with silicon gel rubber as carrier and preparation method |
| CN102516420A (en) * | 2011-11-29 | 2012-06-27 | 上海交通大学 | Hydrogen abstraction type host-guest water-soluble light trigger and preparation method thereof |
| CN103446966A (en) * | 2013-09-09 | 2013-12-18 | 华东理工大学 | Preparation of microcapsule with stable storage for curing unsaturated polyester as well as preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 毛允萍等: "相变材料微胶囊的制备", 《全国印染助剂行业研讨会第29届年会》 * |
| 王明锋等: "《烟用香料控制释放技术及其应用》", 31 May 2016, 成都：西南交通大学出版社 * |
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