CN101955566A - Ternary zwitterionic hair holding polymer for hair and preparation method thereof - Google Patents
Ternary zwitterionic hair holding polymer for hair and preparation method thereof Download PDFInfo
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- CN101955566A CN101955566A CN 201010283885 CN201010283885A CN101955566A CN 101955566 A CN101955566 A CN 101955566A CN 201010283885 CN201010283885 CN 201010283885 CN 201010283885 A CN201010283885 A CN 201010283885A CN 101955566 A CN101955566 A CN 101955566A
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Abstract
The invention relates to a ternary zwitterionic hair holding polymer for hair and a preparation method thereof. The polymer is prepared from 40-70% of vinyl pyrrole subject reactive monomers, 15-30% of functional acrylic (salt) monomers providing negative ions, and 15-30% of nitrogen-containing reactive monomers by using a micromolecule polar compound containing hydroxyl as a reaction medium and azoisobutyronitrile or organic peroxides as a catalyst through the solution polymerization of free radicals and carrying out quaternization processing on the polymer. The polymer is colorless transparent sticky liquid with complete water solubility, and is suitable for various types of hair holding products, such as a gel type, a viscous liquid type, a spray gel type, an O\W emulsion type, a W\O emulsion type, a micro-emulsion type, spray type gel water, hair spray, and the like. Hair holding products, such as gel water and the like prepared by the polymer have the advantages of excellent hair holding, easy cleaning and smoothness, good affinity with hair, and good organization.
Description
Technical field
The present invention relates to be used for ternary amphoteric ion type hair styling polymkeric substance of hairdressing typing and preparation method thereof, specifically be used for seeing the preparation method of the hairdressing standardized product water-soluble polymers of curry water, elastin, hair jelly etc.
Technical background
The used polymkeric substance of hairdressing standardized product generally can be divided into three types of nonionic, negatively charged ion and cation type polymer resins.The non-ionic polyalcohol resin that with the Polyvinylpyrolidone (PVP) is representative has putative good physiological safety and typing effect, but this base polymer is to the humidity effect sensitivity, humidity hour, and the film that forms in hair surface is hard and crisp, is easy to come off; When ambient moisture was big, film bonding phenomenon was serious, is difficult to combing.With polyacrylic acid (salt) class is the anionic polymer resin of representative, though be not subject to the influence of humidity, there is poor adhesive force in the film that forms in hair surface, and film is fragility, the phenomenon that is easy to come off partially.With the polyquaternium is the cation type polymer of representative, with the hair surface that belongs to feminine gender good adhesive is arranged, but exists skin irritant worry as the hair styling product, simultaneously relatively poor with the polymkeric substance resin compatibleness of anionic.
Chinese patent 200710029707.5 discloses a kind of " the amphoteric ion type polymkeric substance of hair styling ", is by DMAEMA and two or more acrylic ester polymerizations, and is formed by the season ammonification of halogen acetate.The prepared polymkeric substance of this patented method is non-water-soluble fully, and using has certain limitation.Chinese patent CN 101500655A discloses the preparation method of the cationic copolymer of a kind of acrylate that contains amine and N-vinyl imidazole salt, prepared polymkeric substance and hair have avidity preferably, but, be restricted with negatively charged ion resin compatibility owing to be a kind of cation compound.The Jiang Li east first phase in 2008 of South China Science ﹠ Engineering University is delivered " the copolymer-modified research of vinyl pyrrolidone and first class acrylamide propyl-dimethyl amine " at " fragrance flavor and cosmetic ", the synthetic polymkeric substance does not carry out amphoterisation to be handled, and carding property and easy detergency have much room for improvement.United States Patent (USP) 4358567 has been described a kind of by (methyl) the acrylate type unsaturated monomer that contains tertiary amine and the multipolymer of alkyl acrylate, employed halogen acetic acid salt is the form of suspension adding with Fatty Alcohol(C12-C14 and C12-C18) during the resin bisexual ion purification, there is the problem of the transparency and poorly water-soluble equally in prepared polymkeric substance, polymkeric substance flexibility deficiency, and very difficult cleaning simultaneously.
Summary of the invention
The object of the present invention is to provide ternary amphoteric ion type polymkeric substance of a kind of hairdressing typing usefulness and preparation method thereof, the hairdressing that utilizes this polymer formulation with standardized product in use, hair quality is flexible, good hand touch, water-soluble good, is not clamminess under the hot and humid environment, is easy to combing.
