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CN114904007B - Method for improving bulk density of carbomer - Google Patents

Method for improving bulk density of carbomer Download PDF

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Publication number
CN114904007B
CN114904007B CN202210435112.4A CN202210435112A CN114904007B CN 114904007 B CN114904007 B CN 114904007B CN 202210435112 A CN202210435112 A CN 202210435112A CN 114904007 B CN114904007 B CN 114904007B
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carbomer
bulk density
particles
carbomers
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CN114904007A (en
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沈惠
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Nanjing Zihong Biotechnology Co ltd
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Nanjing Zihong Biotechnology Co ltd
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/2027—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Birds (AREA)
  • Inorganic Chemistry (AREA)
  • Dermatology (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The invention belongs to the field of polymers, and in particular relates to a method for improving the bulk density of carbomers, which comprises the steps of mixing carbomers with an adhesive solution, and granulating to obtain carbomer particles; the binder solution is a solution composed of a linear acrylic polymer and an organic solvent. The carbomer particles obtained based on the method only increase the bulk density of carbomers and reduce the infiltration time, have no change and influence on other properties of carbomers such as viscosity, and have positive significance on the application of carbomers by increasing the bulk density of carbomers and reducing the infiltration time.

Description

Method for improving bulk density of carbomer
Technical Field
The invention belongs to the field of polymers, and particularly relates to a method for improving bulk density of carbomer and carbomer particles.
Background
The ZL201510231919.6 discloses a novel pharmaceutical adjuvant hot melting granulation technology of a controlled release agent, in particular to a carbomer hot melting granulation method, which is characterized in that powdery carbomers are heated to a temperature between the melting point of waxy particles and the glass transition temperature of the carbomers, then the carbomers are gradually and uniformly adhered to the surfaces of the waxy particles through adding waxy particles with a preset particle size and stirring at a low speed, so that the novel carbomer controlled release agent pharmaceutical adjuvant is formed. The particle size of carbomer particles and the particle size of the wax material are related to the particle size of the wax material, and the particle size of the wax material is controllable, so that the particle size of the carbomer particles can be regulated and controlled finally.
The problem of carbomer bulk density is too little has been solved to this scheme.
However, this approach introduces waxy particles, which is limiting for the use of carbomer resins in other fields.
The technical problem to be solved by the scheme is as follows: how to increase the bulk density of the carbomer resin without introducing other monomers.
Disclosure of Invention
The invention aims to provide a method for improving the bulk density of carbomer, and carbomer particles obtained based on the method have high bulk density, do not introduce other monomers, and have basically unaffected light transmittance and viscosity.
Meanwhile, the invention also discloses carbomer particles.
The technical scheme of the invention is as follows:
a method for improving bulk density of carbomer comprises mixing carbomer and binder solution, granulating to obtain carbomer granule;
the binder solution is a solution composed of a linear acrylic polymer and an organic solvent.
Preferably, the content of the linear acrylic polymer in the adhesive solution is 0.1 to 5wt%, and the organic solvent is a combination of two or more of ethyl acetate, cyclohexane, n-hexane, methyl acetate, n-butanol, isobutanol, n-propanol, isopropanol, ethanol and acetone.
Preferably, the method for preparing the linear acrylic polymer is as follows:
acrylic acid 1 weight portions, organic solvent 3-10 weight portions, initiator 0.003-0.01 weight portions, and reaction at 40-78 deg.c.
Or 1 part of acrylic acid, 3 to 10 parts of water, 0.003 to 0.01 part of initiator and 40 to 78 ℃ for reaction.
Preferably, the granulating method is as follows:
spraying the adhesive solution into carbomer powder, stirring, swinging and rolling to obtain wet particles, vacuum drying the wet particles to obtain dry particles, and sieving the dry particles to obtain a product with the required particle size or crushing and sieving the product to obtain the product;
or soaking carbomer powder in the adhesive solution, stirring and heating to 25-40 ℃, forming particles in the solution, filtering wet particles, and vacuum drying to obtain dry particles, and sieving the dry particles to obtain the product with the required particle size or crushing and sieving to obtain the product.
