CN110251478A - A kind of high temperature resistant enteric coating technique for droplet ball - Google Patents
A kind of high temperature resistant enteric coating technique for droplet ball Download PDFInfo
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
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- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
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- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
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- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5036—Polysaccharides, e.g. gums, alginate; Cyclodextrin
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Abstract
The present invention relates to biomedicine technical fields, disclose a kind of high temperature resistant enteric coating technique for droplet ball, the high temperature resistant enteric coating includes the composition of following parts by weight: 50 ~ 55 parts of methacrylic acid copolymer, 10 ~ 15 parts of succinic acid hydroxypropyl methylcellulose, 3 ~ 7 parts of silicone elastomer, 1 ~ 5 part of triethyl citrate, 3 ~ 5 parts of nano silica.The high temperature resistant enteric coating of the invention stability in gastric acid environment is good, heat-resist, and the drug release in intestinal juice environment is high-efficient.The high temperature resistant enteric coating technological operation for droplet ball of the invention is convenient, and dropping pill formulation surface obtained is smooth, antibacterial, without adhesion, convenient for storage and transport.
Description
Technical field
The present invention relates to biomedicine technical field more particularly to a kind of high temperature resistant enteric coating works for droplet ball
Skill.
Background technique
Enteric coating system enables drug not to be disintegrated or dissolve within 2h in 37 DEG C of simulated gastric fluid, and the 1h in simulated intestinal fluid
Interior disintegration or dissolution, and release the coating of drug, can prevent that drug from destroying under one's belt and drug is to the irritation etc. of stomach.Mesh
It is preceding easily to occur the problems such as orientation barrel inner wall glues ball, the coating period is long, disintegration is poor when to critical progress enteric coating coating.
Chinese Patent Application No. is the patent of CN201510231542.4, discloses a kind of enteric coating dried venom of toads pellet premix
Agent and preparation method thereof.The dried venom of toads pellet pre-mixing agent by comprising the dried venom of toads, diluent, adhesive, disintegrating agent the load pill heart and packet
Enteric coating composition containing acrylic resin, ethyl alcohol；Coating solution is made in acrylic resin, ethyl alcohol, drug is sprayed into coating solution
It is coated processing.The enteric coating dried venom of toads pellet pre-mixing agent reduces stimulation of the dried venom of toads to oral cavity, esophagus, make it in stomach not by
Dissolution and absorption reduce gastrointestinal discomfort reaction.However, the poor heat resistance of the enteric coating dried venom of toads pellet pre-mixing agent, higher
At a temperature of be easy to happen adhesion.
Summary of the invention
In order to solve the above-mentioned technical problems, the present invention provides a kind of high temperature resistant enteric coating techniques for droplet ball.
The present invention is modified methacrylic acid with luteolin, methacrylic acid copolymer made from modified methacrylic acid
Heat resistance when as enteric-coating material is high.High temperature resistant enteric coating stability in gastric acid environment is good, heat-resist,
Drug release in intestinal juice environment is high-efficient.High temperature resistant enteric coating technological operation for droplet ball of the invention is convenient, system
Dropping pill formulation surface it is smooth, antibacterial, without adhesion, convenient for storage and transport.
The specific technical proposal of the invention is: a kind of high temperature resistant enteric coating technique for droplet ball, the high temperature resistant
Enteric coating includes the composition of following parts by weight: 50~55 parts of methacrylic acid copolymer, acetate succinate hydroxypropyl methyl
10~15 parts of cellulose, 3~7 parts of silicone elastomer, 1~5 part of triethyl citrate, 3~5 parts of nano silica.