Ternary amphoteric ion type hair styling polymkeric substance of the present invention, be vinylformic acid (salt) class monomer and 15～30% nitrogenous class reactive monomers that anionic function is provided by 40～70% vinyl pyrrolidone main body reactive monomers, 15～30%, with hydroxyl small molecules polar compound is reaction medium, with azo-bis-isobutyl cyanide or organo-peroxide is catalyzer, by the solution polymerization of free radical, and polymkeric substance is carried out the season ammonification handle and form.
The concrete preparation method of ternary amphoteric ion type hair styling polymkeric substance of the present invention is:
1. in the reactor that reflux condensation mode and stirring are housed, quantitative with a kind of the joining in the reactor in polymerization reaction medium-water, methyl alcohol, ethanol or the Virahol, it is stand-by to be warmed up to 60 ℃～68 ℃ temperature;
2. vinyl pyrrolidone, vinylformic acid (salt) and nitrogen class reactive monomer are mixed according to 40～70%, 15～30%, 15～30% of shared reaction monomers total amount respectively, and 75% of the azo-bis-isobutyl cyanide of reaction monomers total amount 0.4%～1.0% or organic peroxide catalyst added and be dissolved in the mix monomer stand-by;
3. under the state that stirs, with step 2. at the uniform velocity join step 1. in, control reaction temperature is in 70 ± 5 ℃ scope, the reinforced time of control is 3 hours;
4. after 3. step is finished, with remaining 25% catalyzer with small amount of methanol or dissolve with ethanol after, disposable joining in the step reaction system 3., and insulation 1.5 hours under 70 ± 5 ℃ of conditions;
5. according to step 2. in selected nitrogen class reactive monomer mole number 60%～90% take by weighing season ammonification reagent, disposable contributing in the step reaction system 4. continued to stir also under 70 ± 5 ℃ of conditions insulation 1 hour;
6. using pH to 6.5～7.0 of 20%～30% the aqueous sodium hydroxide solution regulating step reaction solution in 5., both had been water white transparency, water-soluble good " ternary amphoteric ion type hair styling polymkeric substance ".
More than the described hydroxyl small molecules polar compound of invention is that reaction medium can be a kind of in water, methyl alcohol, ethanol, the Virahol, or wherein two kinds mix and use, and its usage quantity is 100～150% of a reaction monomers total amount.
More than invention described vinylformic acid (salt) class monomer accounts for 15～30% of total reaction amount of monomer.Can select a kind of in vinylformic acid, sodium acrylate methacrylic acid, sodium methacrylate, potassium acrylate, the methacrylic acid potassium for use, preferably select vinylformic acid for use;
More than the described nitrogenous class reactive monomer of invention accounts for 15～30% of total reaction amount of monomer; Nitrogenous class reactive monomer can be selected DMAEMA (dimethylaminoethyl methacrylate), DMAPMA (N for use, N-dimethyl amido propyl methyl acid amides), DMAPAA (N, the N-dimethylamino propyl acrylamide) a kind of in preferably selects dimethylaminoethyl methacrylate DMAEMA for use;
More than the described catalyzer of invention can be selected azo-bis-isobutyl cyanide or organo-peroxide for use; Wherein organo-peroxide can be a kind of in Oxybenzene first two acyls, tertbutyl peroxide, hydrogen phosphide cumene, the t-tutyl cumyl peroxide, preferably selects peroxidation benzene first two acyls for use; Its add-on of described catalyzer is 0.4%～1.0% of a reaction monomers total amount, is preferably 0.6%～0.8%.
More than invention described season aminating reaction used season ammonification reagent can be selected a chloroethanol, a kind of in sodium chloroacetate, potassium chloroacetate, the bromoacetic acid sodium.Its add-on is 60%～90% of a nitrogenous class reactive monomer mole number, is preferably 75%.
More than ternary amphoteric ion type hair styling polymkeric substance of the present invention be a kind of water white transparency thick liquid of complete water-soluble, be applicable to hair styling products such as gel-type, viscous liquid type, spray gel type, O/W emulsion-type, W/O emulsion-type, microemulsion type, hair spray type gel water, hair jelly.
The invention has the advantages that the formed film high resilience of this ternary amphoteric ion type hair styling polymkeric substance, feel are good, under hot and humid environment, still have better qualitative effect and easy cardability; Good water solubility, the relative transmittance of the aqueous solution of 10% this polymkeric substance and water is up to 97%; Good with the affinity of hair, have certain conditioning.
