CN109053527A - A kind of synthetic method and application of macromolecule cation type bleach-activating - Google Patents

A kind of synthetic method and application of macromolecule cation type bleach-activating Download PDF

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CN109053527A
CN109053527A CN201810840176.6A CN201810840176A CN109053527A CN 109053527 A CN109053527 A CN 109053527A CN 201810840176 A CN201810840176 A CN 201810840176A CN 109053527 A CN109053527 A CN 109053527A
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activating
bleach
lactams
reaction
benzoic acid
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CN109053527B (en
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唐文君
许长海
彭明华
向中林
于拥军
姚金龙
杜金梅
孙昌
钱晓红
陈森
孙月玲
周嫦娥
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JIANGSU LIANFA TEXTILE CO Ltd
Jiangnan University
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JIANGSU LIANFA TEXTILE CO Ltd
Jiangnan University
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/74Oxygen atoms
    • C07D211/76Oxygen atoms attached in position 2 or 6
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24Oxygen or sulfur atoms
    • C07D207/262-Pyrrolidones
    • C07D207/2632-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D223/00Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
    • C07D223/02Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D223/06Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D223/08Oxygen atoms
    • C07D223/10Oxygen atoms attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D225/00Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom
    • C07D225/02Heterocyclic compounds containing rings of more than seven members having one nitrogen atom as the only ring hetero atom not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/32Amides; Substituted amides
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/395Bleaching agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/13Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen using inorganic agents
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/20Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which contain halogen
    • D06L4/27Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which contain halogen using organic agents

Abstract

The invention discloses a kind of synthetic methods of macromolecule cation type bleach-activating, belong to field of fine chemical.This method uses the tertiary amine containing carbon-carbon double bond, 4- chloromethyl benzoic acid chlorides and lactams for intermediate, synthesizes a series of cationic bleach-activating of quaternary ammonium salt groups.The type bleach-activating has stronger affinity in electronegative material surface to surface in aqueous solution, can on the surface of the material with hydroperoxidation, extremely active peroxy acid is generated, material can be bleached at low temperature, effectively remove the pigment impurity of material surface.The cationic bleach-activating can be used for the industrial bleaching and home washings of textile.