Enteric coating obtained easy adhesion at relatively high temperatures in the prior art, poor heat resistance, and it is molten in intestinal juice
It is poor to solve stability of the rapid enteric-coating material in gastric acid, often has more drug-eluting.Of the invention being used for is micro-
The high temperature resistant enteric coating of the high temperature resistant enteric coating technique of dripping pill stability in gastric acid environment is good, heat-resist, in intestinal juice
Drug release in environment is high-efficient.High temperature resistant enteric coating technological operation for droplet ball of the invention is convenient, obtained
Dropping pill formulation surface is smooth, antibacterial, without adhesion, convenient for storage and transport.Succinic acid hydroxypropyl methylcellulose is in enteron aisle
In can dissolve rapidly；Silicone elastomer can increase the elasticity of enteric coating, so that coating envelope is smooth, flawless；Citric acid
Triethyl has the function of antibacterial while enhancing enteric coating elasticity, is conducive to the storage of dropping pill formulation；Nanometer titanium dioxide
The presence of silicon can prevent the adhesion of methacrylic acid copolymer, meanwhile, nano silica can be uniformly distributed in each component
Between, it is filled in the gap of material.
Preferably, the content of modified methacrylic acid is 35~40% in the methacrylic acid copolymer.The present invention
The methacrylic acid contained in methacrylic acid copolymer is modified, the thermal stability of methacrylic acid copolymer is improved,
So that manufactured enteric coating is stabilized at relatively high temperatures, do not stick together.
Preferably, the modified methacrylic acid is the modified methacrylic acid of luteolin, preparation method are as follows: will
Methacrylic acid is added in toluene, and triethylamine is added, and instills thionyl chloride, obtains methacrylic chloride after being then refluxed for reaction；
Luteolin is added in DMF, sodium hydroxide is added, 0.5~1h of stirring instills the DMF of methacrylic chloride in ice-water bath
Solution obtains modified methacrylic acid after being stirred to react.
The present invention is modified methacrylic acid with luteolin, and the stiffening ring in luteolin can enhance methyl-prop
The thermal stability of olefin(e) acid copolymer, while luteolin can also enhance the antibiotic property of enteric coating.
Preferably, the molar ratio of the triethylamine, methacrylic acid and thionyl chloride is 0.1~0.3:1:1~1.5.
When the molar ratio of triethylamine, methacrylic acid and thionyl chloride is 0.1~0.3:1:1~1.5, the yield of methacrylic chloride is most
It is high.
Preferably, the volume ratio of the methacrylic acid and toluene is 1:4~7；Back flow reaction temperature is 50~60 DEG C,
Reaction time is 3~5h.The modified method of the present invention is simple, mild condition, is suitble to large-scale production.
Preferably, the molar ratio of the luteolin, sodium hydroxide and methacrylic chloride is 1:1:1.1~1.5；Wood
The mass volume ratio of rhinoceros grass element and DMF are 1g:5~10mL；The molar ratio of luteolin, sodium hydroxide and methacrylic chloride is
When 1:1:1.1~1.5, the yield highest of modified methacrylic acid.
Preferably, the rate of addition of the DMF solution of the methacrylic chloride is 1~2mL/min, methacrylic chloride
DMF solution concentration be 0.3~0.5M.Contain polymerization inhibitor in the DMF solution of the methacrylic chloride.Due to metering system
Acyl chlorides is easy auto polymerization, needs the concentration and rate of addition of the DMF solution of strict control methacrylic chloride, and rate of addition is too fast
When, methacrylic chloride is difficult to sufficiently react with abundant luteolin.
Preferably, a kind of high temperature resistant enteric coating technique for droplet ball the following steps are included:
(1) silicone elastomer of formula ratio and triethyl citrate are added to the water while stirring, sequentially add receiving for formula ratio
Rice silica, succinic acid hydroxypropyl methylcellulose and methacrylic acid copolymer, stir 3~5h, and it is mixed to obtain coating
Suspension；
(2) coating suspensions are coated processing to dropping pill formulation with seed-coating machine while stirring.
The coating method of high temperature resistant enteric coating technique for droplet ball of the invention is simple, easy to operate, is suitble to big
Large-scale production.
Preferably, the intake air temperature of the Cotton seeds is 60~65 DEG C in step (2), delivery temperature is 30~35
℃；The dropping pill formulation includes glabrous sarcandra herb dripping pill, Yupingfeng dripping pill, Lonicera and scutellaria drip pill.The intake air temperature of Cotton seeds is 60~65
DEG C, coating membrane is smooth, smooth when delivery temperature is 30~35 DEG C, flawless.