Preferably, if granulation is achieved by spraying the binder solution into carbomer powder, the weight ratio of the amount of acrylic linear polymer in the binder solution to carbomer is 0.01 to 0.2:100, the weight ratio of the adhesive solution to the carbomer is 0.5-2: 1, a step of;
if granulating is achieved by immersing carbomer powder in a binder solution, the weight ratio of the amount of acrylic linear polymer in the binder solution to carbomer is 0.05-0.5: 100, the weight ratio of the adhesive solution to the carbomer is 3-6: 1.
during use, we have found that any acceptable binder amount, concentration, is useful in the present invention protocol for increasing the bulk density of carbomers, with various limits of improvement, and therefore the present invention is not limited to the preferred ranges set forth above with respect to the concentration of binder solution.
Preferably, the granulated particles are subjected to screening or crushing screening to obtain screened matters with different particle diameters.
Preferably, the linear acrylic polymer is a linear polymer with acrylic acid as a repeating unit or a linear copolymer formed by acrylic acid and at least one of acrylic acid ester monomer, methacrylic acid and methacrylic acid ester monomer, wherein the content of acrylic acid in the linear copolymer is not less than 90wt% in terms of dry matter.
Meanwhile, the invention also discloses carbomer particles with high bulk density, which are prepared by adopting any one of the methods; bulk density is 0.3-0.8g/ml.
Preferably, the particle size is 20 to 200 mesh.
The beneficial effects of the invention are as follows:
the invention adopts the solution containing the linear acrylic acid polymer to granulate carbomer, the linear acrylic acid polymer contained in the solution can gather carbomer around the linear acrylic acid polymer, the linear acrylic acid polymer can play a role of adhesion, static electricity among carbomer powder is eliminated, the bulk density of the carbomer is improved, and the bulk density of the obtained carbomer particles has certain correlation with the solvent type and concentration of the acrylic acid linear polymer.
The invention has the following benefits:
1. the static electricity of the carbomer is eliminated, so that the bulk density of the carbomer is improved, and dust pollution is reduced.
2. The hydrophilicity is increased, and the infiltration time of carbomer when dispersing in water is also greatly shortened.
3. The traditional carbomer has difficulty in being applied to direct compression of solid tablets of medical products because of the too small bulk density, and the improvement of the bulk density to 0.3-0.8g/ml is beneficial to the direct compression production of the solid tablets.
Drawings
FIGS. 1-3 are photographs of test wetting times of carbomer powders before and after treatment.
Detailed Description
The technical scheme of the present invention will be further described in detail below with reference to the accompanying drawings and the detailed description, but does not constitute any limitation of the present invention.
Example 1
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 300g of ethyl acetate, 300g of cyclohexane, 0.5g of initiator, and putting the mixture into a 2000ml four-port reaction bottle, heating and stirring the mixture, controlling the temperature in the reaction bottle at 70-75 ℃, and carrying out heat preservation reaction for 4 hours.
Preparation of the binder solution:
weighing 20g of the acrylic linear polymer solution, adding 500g of ethyl acetate and 500g of cyclohexane, and uniformly mixing to obtain an adhesive solution.
And (3) granulating:
100g carbomer 981 was dispersed in 700g granulation solution (about 2g of acrylic linear polymer), granulated with stirring, and then introduced into a vacuum dryer for drying at 85℃and the dried granules were crushed and sieved through a 60 mesh sieve to obtain a product having a bulk density of 0.32g/ml.
Example 2
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 500g of ethyl acetate, 100g of cyclohexane, 0.5g of initiator, and putting the mixture into a 1000ml four-port reaction bottle, heating and stirring the mixture, controlling the temperature in the reaction bottle at 70-75 ℃, and carrying out heat preservation reaction for 5 hours.
Preparation of the binder solution:
10g of the acrylic linear polymer solution is weighed, 150g of ethyl acetate and 50g of cyclohexane are added, and the mixture is uniformly mixed to obtain an adhesive solution.
And (3) granulating:
the granulation solution (about 1.42g of acrylic linear polymer) was sprayed into 100g of carbomer 980, granulated with stirring, and then introduced into a vacuum dryer for drying at 85 degrees celsius, the dried granules were crushed and sieved through a 80 mesh sieve to obtain a product with a bulk density of 0.45g/ml.
Example 3
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 500g of ethyl acetate and 0.5g of initiator are put into a 1000ml four-port reaction bottle, heated and stirred, the temperature in the reaction bottle is controlled between 70 and 74 ℃, and the reaction is carried out for 5 hours under the condition of heat preservation, thus obtaining the linear acrylic acid polymer.