Description

A kind of synthetic method and application of macromolecule cation type bleach-activating
Technical field
The present invention relates to the synthetic methods and application of a kind of macromolecule cation type bleach-activating, belong to fine chemistry industry neck Domain.
Background technique
Hydrogen peroxide is a kind of industrial widely applied bleaching agent.In traditional hydrogen peroxide bleaching technique, peroxidating Hydrogen usually works under the conditions of highly basic (sodium hydroxide or sodium carbonate is added in pH 11-12), high temperature (close to 100 DEG C), no But it will cause huge energy consumption, but also will increase plant chimney stalk processing load;In addition, also will cause matrix (example to be floated Serious damage such as: cotton fiber).
Bleach-activating is organic peroxide acid precursor, and it is anti-that peroxidating hydrolysis can occur in aqueous solution with hydrogen peroxide It answers, generates peroxy acid.Compared with hydrogen peroxide, peroxy acid has higher activity, can effectively remove foreign pigment at low temperature. Bleach-activating is originally developed for family and industrial washing, to overcome hydrogen peroxide (derived from sodium perborate or percarbonic acid Sodium) (generally below 80 DEG C) the too low disadvantage of efficiency under the conditions of wash temperature.Tetraacetyl ethylene diamine (TAED) and nonanoyl oxygroup Benzene sulfonic acid sodium salt (NOBS) is most common two kinds of bleach-activatings in family and industrial washing at present.This century first 10 years In early days, researcher begin trying by TAED and NOBS activated hydrogen peroxide system be applied to high energy consumption, heavily contaminated weaving and Paper pulp bleaching industry, it is intended to alleviate severe Energy situation and more stringent environmental requirement increasingly.However, the water solubility of TAED It is poor, greatly limit its application in industrial bleaching;In addition, TAED activated hydrogen peroxide system is low in temperature Bleaching efficiency under the conditions of 70 DEG C is not high.NOBS needs (pH > 10) application under alkaline condition, if pH is too low (in Property), the peroxy acid of generation can continue that the lower diacyl peroxide of nucleophilic substitution generation activity occurs with NOBS, drop Low bleaching efficiency.In recent years, research has found a kind of cationic bleach-activating N- [4- (triethyl ammonium methylene) benzoyl group] Caprolactam chloride.The bleach-activating has excellent water solubility, and has to the electronegative material surface in surface certain Affinity.
Summary of the invention
The present invention provides a kind of macromolecule cation type bleach-activatings: N- [4- (alkenyl ammonium methylene) benzoyl group] interior acyl The general structure of amine chloride, monomer is as follows:
Wherein, R is methyl, ethyl, propyl or allyl group, and n value is 0,1,2,3,4,5,6,7 or 8.
Although there is document report reactivity of cationic bleach-activating and steady in the case where pH is the alkaline condition of 10-12 It is qualitative related with n value, but the best use pH of polymerizable cationic bleach-activating of the invention is 7, the n=at the pH Reactivity and stability when 1-5 is uninfluenced.
The synthetic route of product of the present invention is as shown in Figure 1.
The present invention also provides a kind of synthetic methods of bleach-activating.
The method is in one embodiment of the invention using the tertiary amine containing carbon-to-carbon double bond, 4- chloromethyl Chlorobenzoyl chloride and lactams are intermediate, synthesize a series of cationic bleach activatings with different structure quaternary ammonium salt group Agent, i.e. N- [4- (alkenyl ammonium methylene) benzoyl group] lactams chloride;Synthetic reaction is carried out in three steps:
(1) 4- chloromethyl benzoic acid chlorides and lactams reaction generate 4- chloromethylbenzene formyl lactams
(2) product monomer is generated using the product and the reactive tertiary amine containing carbon-to-carbon double bond of first step reaction.
(3) Raolical polymerizable is carried out using the monomer of second step reaction generate target compound.
In one embodiment of the invention, the tertiary amine containing carbon-carbon double bond isWherein R is methyl, ethyl, propyl or allyl;The 4- chloromethyl benzoic acid chlorides areThe lactams ForWherein n value is 1,2,3,4,5,6 or 7.
The method, in one embodiment of the invention, comprising: (1) using toluene as solvent, sodium carbonate is to tie up acid Agent, by lactams, 1:1-5:1 reacts in molar ratio with 4- chloromethyl benzoic acid chlorides, and reaction condenses under inert gas protection Reflux 1-4 hours, cooling, crystallization, washing, obtains intermediate product;(2) it takes water as a solvent, by intermediate product and contains carbon carbon pair The tertiary amine of key is reacted according to molar ratio 1:1-1:2, is stirred at room temperature 4-10 hours, and cooling, crystallization is washed to get product is arrived Monomer.(3) it takes water as a solvent, ammonium persulfate is initiator, and reaction temperature is to react 1-10 hours at 40-80 DEG C, is obtained final Product.