Preferably, in step (1), 3~4 additions of the methacrylic acid copolymer point.Methacrylic acid copolymer
3~4 additions are divided to be conducive to its evenly dispersed.
It is compared with the prior art, the beneficial effects of the present invention are: high temperature resistant enteric coating of the invention is in gastric acid environment
Stability is good, heat-resist, and the drug release in intestinal juice environment is high-efficient.High temperature resistant enteric for droplet ball of the invention
Art for coating is easy to operate, and dropping pill formulation surface obtained is smooth, antibacterial, without adhesion, convenient for storage and transport.
Specific embodiment
The present invention will be further described with reference to the examples below.Related device, connection structure in the present invention
And method, if being device well known in the art, connection structure and method without refering in particular to.
Embodiment 1
A kind of high temperature resistant enteric coating technique for droplet ball, the high temperature resistant enteric coating includes the group of following parts by weight
At: 52 parts of methacrylic acid copolymer, 13 parts of succinic acid hydroxypropyl methylcellulose, 5 parts of silicone elastomer, citric acid three
3 parts of ethyl ester, 4 parts of nano silica.
The content of modified methacrylic acid is 37% in the methacrylic acid copolymer.
The modified methacrylic acid is the modified methacrylic acid of luteolin, preparation method are as follows: by metering system
Acid is added in toluene, and the volume ratio of the methacrylic acid and toluene is 1:5, and triethylamine is added, and instills thionyl chloride, then exists
Methacrylic chloride is obtained after 55 DEG C of back flow reaction 4h, the molar ratio of the triethylamine, methacrylic acid and thionyl chloride is
0.2:1:1.2；Luteolin is added in DMF, the mass volume ratio of luteolin and DMF are 1g:8mL, sodium hydroxide is added,
Stirring 0.8h instills the DMF solution of methacrylic chloride, the luteolin, sodium hydroxide and metering system in ice-water bath
The molar ratio of acyl chlorides is 1:1:1.3, obtains modified methacrylic acid after being stirred to react 20min；The DMF of the methacrylic chloride
The rate of addition of solution is 1.5mL/min, and the concentration of the DMF solution of methacrylic chloride is 0.4M.The methacrylic chloride
DMF solution in contain sodium carbonate.
A kind of high temperature resistant enteric coating technique for droplet ball the following steps are included:
(1) silicone elastomer of formula ratio and triethyl citrate are added while stirring in 170 parts of water, sequentially add formula ratio
Nano silica, succinic acid hydroxypropyl methylcellulose and methacrylic acid copolymer, the methacrylic acid is total
Polymers is added three times, and is stirred 4h, is obtained coating suspensions；
(2) coating suspensions are coated processing, the intake air temperature of Cotton seeds to Lonicera and scutellaria drip pill with seed-coating machine while stirring
It is 62 DEG C, delivery temperature is 32 DEG C, spray velocity 27g/min, and spray gun diameter is 1mm, atomisation pressure 0.9bar.
Embodiment 2
A kind of high temperature resistant enteric coating technique for droplet ball, the high temperature resistant enteric coating includes the group of following parts by weight
At: 50 parts of methacrylic acid copolymer, 15 parts of succinic acid hydroxypropyl methylcellulose, 7 parts of silicone elastomer, citric acid three
1 part of ethyl ester, 4 parts of nano silica.
The content of modified methacrylic acid is 35% in the methacrylic acid copolymer.
