CN102311374A - Preparation and application of novel permanent agent glyceryl monmercaptoacetate - Google Patents

Preparation and application of novel permanent agent glyceryl monmercaptoacetate Download PDF

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Publication number
CN102311374A
CN102311374A CN201110192280A CN201110192280A CN102311374A CN 102311374 A CN102311374 A CN 102311374A CN 201110192280 A CN201110192280 A CN 201110192280A CN 201110192280 A CN201110192280 A CN 201110192280A CN 102311374 A CN102311374 A CN 102311374A
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China
Prior art keywords
permanent agent
thiovanic acid
hair
permanent
monmercaptoacetate
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CN201110192280A
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Chinese (zh)
Inventor
龚盛昭
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Guangdong Industry Technical College
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Guangdong Industry Technical College
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Priority to CN201110192280A priority Critical patent/CN102311374A/en
Publication of CN102311374A publication Critical patent/CN102311374A/en
Pending legal-status Critical Current

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Abstract

The invention discloses preparation and application of a novel permanent agent glyceryl monmercaptoacetate. The glyceryl monmercaptoacetate disclosed by the invention is synthesized by taking a mercaptoacetic acid and glycerin as main raw materials through an esterification reaction method. The glyceryl monmercaptoacetate disclosed by the invention is obtained by esterifying and modifying the permanent agent mercaptoacetic acid; first purposes are the improvement of the moisture-holding performance of the permanent agent and the reduction of the damage of the permanent agent on the hair so that the hair subjected to the permanent maintains certain moisture without being sere; second purposes are the improvement of the boiling point of the permanent agent and the reduction of the volatility of the permanent agent, thereby reducing the odor of the permanent agent and improving the use performance of the permanent agent; and a third purpose is the reduction of the pH value of the permanent agent so that the permanent agent can be used under the conditions from weak acidity to neutrality.

Description

The preparation and the application of a kind of novel agent for permanent hair waving-single Thiovanic acid glyceryl ester
Technical field
The present invention relates to the preparation of a kind of novel agent for permanent hair waving-single Thiovanic acid glyceryl ester, this compound has good hair-waving and moisture-keeping functions, can be used as the humidity-preserving type agent for permanent hair waving and is applied in the hairdressing cosmetic.
Background technology
Beautifying hair is a kind of important cosmetic art, also is that people ask beautiful a kind of fashion most.The staple of hair is a Keratin sulfate; Account for 95%, Keratin sulfate is made up of amino acid, and wherein Gelucystine accounts for 14%; These amino acid are pressed long axis direction and are combined so that acid amides is strong in hair; Form peptide chain, and peptide chain is fixed through the disulfide linkage in the Gelucystine, ionic linkage and hydrogen bond formation key bridge each other, makes hair be certain shape.Hair-waving is exactly to open the key bridge, arrange again, fixedly hair style, constitute new key bridge again, make hair keep the hair style of solid shape.Utilize the method opened disulfide bond that heats and be aided with alkali lye, be called blanching; Utilize chemicals at normal temperatures the method for opened disulfide bond be called cold wave.Blanching is bigger to the damage of hair, not too uses at present.Popular is the cold wave method in the market.Employed chemical agent was called agent for permanent hair waving when cold wave was sent out.
Thiovanic acid is present the most frequently used agent for permanent hair waving functional component.The Thiovanic acid reductive action is more intense, has extraordinary hair-waving effect.But also there are some obvious defects in the Thiovanic acid agent for permanent hair waving.On the one hand, Thiovanic acid need be under the stronger condition of alkalescence (about about pH9.5) use the competence exertion effect of perming preferably, and alkaline condition is bigger to the damage of hair, after hair-waving, it is withered that hair seems, have in addition cause that scalp scratches where it itches.On the other hand, the Thiovanic acid boiling point is not high, and volatilization has unpleasant stink easily, makes troubles for the manufacturing and the use of hairdressing cosmetic.So the agent for permanent hair waving that low volatility was used, had to exploitation neutrality to slightly acidic scope has caused the very big interest of people.
Summary of the invention
The objective of the invention is to Thiovanic acid is carried out molecular structure alteration, carry out the synthetic single Thiovanic acid glyceryl ester of esterification with glycerine.
The synthetic starting material of using of single Thiovanic acid glyceryl ester of the present invention, by weight percentage, form by following material:
Another object of the present invention be with single Thiovanic acid glyceryl ester as the effective constituent of hairdressing cosmetic, make stable in properties, hair-waving is respond well and has the hairdressing cosmetic of good humidity-holding effect.
Compare with Thiovanic acid, have two hydroxyls in single Thiovanic acid glyceryl ester molecule of the present invention, have humidity-holding effect preferably, make the hair after the hair-waving can keep certain moisture, can improve the withered problem of hair; On the other hand, the boiling point of single Thiovanic acid glyceryl ester is more much higher than Thiovanic acid, and smell is very little, improves its use properties; The 3rd, single Thiovanic acid glyceryl ester just has good hair-waving effect in slightly acidic to neutral (pH4-7) scope, overcome the defective that Thiovanic acid must use under alkaline condition.Have a good application prospect.
Embodiment
Below come the present invention is further described through specific embodiment, but these embodiment are not limitations of the present invention just in order to explain.
One, Thiovanic acid glyceryl ester is synthetic
The preparation of embodiment 1 single Thiovanic acid glyceryl ester (sulfuric acid monohydrate hydrogen sodium is made catalyzer)
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add Thiovanic acid, feed nitrogen, under agitation slowly add glycerine, band aqua and sulfuric acid monohydrate hydrogen sodium (making catalyzer).Slowly heat up, remain a constant speed and stir until beginning backflow.Insulated and stirred backflow 1-8h generates until no longer including water, and reaction finishes.Be cooled to room temperature then, underpressure distillation is removed and is obtained behind band aqua and the unreacted Thiovanic acid colourlessly to weak yellow liquid, is single Thiovanic acid glyceride compounds of the present invention.
The preparation (tosic acid is made catalyzer) of embodiment 2 single Thiovanic acid glyceryl ester
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add Thiovanic acid, feed nitrogen, under agitation slowly add glycerine, band aqua and tosic acid (making catalyzer).Slowly heat up, remain a constant speed and stir until beginning backflow.Insulated and stirred backflow 1-8h generates until no longer including water, and reaction finishes.Be cooled to room temperature then, underpressure distillation is removed and is obtained behind band aqua and the unreacted Thiovanic acid colourlessly to weak yellow liquid, is single Thiovanic acid glyceride compounds of the present invention.
The preparation (thionamic acid is made catalyzer) of embodiment 3 single Thiovanic acid glyceryl ester
In the reactor drum that whisking appliance, TM, reflux condensing tube and water trap are housed, add Thiovanic acid, feed nitrogen, under agitation slowly add glycerine, band aqua and Sulphanilic Acid (making catalyzer).Slowly heat up, remain a constant speed and stir until beginning backflow.Insulated and stirred backflow 1-8h generates until no longer including water, and reaction finishes.Be cooled to room temperature then, underpressure distillation is removed and is obtained behind band aqua and the unreacted Thiovanic acid colourlessly to weak yellow liquid, is single Thiovanic acid glyceride compounds of the present invention.
Two, contain the preparation of the hairdressing cosmetic of single Thiovanic acid glyceryl ester
The preparation of embodiment 1 hair-waving cream
Table 1 provides and contains single Thiovanic acid glyceryl ester hair-waving paste formulation, and the consumption of each material is represented with massfraction.
Table 1
Figure BSA00000534799600041
The preparation method of nourishing cream whitens: the component A in the formula table is mixed, be heated to 85 ℃, fusing stirs, as oil phase; B component in the formula table is mixed, be heated to 85 ℃, stirring and dissolving is even, as water.Oil phase is added aqueous phase, stir back emulsification homogeneous after 7 minutes, stir when being cooled to 50 ℃, add component C, stir, be cooled to 35 ℃, be hair-waving cream.
The preparation of embodiment 2 permanent wave solutions
Table 2 provides the permanent wave solution prescription that contains single Thiovanic acid glyceryl ester, and the consumption of each material is represented with massfraction.
Table 2
Figure BSA00000534799600051
The preparation method of permanent wave solution: A mixes with the formula table component.Deionized water in the B component is heated to 85 ℃, adds other compositions of B component, after the stirring and dissolving, when being cooled to 50 ℃, add component A, stir, be cooled to 35 ℃, be permanent wave solution.