The step (1) is in one embodiment of the invention washed using cold toluene.
The step (2) is in one embodiment of the invention washed using hot acetone.
In one embodiment of the invention, the method is specifically: (1) addition of 0.02mol lactams being housed In the 250mL three-necked flask of 0.03mol sodium carbonate and 25mL toluene, reaction is condensed back under inert gas protection;(2) will 5mL is added drop-wise in reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides, is heated to reflux 4 hours;(3) it uses It is dry with anhydrous sodium sulfate after cold toluene solution washing reaction solution, reaction dissolvent is removed, 4- chloromethylbenzene formyl fourth is obtained Lactams;(4) 4- chloromethylbenzene formyl lactams is added in 25mL water, is stirred at room temperature, then by 5mL dissolved with 0.04mol N- first The aqueous solution of base diallylamine is slowly added to, and reacts 4 hours, to after completion of the reaction, by solvent evaporative removal;(5) it obtains Product acetone washing filters, and obtaining white solid is subject monomers.(6) 100 water are added in 1g monomer and 10mg ammonium persulfate In, under nitrogen protection in 40-80 DEG C reaction 1-10 hours, obtain final product.
Beneficial effects of the present invention:
(1) macromolecule cation type bleach-activating of the invention has excellent water solubility, rapidly dissolvable in water-soluble In liquid, under the collective effect of cation group and more carbon alkyl in conjunction with material matrix, when by nucleopilic reagent such as peroxide Hydrogen radical ion (HOO-) attack when, lactams group, which is left away, generates peroxy acid;Peroxy acid can be on the surface of the material by foreign pigment Or spot efficiently removes.
(2) product of the invention can be used in mixed way in aqueous solution with hydrogen peroxide with molar ratio 1:1-1:5,25-50 Blanching effect is played under DEG C cryogenic conditions.It can add in detergent for textile washing, also can be used as bleaching assistant for spinning Fabric industrial bleaching.Good water solubility, the affinity of product are strong, low temperature, weakly acidic pH can react, and not will cause material damage, The degree of polymerization of cotton fiber by 4070 drops to 3910 (less than 4%) and traditional hydrogen peroxide after the bleaching of such bleach-activating Degree of polymerization decline obviously becomes 1240 after bleaching, and fabric whiteness is up to 85 after bleaching.
(3) product of the invention be macromolecule hydrogen peroxide bleaching activator, furthermore such bleach-activating there are also antibacterial, Flocculation.
(4) synthetic method of the invention is used, simple and easy to operate, yield is made up to 94%, and during the reaction with water For solvent, reduce the use of organic solvent, it is more environmentally protective.
Detailed description of the invention
Fig. 1 is product synthetic route chart.
Specific embodiment
Embodiment 1
0.02mol caprolactam is added in the 250mL three-necked flask equipped with 0.03mol sodium carbonate and 25mL toluene, nitrogen Under gas shielded, it is heated to reflux.5mL is added drop-wise to reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides In, it is heated to reflux 4 hours.It is dry with anhydrous sodium sulfate later with cold toluene solution washing reaction solution, reaction dissolvent is removed, is obtained To 4- chloromethyl benzoyl caprolactam.4- chloromethyl benzoyl caprolactam is incorporated in 25mL water, is heated to back under stirring 5mL, is then slowly added to by stream dissolved with the aqueous solution of 0.04mol methacrylic acid 2- (dimethylamino) ethyl ester, reacts 6 hours. To after completion of the reaction, by solvent evaporative removal.Product is obtained to be washed, filtered with hot acetone, obtaining white solid is required monomer, Yield is 94%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 5 hours, obtains most in 60 DEG C under nitrogen protection Final product.
Embodiment 2
0.02mol butyrolactam is added in the 250mL three-necked flask equipped with 0.03mol sodium carbonate and 25mL toluene, nitrogen Under gas shielded, it is heated to reflux.5mL is added drop-wise to reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides In, it is heated to reflux 3 hours.It is dry with anhydrous sodium sulfate later with cold toluene solution washing reaction solution, reaction dissolvent is removed, is obtained To 4- chloromethylbenzene formyl butyrolactam.4- chloromethylbenzene formyl butyrolactam is dissolved in 25mL water, is heated to flowing back under stirring, Then 5mL is slowly added to dissolved with the aqueous solution of 0.04mol ethylacrylic acid 2- (dimethylamino) ethyl ester, reacts 7 hours.To After completion of the reaction, by solvent evaporative removal.It obtains product acetone washing, filter, obtaining white solid is required monomer, yield It is 92%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 4 hours under nitrogen protection in 80 DEG C, is finally produced Object.