The modified methacrylic acid is the modified methacrylic acid of luteolin, preparation method are as follows: by metering system
Acid is added in toluene, and the volume ratio of the methacrylic acid and toluene is 1:4, and triethylamine is added, and instills thionyl chloride, then exists
Methacrylic chloride is obtained after 60 DEG C of back flow reaction 3h, the molar ratio of the triethylamine, methacrylic acid and thionyl chloride is
0.3:1:1.5；Luteolin is added in DMF, the mass volume ratio of luteolin and DMF are 1g:10mL, and hydroxide is added
Sodium, stirring 1h instill the DMF solution of methacrylic chloride, the luteolin, sodium hydroxide and methyl-prop in ice-water bath
The molar ratio of alkene acyl chlorides is 1:1:1.1, obtains modified methacrylic acid after being stirred to react 30min；The methacrylic chloride
The rate of addition of DMF solution is 1mL/min, and the concentration of the DMF solution of methacrylic chloride is 0.3M.The methacrylic chloride
DMF solution in contain sodium carbonate.
A kind of high temperature resistant enteric coating technique for droplet ball the following steps are included:
(1) silicone elastomer of formula ratio and triethyl citrate are added while stirring in 150 parts of water, sequentially add formula ratio
Nano silica, succinic acid hydroxypropyl methylcellulose and methacrylic acid copolymer, the methacrylic acid is total
4 additions of polymers point, stir 3h, obtain coating suspensions；
(2) coating suspensions are coated processing, the air inlet temperature of Cotton seeds to glabrous sarcandra herb dripping pill with seed-coating machine while stirring
Degree is 65 DEG C, and delivery temperature is 35 DEG C, spray velocity 25g/min, and spray gun diameter is 0.5mm, atomisation pressure 0.8bar.
Embodiment 3
A kind of high temperature resistant enteric coating technique for droplet ball, the high temperature resistant enteric coating includes the group of following parts by weight
At: 55 parts of methacrylic acid copolymer, 10 parts of succinic acid hydroxypropyl methylcellulose, 5 parts of silicone elastomer, citric acid three
2 parts of ethyl ester, 5 parts of nano silica.
The content of modified methacrylic acid is 40% in the methacrylic acid copolymer.
The modified methacrylic acid is the modified methacrylic acid of luteolin, preparation method are as follows: by metering system
Acid is added in toluene, and the volume ratio of the methacrylic acid and toluene is 1:7, and triethylamine is added, and instills thionyl chloride, then exists
Methacrylic chloride is obtained after 55 DEG C of back flow reaction 4h, the molar ratio of the triethylamine, methacrylic acid and thionyl chloride is
0.3:1:1.2；Luteolin is added in DMF, the mass volume ratio of luteolin and DMF are 1g:8mL, sodium hydroxide is added,
Stirring 0.5h instills the DMF solution of methacrylic chloride, the luteolin, sodium hydroxide and metering system in ice-water bath
The molar ratio of acyl chlorides is 1:1:1.5, obtains modified methacrylic acid after being stirred to react 20min；The DMF of the methacrylic chloride
The rate of addition of solution is 1mL/min, and the concentration of the DMF solution of methacrylic chloride is 0.5M.The methacrylic chloride
Contain sodium carbonate in DMF solution.
A kind of high temperature resistant enteric coating technique for droplet ball the following steps are included:
(1) silicone elastomer of formula ratio and triethyl citrate are added while stirring in 180 parts of water, sequentially add formula ratio
Nano silica, succinic acid hydroxypropyl methylcellulose and methacrylic acid copolymer, the methacrylic acid is total
Polymers is added three times, and is stirred 5h, is obtained coating suspensions；
(2) coating suspensions are coated processing, the air inlet temperature of Cotton seeds to Yupingfeng dripping pill with seed-coating machine while stirring
Degree is 63 DEG C, and delivery temperature is 30 DEG C, spray velocity 26g/min, and spray gun diameter is 1mm, atomisation pressure 1bar.
Comparative example 1
Comparative example 1 difference from example 1 is that: replace acetate succinate hydroxypropyl with equivalent methacrylic acid copolymer
Methylcellulose.Other are same as Example 1.
Comparative example 2
Comparative example 2 difference from example 1 is that: replace silicone elastomer with equivalent triethyl citrate.Other with
Embodiment 1 is identical.