Preparation of the binder solution:
weighing 20g of the acrylic linear polymer solution, adding 300g of ethyl acetate, 100g of cyclohexane and 100g of acetone, and uniformly mixing to obtain an adhesive solution.
And (3) granulating:
the granulation solution (about 3.33g of acrylic linear polymer) was sprayed into 300g of carbomer 980, and the mixture was stirred and granulated, and then introduced into a vacuum dryer for drying, and the dried granules were crushed and sieved through a 80-mesh sieve to obtain a product having a bulk density of 0.50g/ml.
Example 4
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 5g of methacrylic acid, 500g of purified water, 0.6g of initiator and 50-60 ℃ for 5 hours to obtain the linear acrylic acid polymer.
Preparation of the binder solution:
10g of the acrylic linear polymer solution is weighed, 300g of ethyl acetate, 5g of cyclohexane and 5g of acetone are added, and the mixture is stirred and mixed uniformly to obtain an adhesive solution.
And (3) granulating:
spraying the granulating solution (about 1.66g containing acrylic acid linear polymer) into 300g carbomer U20, stirring, granulating, drying in a vacuum dryer, pulverizing, sieving with 80 mesh sieve to obtain product with bulk density of 0.70g/ml.
Example 5
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 8g of methacrylic acid, 500g of ethyl acetate, 0.7g of initiator and 65-75 ℃ for 5 hours to obtain a linear polymer.
Preparation of the binder solution:
50g of the acrylic linear polymer solution is weighed, 750g of ethyl acetate, 250g of cyclohexane and 250g of acetone are added, and the mixture is uniformly mixed to obtain an adhesive solution.
And (3) granulating:
300g of carbomer 1382 is dispersed in the adhesive solution (about 8.33g of acrylic linear polymer), the temperature is kept between 30 and 40 ℃, stirring and granulating are carried out, the mixture is then introduced into a vacuum dryer for drying, the dried granules are crushed and pass through a 60-mesh sieve, and the product is obtained, and the measured bulk density is 0.80g/ml.
Example 6
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 5g of methacrylic acid, 500g of ethyl acetate, 0.6g of initiator and 67-72 ℃ for 7 hours to obtain the linear acrylic polymer.
Preparation of the binder solution:
weighing 20g of the acrylic linear polymer solution, adding 150g of ethyl acetate, 50g of cyclohexane and 50g of acetone, and uniformly mixing to obtain an adhesive solution.
And (3) granulating:
spraying the granulating solution (about 3.33g of acrylic acid-containing linear polymer) into 200g of carbomer 980, preserving heat at 25-35 ℃, stirring and granulating, then introducing into a vacuum dryer for drying, crushing the dried granules, sieving with a 80-mesh sieve to obtain the product, and measuring the bulk density to be 0.75g/ml.
Example 7
Preparation of acrylic Linear Polymer:
100g of acrylic acid, 3g of methacrylic acid, 2g of methyl methacrylate, 500g of ethyl acetate, 0.5g of initiator and 66-72 ℃ for 6 hours.
Preparation of the binder solution:
weighing 20g of the acrylic linear polymer solution, adding 150g of ethyl acetate, 50g of cyclohexane and 50g of acetone, and uniformly mixing to obtain an adhesive solution.
And (3) granulating:
spraying the granulating solution (about 3.4g containing acrylic acid linear polymer) into 200g carbomer 934, preserving heat at 25-35 ℃, stirring and granulating, then introducing into a vacuum dryer for drying, crushing the dried granules, and sieving with a 80-mesh sieve to obtain the product with the measured bulk density of 0.65g/ml.
Performance testing
Test item 1:
bulk density testing: a stainless steel (or glass, plastic) cylinder of known volume (V) was used, the empty cylinder (M0) was weighed, the funnel was placed, and the sample was slowly poured at a height of 5.1cm, avoiding the funnel from clogging, until the volumeter was filled. Excess powder was removed, the cylinder (M1) was weighed and the bulk density of the sample was calculated from the sample weight and volume. And (3) calculating: bulk density (g/ml) = (M1-M0)/V.
The test results are referred to in table 1.
TABLE 1 bulk Density test results
Test item 2:
testing of viscosity: taking 1.0g of the product which is dried for 1 hour at 80 ℃ in advance, adding 200ml of water while stirring until the product is uniformly dispersed, regulating the pH value to 7.3-7.8 by using 15% sodium hydroxide solution, uniformly mixing (avoiding generating bubbles), standing for 1 hour in a water bath at 25 ℃, selecting a proper rotor and rotating speed by using a rotary viscometer, and testing the viscosity.