Embodiment
Below by specific embodiment the present invention is described in further detail:
Embodiment 1
Take into account in the 1000L stainless steel cauldron of stirring in that reflux exchanger, flow controlled high position metering mixing tank, temperature are housed, add 300kg 95% ethanol, open reflux exchanger and stirring, heat up be heated to 60 ℃ stand-by;
Respectively vinyl pyrrolidone 140kg, vinylformic acid 30kg, DMAEMA (dimethylaminoethyl methacrylate) 30kg and 1.5kg peroxidation benzene first two acyls are added in the high-order metering of the stainless steel mixing tank, stand-by after mixing;
Under stirring condition, the hybrid reaction monomer that will be mixed with peroxidation benzene first two acyl catalyzer at the uniform velocity was added in the reactor in 3 hours.Because this polymerization process is thermopositive reaction, the temperature of reaction of strict control reaction system is in 70 ± 5 ℃ scope;
After the hybrid reaction monomer addition is finished, with 0.5kg peroxidation benzene first two acyls 3kg dissolve with ethanol, disposable being added in the reaction system, stir and 70 ± 5 ℃ condition under, be incubated 1.5 hours;
Take by weighing the 15kg Mono Chloro Acetic Acid, disposable joining in the reactor continues to stir and be incubated 1 hour under 70 ± 5 ℃ of conditions; With the pH value of accurate pH test paper assaying reaction product, and with 30%NaOH neutralization reaction product pH value to 6.8.Reaction finishes, and the cooling blowing obtains solid content and be the colourless viscous liquid 517.5kg of 43.1% ternary amphoteric ion type hair styling polymkeric substance.
Embodiment 2
In embodiment 1, add methyl alcohol 400kg in the 1000L stainless steel cauldron, after being warming up to 63 ℃, under stirring condition, 70 ± 5 ℃ of control reaction temperature, at the uniform velocity will be by vinyl pyrrolidone 100kg, methacrylic acid 50kg, DMAPMA (N, N-dimethyl amido propyl methyl acid amides) mix monomer of 50kg and 0.75kg azo-bis-isobutyl cyanide composition added in 3 hours, after reinforced the finishing, with 0.25kg azo-bis-isobutyl cyanide 2kg dissolve with methanol, disposable being added in the reaction system, stir and 70 ± 5 ℃ condition under, be incubated 1.5 hours; To take by weighing the 21kg sodium chloroacetate, disposable joining in the reactor continues to stir and be incubated 1 hour under 70 ± 5 ℃ of conditions; With the pH value of accurate pH test paper assaying reaction product, and with 30%NaOH neutralization reaction product pH value to 6.6.Reaction finishes, and the cooling blowing obtains solid content and be the colourless viscous liquid 615.3kg of 37.2% ternary amphoteric ion type hair styling polymkeric substance.
Embodiment 3
In embodiment 1, add service water 200kg in the 1000L stainless steel cauldron, after being warming up to 65 ℃, 3 hours will be by vinyl pyrrolidone 120kg, sodium acrylate 50kg, DMAPAA (N, N-dimethyl amido propyl methyl acid amides) mix monomer of 30kg and 1.00kg tertbutyl peroxide composition is adding, after reinforced the finishing, with 0.33kg tertbutyl peroxide 2kg dissolve with methanol, disposable being added in the reaction system, stir and 70 ± 5 ℃ condition under, be incubated 1.5 hours; Disposable the 13.5kg chloroethanol is joined in the reactor, under 70 ± 5 ℃ of conditions, continue to stir season ammonification 1 hour; With the pH value of accurate pH test paper assaying reaction product, and with 20%NaOH neutralization reaction product pH value to 6.5.It is 52.2% hair styling polymkeric substance 420kg that reaction obtains solid content.
Embodiment 4
Sodium acrylate 50kg among the embodiment 3 is adjusted into 30kg, DMAPAA (N, N-dimethyl amido propyl methyl acid amides) 30kg is adjusted into other condition of 50kg with embodiment 3 is identical, it is 51.5% hair styling polymkeric substance 421.7kg that reaction obtains solid content.
Embodiment 5
In embodiment 1, add 95% ethanol 150kg and methyl alcohol 150kg in the 1000L stainless steel cauldron, after being warming up to 65 ℃, under stirring condition, 70 ± 5 ℃ of control reaction temperature, at the uniform velocity will be by vinyl pyrrolidone 80kg, vinylformic acid 60kg, DMAPMA (N, N-dimethyl amido propyl methyl acid amides) mix monomer of 60kg and 1.50kg azo-bis-isobutyl cyanide composition added in 3 hours, after reinforced the finishing, with 0.50kg azo-bis-isobutyl cyanide 2kg dissolve with ethanol, disposable being added in the reaction system, stir and 70 ± 5 ℃ condition under, be incubated 1.5 hours; With the 17kg Mono Chloro Acetic Acid that takes by weighing, disposable joining in the reactor is after continuing stirring and being incubated 1 hour under 70 ± 5 ℃ of conditions; With 25%NaOH (20kg) neutralization reaction product pH value to 6.8.Reaction finishes, and the cooling blowing obtains solid content and be the colourless viscous liquid 532.3kg of 44.5% ternary amphoteric ion type hair styling polymkeric substance.