Comparative example 3
Comparative example 3 difference from example 1 is that: replace nano silica with equivalent triethyl citrate.Other are
It is same as Example 1.
Comparative example 4
Comparative example 4 difference from example 1 is that: replace modified methacrylic acid with equivalent methacrylic acid.Other are
It is same as Example 1.
Comparative example 5
Comparative example 5 difference from example 1 is that: the rate of addition of the DMF solution of methacrylic chloride be 2.2mL/
Min, the concentration of the DMF solution of methacrylic chloride are 0.52M.Other are same as Example 1.
It detects in Examples 1 to 3 and comparative example 1~5 and is made with the high temperature resistant enteric coating technique of droplet ball of the invention
Dropping pill formulation appearance, 65 DEG C of heat resistances, the stability under simulation hydrochloric acid environment and in simulated intestinal fluid environment
Drug release efficiency in 10min, testing result are shown in Table 1.
Table 1
| Group number | Appearance | Heat resistance | Stability | Drug release efficiency/% |
| Embodiment 1 | It is smooth | Without deformation, without adhesion | Without dissolution, surfacing | 81.3 |
| Embodiment 2 | It is smooth | Without deformation, without adhesion | Without dissolution, surfacing | 80.5 |
| Embodiment 3 | It is smooth | Without deformation, without adhesion | Without dissolution, surfacing | 80.7 |
| Comparative example 1 | It is smooth | Without deformation, without adhesion | Surfacing | 42.3 |
| Comparative example 2 | There is microcrack | Without deformation, without adhesion | There is crack on surface | 83.3 |
| Comparative example 3 | Micro- adhesion | Without deformation, adhesion | There is a small amount of drug-eluting | 51.3 |
| Comparative example 4 | Adhesion | Deformation, adhesion | There is bubble on surface | 52.5 |
| Comparative example 5 | It is smooth | Without deformation, adhesion | There is bubble on surface | 53.8 |
As can be seen from Table 1, dropping pill formulation smooth in appearance made from the high temperature resistant enteric coating technique of droplet ball of the invention is flat
Whole, heat-resist, dropping pill formulation surface is stabilized under simulation hydrochloric acid environment without adhesion, convenient for storage and transport, is being simulated
Drug release rate is fast under intestinal juice environment.Comparative example 1~3 changes the formula of high temperature resistant enteric coating of the invention, drop obtained
Pill appearance, heat-resist, drug release rate becomes in the stability under simulation hydrochloric acid environment and under simulated intestinal fluid environment
Difference.Comparative example 4 dropping pill formulation easy adhesion, heat resistance obtained after replacing modified methacrylic acid with equivalent methacrylic acid
Difference, surface is easy to produce bubble in simulation hydrochloric acid environment, is unable to satisfy the quality requirement of enteric coating drug.In comparative example 5
The rate of addition and its concentration of the DMF solution of methacrylic chloride have exceeded the framework of the present definition, dropping pill formulation obtained
Poor heat resistance, surface is easy to produce bubble in simulation hydrochloric acid environment, is unable to satisfy the quality requirement of enteric coating drug.Cause
This, only can just obtain heat resistance, stability in the range of the high temperature resistant enteric coating technique of droplet ball of the invention limits
The all good dropping pill formulation with drug release efficiency.
The above is only presently preferred embodiments of the present invention, is not intended to limit the invention in any way, it is all according to the present invention
Technical spirit any simple modification, change and equivalent structure transformation to the above embodiments, still fall within skill of the present invention
The protection scope of art scheme.
Claims (10)
1. a kind of high temperature resistant enteric coating technique for droplet ball, it is characterised in that: the high temperature resistant enteric coating include with
The composition of lower parts by weight: 50 ~ 55 parts of methacrylic acid copolymer, 10 ~ 15 parts of succinic acid hydroxypropyl methylcellulose, silicon
3 ~ 7 parts of ketone elastomer, 1 ~ 5 part of triethyl citrate, 3 ~ 5 parts of nano silica.