The viscosity test results can be referred to in Table 2.
TABLE 2 results of viscosity test
Test item 3:
testing of the immersion time: a250 ml beaker was taken, 200ml of water was added, 1g of carbomer dry powder was sprinkled onto the water surface, and the time required for all dry powder to be soaked with water was recorded. The wet-out time results are referred to in Table 3.
TABLE 3 wetting time test results
The practical significance of this scheme is as follows
1. The high bulk density of the carbomer is realized, and the application performance of the carbomer is not affected;
2. the infiltration time of carbomer is shortened, and meanwhile, the phenomena of static electricity and dust of the carbomer are reduced;
3. the carbomer has obvious contribution to the convenience of the carbomer in the daily chemical field and the pharmaceutical field;
4. carbomer is used as a sustained-release matrix material and taste masking agent in oral solid preparations, and needs to be uniformly mixed with active ingredients and other auxiliary materials in the prescription of pharmaceutical preparations. If uniformly mixed, it is desirable that the materials have similar or closer densities. After carbomer is granulated, the bulk density is increased from 0.2g/ml to 0.3-0.8g/ml, and the density range is also the normal density range of common materials, so that the dilemma that the traditional carbomer is not easy to uniformly mix with active ingredients and other auxiliary materials in the production process of medicines due to the fact that the materials are too light is solved.

Claims (7)

1. A method for improving the bulk density of carbomers, which is characterized in that carbomers and binder solution are mixed and granulated to obtain carbomer particles;
the adhesive solution is composed of a linear acrylic polymer and an organic solvent, wherein the content of the linear acrylic polymer in the adhesive solution is 0.1-5wt%, and the organic solvent is two or more of ethyl acetate, cyclohexane, n-hexane, methyl acetate, n-butanol, isobutanol, n-propanol, isopropanol, ethanol and acetone;
the granulating method comprises the following steps:
spraying the adhesive solution into carbomer powder, stirring, swinging and rolling to obtain wet particles, vacuum drying the wet particles to obtain dry particles, and sieving the dry particles to obtain a product with the required particle size or crushing and sieving the product to obtain the product;
or soaking carbomer powder in the adhesive solution, stirring and heating to 25-40 ℃, forming particles in the solution by carbomer powder, filtering wet particles, and vacuum drying to obtain dry particles, and sieving the dry particles to obtain a product with the required particle size or crushing and sieving the product to obtain the product.
2. The method of increasing bulk density of carbomers of claim 1 wherein the linear acrylic polymer is prepared by:
acrylic acid 1 part, organic solvent 3-10 parts by weight, initiator 0.003-0.01 parts by weight, and reacting at 40-78 ℃;
or 1 part of acrylic acid, 3-10 parts of water, 0.003-0.01 part of initiator and 40-78 ℃ for reaction.
3. The method for increasing bulk density of carbomers according to claim 1 wherein if granulating is achieved by spraying a binder solution into the carbomer powder, the weight ratio of the amount of linear acrylic polymer in the binder solution to carbomers is 0.1-2: 100, the weight ratio of the adhesive solution to the carbomer is 0.5-2: 1, a step of;
if granulating is achieved by immersing the carbomer powder in a binder solution, the weight ratio of the amount of linear acrylic polymer in the binder solution to carbomer is 0.5 to 5:100, the weight ratio of the adhesive solution to the carbomer is 2-8: 1.
4. the method of increasing bulk density of carbomers according to claim 1 wherein the granulated particles are screened or crushed to obtain a screen of different particle size.
5. The method for increasing bulk density of carbomers according to claim 1 wherein the linear acrylic acid polymer is a linear polymer with acrylic acid as a repeating unit or a linear copolymer of acrylic acid and at least one of acrylic acid ester monomer, methacrylic acid, and methacrylic acid ester monomer, wherein the content of acrylic acid in the linear copolymer is not less than 90wt% on a dry basis.
6. Carbomer particles of high bulk density, characterized in that they are obtainable by a process according to any one of claims 1 to 5; bulk density is 0.3-0.8g/ml.
7. Carbomer particles according to claim 6, characterized in that the particle size is 20-200 mesh.
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US5858406A (en) * 1992-05-09 1999-01-12 Surfachem Group Plc Conversion of powdered polymers
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