Claims (9)
1. ternary amphoteric ion type hair styling polymkeric substance, it is characterized in that providing vinylformic acid (salt) the class monomer and 15～30% nitrogenous class reactive monomers of anionic function by 40～70% vinyl pyrrolidone main body reactive monomers, 15～30%, with hydroxyl small molecules polar compound is reaction medium, with azo-bis-isobutyl cyanide or organo-peroxide is catalyzer, by the solution polymerization of free radical, and polymkeric substance is carried out the season ammonification handle and form.
2. ternary amphoteric ion type hair styling polymkeric substance according to claim 1, it is characterized in that described vinylformic acid (salt) class monomer can select a kind of in vinylformic acid, sodium acrylate methacrylic acid, sodium methacrylate, potassium acrylate, the methacrylic acid potassium for use, preferably select vinylformic acid for use.
3. ternary amphoteric ion type hair styling polymkeric substance according to claim 1, it is characterized in that described nitrogenous class reactive monomer can select DMAEMA (dimethylaminoethyl methacrylate), DMAPMA (N for use, N-dimethyl amido propyl methyl acid amides), DMAPAA (N, the N-dimethylamino propyl acrylamide) a kind of in preferably selects dimethylaminoethyl methacrylate DMAEMA for use;
4. ternary amphoteric ion type hair styling polymkeric substance according to claim 1, it is characterized in that described hydroxyl small molecules polar compound is that reaction medium can be a kind of in water, methyl alcohol, ethanol, the Virahol, or two kinds of mixing uses wherein, its usage quantity is 100～150% of a monomer total amount.
5. ternary amphoteric ion type hair styling polymkeric substance according to claim 1 is characterized in that described azo-bis-isobutyl cyanide or organo-peroxide, and its add-on is 0.4%～1.0% of a reaction monomers total amount, is preferably 0.6%～0.8%.
6. ternary amphoteric ion type hair styling polymkeric substance according to claim 1 or 5, it is characterized in that described organo-peroxide can select a kind of in peroxidation benzene first two acyls, tertbutyl peroxide, hydrogen phosphide cumene, the t-tutyl cumyl peroxide, preferably select peroxidation benzene first two acyls for use.
7. ternary amphoteric ion type hair styling polymkeric substance according to claim 1 is characterized in that the used season ammonification reagent of described season aminating reaction can select a kind of in chloroethanol, Mono Chloro Acetic Acid, sodium chloroacetate, the potassium chloroacetate.
8. the add-on according to the described season ammonification of claim 7 reagent is 60%～90% of a nitrogenous class reactive monomer mole number, is preferably 75%.
9. the preparation method of the ternary amphoteric ion type hair styling polymkeric substance described in the claim 1 is characterized in that comprising the steps:
1. in the reactor that reflux condensation mode and stirring are housed, quantitative with a kind of the joining in the reactor in polymerization reaction medium-water, methyl alcohol, ethanol or the Virahol, it is stand-by to be warmed up to 60 ℃～68 ℃ temperature;
2. vinyl pyrrolidone, vinylformic acid (salt) class monomer and nitrogen class reactive monomer are mixed according to aforementioned proportion, and 75% of the azo-bis-isobutyl cyanide of reaction monomers total amount 0.4%～1.0% or organic peroxide catalyst added and be dissolved in the mix monomer stand-by;
3. under the state that stirs, with step 2. at the uniform velocity join step 1. in, control reaction temperature is in 70 ± 5 ℃ scope, the reinforced time of control is 3 hours;
4. after 3. step is finished, with remaining 25% catalyzer with small amount of methanol or dissolve with ethanol after, disposable joining in the step reaction system 3., and insulation 1.5 hours under 70 ± 5 ℃ of conditions;
5. according to step 2. in selected nitrogen class reactive monomer mole number 60%～90% take by weighing season ammonification reagent, disposable contributing in the step reaction system 4. continued to stir also under 70 ± 5 ℃ of conditions insulation 1 hour;
6. using pH to 6.5～7.0 of 20%～30% the aqueous sodium hydroxide solution regulating step reaction solution in 5., both had been water white transparency, water-soluble good " ternary amphoteric ion type hair styling polymkeric substance ".