Claims (4)

1. single Thiovanic acid glyceryl ester compound method is a raw material with Thiovanic acid, glycerine, it is characterized in that reaction makes single Thiovanic acid glyceride compounds under the katalysis of catalyzer.Described catalyzer is a tosic acid, or aniline sulfonic acid, or sulfuric acid monohydrate hydrogen sodium.
2. the preparation method of single Thiovanic acid glyceryl ester according to claim 1 is characterized in that described Thiovanic acid accounts for 20%~50% (in massfraction) of total material consumption.
3. the preparation method of single Thiovanic acid glyceryl ester according to claim 1 is characterized in that described glycerine accounts for 20%~60% (in massfraction) of total material consumption.
4. single Thiovanic acid glyceride compounds according to claim 1 is used for hairdressing cosmetic as agent for permanent hair waving.
CN201110192280A 2011-07-08 2011-07-08 Preparation and application of novel permanent agent glyceryl monmercaptoacetate Pending CN102311374A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201110192280A CN102311374A (en) 2011-07-08 2011-07-08 Preparation and application of novel permanent agent glyceryl monmercaptoacetate

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Application Number Priority Date Filing Date Title
CN201110192280A CN102311374A (en) 2011-07-08 2011-07-08 Preparation and application of novel permanent agent glyceryl monmercaptoacetate

Publications (1)

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CN102311374A true CN102311374A (en) 2012-01-11

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103690397A (en) * 2013-12-18 2014-04-02 张涛 Healthy hair perming and softening agent based on ceramic perm and use method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5068102A (en) * 1989-06-27 1991-11-26 Goldwell Ag Agent for the long-lasting shaping of hair
CN101495088A (en) * 2006-07-21 2009-07-29 宝洁公司 Method and composition for permanently shaping hair
CN101580485A (en) * 2009-06-01 2009-11-18 潍坊加华化工有限公司 Method for producing methyl thioglycolate
CN101605528A (en) * 2007-02-05 2009-12-16 宝洁公司 Hair care composition

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5068102A (en) * 1989-06-27 1991-11-26 Goldwell Ag Agent for the long-lasting shaping of hair
CN101495088A (en) * 2006-07-21 2009-07-29 宝洁公司 Method and composition for permanently shaping hair
CN101605528A (en) * 2007-02-05 2009-12-16 宝洁公司 Hair care composition
CN101580485A (en) * 2009-06-01 2009-11-18 潍坊加华化工有限公司 Method for producing methyl thioglycolate

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
柳金章等: "巯基乙酸异辛酯的合成", 《精细化工》, vol. 20, no. 5, 31 May 2003 (2003-05-31), pages 314 - 316 *
谷玉杰等: "合成单脂肪酸甘油酯的进展", 《应用化工》, vol. 30, no. 6, 31 December 2001 (2001-12-31), pages 6 - 8 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103690397A (en) * 2013-12-18 2014-04-02 张涛 Healthy hair perming and softening agent based on ceramic perm and use method thereof

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