Embodiment 3
0.02mol valerolactam is added in the 250mL three-necked flask equipped with 0.03mol sodium carbonate and 25mL toluene, nitrogen Under gas shielded, it is heated to reflux.5mL is added drop-wise to reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides In, it is heated to reflux 4 hours.It is dry with anhydrous sodium sulfate after washing reaction solution with cold toluene solution, reaction dissolvent is removed, is obtained 4- chloromethylbenzene formyl butyrolactam.4- chloromethylbenzene formyl valerolactam is dissolved in 25mL water, is heated to flowing back under stirring, so 5mL is slowly added to dissolved with the aqueous solution of 0.04mol methacrylic acid 2- (dimethylamino) methyl esters afterwards, reacts 6 hours.To anti- After answering, by solvent evaporative removal.It obtains product acetone washing, filter, obtaining white solid is required monomer, and yield is 90%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 8 hours under nitrogen protection in 50 DEG C, is finally produced Object.
Embodiment 4
0.02mol spicy inner formyl amine is added in the 250mL three-necked flask equipped with 0.03mol sodium carbonate and 25mL toluene, nitrogen Under gas shielded, it is heated to reflux.5mL is added drop-wise to reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides In, it is heated to reflux 4 hours.It is dry with anhydrous sodium sulfate later with cold toluene solution washing reaction solution, reaction dissolvent is removed, is obtained To 4- chloromethyl benzoyl caprolactam.4- chloromethyl benzoyl caprolactam is incorporated in 25mL water, is heated to back under stirring 5mL, is then slowly added to by stream dissolved with the aqueous solution of 0.04mol methacrylic acid 2- (dimethylamino) ethyl ester, reacts 6 hours. To after completion of the reaction, by solvent evaporative removal.Product is obtained to be washed, filtered with hot acetone, obtaining white solid is required monomer, Yield is 91%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 5 hours, obtains most in 60 DEG C under nitrogen protection Final product.
Embodiment 5
0.02mol caprinolactam is added in the 250mL three-necked flask equipped with 0.03mol sodium carbonate and 25mL toluene, nitrogen Under gas shielded, it is heated to reflux.5mL is added drop-wise to reaction solution dissolved with the toluene solution of 0.02mol 4- chloromethyl benzoic acid chlorides In, it is heated to reflux 4 hours.It is dry with anhydrous sodium sulfate later with cold toluene solution washing reaction solution, reaction dissolvent is removed, is obtained To 4- chloromethyl benzoyl caprolactam.4- chloromethyl benzoyl caprolactam is incorporated in 25mL water, is heated to back under stirring 5mL, is then slowly added to by stream dissolved with the aqueous solution of 0.04mol methacrylic acid 2- (dimethylamino) ethyl ester, reacts 6 hours. To after completion of the reaction, by solvent evaporative removal.Product is obtained to be washed, filtered with hot acetone, obtaining white solid is required monomer, Yield is 90%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 5 hours, obtains most in 60 DEG C under nitrogen protection Final product.
Embodiment 6: the application of macromolecule cation type bleach-activating
Bleach activator obtained in embodiment 1,2,4,5 bleaches original cloth, the best use pH is 7, can be It is used in mixed way in aqueous solution with hydrogen peroxide with molar ratio 1:1-1:5, plays blanching effect under 25-50 DEG C of cryogenic conditions.With reality For applying example 1, up to 85, the degree of polymerization of cotton fiber is dropped to the whiteness of fabric by 4070 after the bleaching of such bleach-activating 3902, almost without influence, illustrate the product to fabric damage very little.Its Evaluation results is shown in Table 1.
The performance evaluation of the resulting macromolecule bleach activator of the present invention of table 1 and compared with other products
Comparative example 1
Synthesis material and step and embodiment 1 are identical, and only acid binding agent selects triethylamine.Obtaining white solid is required list Body, yield 78%.1g monomer and 10mg ammonium persulfate are added in 100 water, reacts 5 hours, obtains in 60 DEG C under nitrogen protection To final product.
Although the present invention has been described by way of example and in terms of the preferred embodiments, it is not intended to limit the invention, any to be familiar with this skill The people of art can do various change and modification, therefore protection model of the invention without departing from the spirit and scope of the present invention Enclosing subject to the definition of the claims.