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103304734A (en) * | 2013-05-09 | 2013-09-18 | 广州大学 | Preparation method of thixotropic thickening agent for ternary amphoteric neutral ink |
| CN105829369A (en) * | 2013-10-21 | 2016-08-03 | 巴斯夫欧洲公司 | Copolymers and compositions with anti-adhesive and antimicrobial properties |
| CN109679024A (en) * | 2019-01-02 | 2019-04-26 | 黄山邦森新材料有限公司 | A kind of preparation method of vinyl pyrrolidone-dimethylaminoethyl methacrylate copolymer |
| CN109912741A (en) * | 2018-12-07 | 2019-06-21 | 广东聚龙精细化工有限公司 | A kind of ultrahard quick-drying hair styling glue and preparation process |
| CN111574989A (en) * | 2020-05-28 | 2020-08-25 | 北京九恒质信能源技术有限公司 | Polyhydroxy thickening agent, high-temperature-resistant alcohol-based fracturing liquid system and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5132417A (en) * | 1988-12-15 | 1992-07-21 | Basf Aktiengesellschaft | Copolymer based on tert-butyl acrylate or methacrylate |
| CN1145371A (en) * | 1994-10-29 | 1997-03-19 | Basf公司 | Soluble copolymers for hair cosmetics |
| CN1350558A (en) * | 1999-05-07 | 2002-05-22 | Isp投资有限公司 | Conditioning/styling terpolymers |
| CN1756780A (en) * | 2002-12-30 | 2006-04-05 | 巴斯福股份公司 | Ampholytic copolymer and use thereof |
| CN101130588A (en) * | 2007-08-14 | 2008-02-27 | 广州市天赐高新材料科技有限公司 | Case-hardening zwitterion type polymer for hair, preparing method and application of the same |
-
2010
- 2010-09-15 CN CN 201010283885 patent/CN101955566A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5132417A (en) * | 1988-12-15 | 1992-07-21 | Basf Aktiengesellschaft | Copolymer based on tert-butyl acrylate or methacrylate |
| CN1145371A (en) * | 1994-10-29 | 1997-03-19 | Basf公司 | Soluble copolymers for hair cosmetics |
| CN1350558A (en) * | 1999-05-07 | 2002-05-22 | Isp投资有限公司 | Conditioning/styling terpolymers |
| CN1756780A (en) * | 2002-12-30 | 2006-04-05 | 巴斯福股份公司 | Ampholytic copolymer and use thereof |
| CN101130588A (en) * | 2007-08-14 | 2008-02-27 | 广州市天赐高新材料科技有限公司 | Case-hardening zwitterion type polymer for hair, preparing method and application of the same |
Non-Patent Citations (1)
| Title |
|---|
| 《日常化学品科学》 20041231 史继红 乙烯基吡咯烷酮/甲基丙烯酰胺/乙烯基咪唑共聚物为定型聚合物－全新的定型聚合物引领发用品市场新潮流 第32-40页 1-9 第27卷, 第12期 2 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103304734A (en) * | 2013-05-09 | 2013-09-18 | 广州大学 | Preparation method of thixotropic thickening agent for ternary amphoteric neutral ink |
| CN103304734B (en) * | 2013-05-09 | 2015-10-28 | 广州大学 | A kind of preparation method of ternary both sexes Neutral writing ink thixotropic thickner |
| CN105829369A (en) * | 2013-10-21 | 2016-08-03 | 巴斯夫欧洲公司 | Copolymers and compositions with anti-adhesive and antimicrobial properties |
| CN109912741A (en) * | 2018-12-07 | 2019-06-21 | 广东聚龙精细化工有限公司 | A kind of ultrahard quick-drying hair styling glue and preparation process |
| CN109679024A (en) * | 2019-01-02 | 2019-04-26 | 黄山邦森新材料有限公司 | A kind of preparation method of vinyl pyrrolidone-dimethylaminoethyl methacrylate copolymer |
| CN111574989A (en) * | 2020-05-28 | 2020-08-25 | 北京九恒质信能源技术有限公司 | Polyhydroxy thickening agent, high-temperature-resistant alcohol-based fracturing liquid system and application thereof |
| CN111574989B (en) * | 2020-05-28 | 2022-05-06 | 北京九恒质信能源技术有限公司 | Polyhydroxy thickening agent, high-temperature-resistant alcohol-based fracturing liquid system and application thereof |
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