2. a kind of high temperature resistant enteric coating technique for droplet ball as described in claim 1, it is characterised in that: the methyl
The content of modified methacrylic acid is 35 ~ 40% in acrylic copolymer.
3. a kind of high temperature resistant enteric coating technique for droplet ball as claimed in claim 2, it is characterised in that: the modification
Methacrylic acid is the modified methacrylic acid of luteolin, preparation method are as follows: methacrylic acid is added in toluene, is added
Triethylamine instills thionyl chloride, obtains methacrylic chloride after being then refluxed for reaction；Luteolin is added in DMF, hydrogen is added
Sodium oxide molybdena, 0.5 ~ 1h of stirring instill the DMF solution of methacrylic chloride in ice-water bath, obtain modified methyl after being stirred to react
Acrylic acid.
4. a kind of high temperature resistant enteric coating technique for droplet ball as claimed in claim 3, it is characterised in that: three second
The molar ratio of amine, methacrylic acid and thionyl chloride is 0.1 ~ 0.3:1:1 ~ 1.5.
5. a kind of high temperature resistant enteric coating technique for droplet ball as claimed in claim 3, it is characterised in that: the methyl
The volume ratio of acrylic acid and toluene is 1:4 ~ 7；Back flow reaction temperature is 50 ~ 60 DEG C, and the reaction time is 3 ~ 5h.
6. a kind of high temperature resistant enteric coating technique for droplet ball as claimed in claim 3, it is characterised in that: the sweet-scented osmanthus
The molar ratio of careless element, sodium hydroxide and methacrylic chloride is 1:1:1.1 ~ 1.5；The mass volume ratio of luteolin and DMF is
1g:5~10mL。
7. a kind of high temperature resistant enteric coating technique for droplet ball as claimed in claim 3, it is characterised in that: the methyl
The rate of addition of the DMF solution of acryloyl chloride is 1 ~ 2mL/min, and the concentration of the DMF solution of methacrylic chloride is 0.3 ~ 0.5M.
8. a kind of high temperature resistant enteric coating technique for droplet ball as described in claim 1 ~ 7 is any, it is characterised in that: institute
State art for coating the following steps are included:
(1) silicone elastomer of formula ratio and triethyl citrate are added to the water while stirring, sequentially add receiving for formula ratio
Rice silica, succinic acid hydroxypropyl methylcellulose and methacrylic acid copolymer, stir 3 ~ 5h, obtain coating and are suspended
Liquid；
(2) coating suspensions are coated processing to dropping pill formulation with seed-coating machine while stirring.
9. a kind of high temperature resistant enteric coating technique for droplet ball as described in claim 8 is any, it is characterised in that: step
(2) in, the intake air temperature of the Cotton seeds is 60 ~ 65 DEG C, and delivery temperature is 30 ~ 35 DEG C；The dropping pill formulation includes swollen section
Wind dripping pill, Yupingfeng dripping pill, Lonicera and scutellaria drip pill.
10. a kind of high temperature resistant enteric coating technique for droplet ball as described in claim 8 is any, it is characterised in that: step
Suddenly in (1), 3 ~ 4 additions of the methacrylic acid copolymer point.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112972298A (en) * | 2021-02-23 | 2021-06-18 | 杭州奥菲生物科技有限公司 | Anti-pigmentation oral care composition |
| CN113940395A (en) * | 2021-11-17 | 2022-01-18 | 西南科技大学 | Preparation method of probiotic preparation for piglets |
| CN115192547A (en) * | 2022-07-20 | 2022-10-18 | 浙江维康药业股份有限公司 | High-temperature-resistant enteric sustained-release coating for dropping pills and Yinhuang dropping pills |
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Denomination of invention: A kind of high temperature resistant enteric coating technology for microdrop pills Effective date of registration: 20220916 Granted publication date: 20210618 Pledgee: Industrial and Commercial Bank of China Limited Lishui Economic Development Zone sub branch Pledgor: ZHEJIANG WECOME PHARMACEUTICAL CO.,LTD. Registration number: Y2022330002257 |
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