Claims (7)

1. a kind of macromolecule cation type bleach-activating, which is characterized in that the monomer structure formula of the bleach-activating is as follows:
Wherein R is methyl, ethyl, propyl or allyl group;The n value of lactams group is 0,1,2,3,4,5,6,7 or 8.
2. a kind of synthetic method of bleach-activating described in claim 1, which is characterized in that the method is to use to contain carbon- Tertiary amine, 4- chloromethyl benzoic acid chlorides and the lactams of carbon double bond are intermediate, are synthesized a series of with different structure quaternary ammonium salt The cationic bleach-activating of group;Synthetic method the following steps are included:
(1) 4- chloromethyl benzoic acid chlorides and lactams reaction generate 4- chloromethylbenzene formyl lactams
(2) product monomer is generated using the product and the reactive tertiary amine containing carbon-to-carbon double bond of first step reaction.
(3) Raolical polymerizable is carried out using the monomer of second step reaction generate target compound;
Wherein, the tertiary amine containing carbon-carbon double bond isWherein R is methyl, ethyl, propyl or allyl Base;The 4- chloromethyl benzoic acid chlorides areThe lactams isWherein n value be 1,2,3, 4,5,6 or 7.
3. according to the method described in claim 2, it is characterized in that, the method specifically:
(1) using toluene as solvent, sodium carbonate is acid binding agent, by lactams and 4- chloromethyl benzoic acid chlorides 1:1-5:1 in molar ratio It is reacted, reaction is condensed back 1-4 hour under inert gas protection, and cooling, crystallization, washing obtain 4- chloromethylbenzene first Acyl lactams;
(2) it takes water as a solvent, by 4- chloromethylbenzene formyl lactams and the tertiary amine containing carbon-to-carbon double bond according to molar ratio 1:1-1: 2 are reacted, and are stirred at room temperature 4-10 hours, and cooling, crystallization is washed to get product monomer is arrived;
(3) it takes water as a solvent, ammonium persulfate is initiator, and reaction temperature is to react 1-10 hours at 40-80 DEG C, is finally produced Object.
4. described according to the method described in claim 3, it is characterized in that, the step (1) is washed using cold toluene Step (2) is washed using hot acetone.
5. application of the bleach-activating described in claim 1 in terms of preparing detergent.
6. application of the bleach-activating described in claim 1 in terms of textile washing or bleaching.
7. application of the bleach-activating described in claim 1 in terms of antibacterial, flocculation.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111961540A (en) * 2020-07-14 2020-11-20 广州浪奇日用品有限公司 Preparation process of efficient decontamination type washing powder

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006070388A (en) * 2004-09-02 2006-03-16 Kao Corp Method for producing bleached pulp
CN103554024A (en) * 2013-11-22 2014-02-05 江南大学 Synthesis method for cationic bleaching activating agents with surface activity
CN104877807A (en) * 2015-04-16 2015-09-02 江南大学 Synthesis method of polymerizable cationic bleaching activator

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006070388A (en) * 2004-09-02 2006-03-16 Kao Corp Method for producing bleached pulp
CN103554024A (en) * 2013-11-22 2014-02-05 江南大学 Synthesis method for cationic bleaching activating agents with surface activity
CN104877807A (en) * 2015-04-16 2015-09-02 江南大学 Synthesis method of polymerizable cationic bleaching activator

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
王焕祥,等: "活化双氧水漂白体系中阳离子活化剂的新进展", 《上海丝绸》 *
递春,等: "不同结构阳离子活化剂对棉织物双氧水漂白的影响", 《印染助剂》 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111961540A (en) * 2020-07-14 2020-11-20 广州浪奇日用品有限公司 Preparation process of efficient decontamination type washing powder
CN111961540B (en) * 2020-07-14 2021-08-31 广州浪奇日用品有限公司 Preparation process of decontamination type washing powder

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