CN103572592B - A kind of cotton fire retardant and preparation method thereof - Google Patents
A kind of cotton fire retardant and preparation method thereof Download PDFInfo
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- CN103572592B CN103572592B CN201210262802.0A CN201210262802A CN103572592B CN 103572592 B CN103572592 B CN 103572592B CN 201210262802 A CN201210262802 A CN 201210262802A CN 103572592 B CN103572592 B CN 103572592B
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Abstract
The invention discloses a kind of cotton fire retardant, the chemical structural formula containing following general formula:
; In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.Correspondingly, the invention also discloses a kind of preparation method of cotton fire retardant, comprising: add in reactor by 3-dimethoxy phosphoryl propionamide, system is warming up to assigned temperature; Stirring adds diisocyanate compound, insulation 1 ~ 6h; Detection-NCO group content, after it reaches theoretical value, is down to room temperature; Add the mixture of 1-METHYLPYRROLIDONE and water; Add rapidly end-capping reagent sodium hydrogensulfite, hierarchy of control temperature, reaction 10 ~ 50min, obtained cotton fire retardant.The present invention cotton fire retardant, environmental protection is durable, not release formaldehyde, has stronger fire resistance, and has again stronger reactivity, can in arrangement process with the hydroxyl reaction contained by cotton fiber, reach the effect of durable flame-proof.
Description
Technical field
The present invention relates to technical field of flame retardant, particularly relate to a kind of cotton fire retardant and preparation method thereof.
Background technology
Cotton fiber wide material sources, economical and practical, and there is excellent sucting wet air permeability, good dyeability and ecological correlation.Along with the raising of people's living standard, increasing to COTTON FABRIC demand comfortable and easy to wear, also more and more higher to the requirement of Cotton Fabric.Cotton fiber belongs to flammable fiber, and the combustibility of COTTON FABRIC often threatens the security of the lives and property of people.Therefore, the very necessary hindlimb unload again with high added value of a class is developed into gradually to the durable flame-retardant finishing of cotton.
The cotton fire retardant used at present in synthesis, arrange and take in process and mostly there is Formaldehyde, harm is caused to environment and human health.Meanwhile, owing to not meeting environmental requirement, the outlet of textiles is subject to again the serious restriction of various countries.Further, the effect of the durable flame-proof of current used cotton fire retardant is also undesirable.
Therefore, extremely urgent to the research and development of environmental protection cotton fire retardant, become the focus focus of dyeing and finishing industry.
Summary of the invention
The object of the invention is to, provide a kind of cotton fire retardant, environmental protection is durable, it is release formaldehyde, halogen not, has stronger fire resistance, and has again stronger reactivity, can in arrangement process with the hydroxyl reaction contained by cotton fiber, reach the effect of durable flame-proof.
Simultaneously, another object of the present invention is to, a kind of preparation method of cotton fire retardant is provided, it is simple to operate, with low cost, can applied range, preparation-obtained product environmental protection is durable, not release formaldehyde, halogen, there is stronger fire resistance, and there is stronger reactivity, can in arrangement process with the hydroxyl reaction contained by cotton fiber, reach the effect of durable flame-proof.
In order to realize foregoing invention object, the invention discloses a kind of cotton fire retardant, the chemical structural formula containing following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
As the improvement of such scheme, described alkyl is C
4-C
12alkyl.
As the improvement of such scheme, described cotton fire retardant reacts obtained by 3-dimethoxy phosphoryl propionamide, diisocyanate compound and end-capping reagent.
As the improvement of such scheme, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.
As the improvement of such scheme, described end-capping reagent is sodium hydrogensulfite.
As the improvement of such scheme, the solid content of described cotton fire retardant is 40 ~ 60 %.
The invention also discloses a kind of preparation method of cotton fire retardant, comprising:
Add in reactor by 3-dimethoxy phosphoryl propionamide, system is warming up to assigned temperature;
Stir the diisocyanate compound adding metering, insulation 1 ~ 6 h;
Detection-NCO group content between described soak, after described-NCO content reaches theoretical value, is down to room temperature;
Add the mixture of 1-METHYLPYRROLIDONE and water;
Add rapidly the end-capping reagent sodium hydrogensulfite of metering, hierarchy of control temperature, reaction 10 ~ 50 min, obtained cotton fire retardant;
Described cotton fire retardant contains the chemical structural formula of following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
As the improvement of such scheme, describedly add in reactor by 3-dimethoxy phosphoryl propionamide, system is warming up in the step of assigned temperature, and described assigned temperature is 80 ~ 100 DEG C;
The described end-capping reagent sodium hydrogensulfite adding rapidly metering, hierarchy of control temperature, reaction 10 ~ 50 min, in the step of obtained cotton fire retardant, described system temperature controls lower than 50 DEG C.
As the improvement of such scheme, described between described soak detection-NCO group content, after described-NCO content reaches theoretical value, be down in the step of room temperature, the theoretical value of described-NCO content is 12-12.5%.
As the improvement of such scheme, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.
Implement the embodiment of the present invention, there is following beneficial effect:
The present invention is using 3-dimethoxy phosphoryl propionamide as the construction unit playing fire retardation, and it has desirable N/P ratio.Diisocyanate compound is modified further its amido functionality and is made it have reactivity, and carries out end-blocking to reactive group, obtains aqueous dispersion---a kind of durable novel environment friendly cotton fire retardant.Described cotton is not halogen-containing with fire retardant, not release formaldehyde, has good fire resistance.In structure, there is reactive group, can react with the hydroxyl in cotton fiber in arrangement process, reach durable flame retardant effect.
And, prepare the method for the durable cotton fire retardant of environmental protection of the present invention, it is simple to operate, with low cost, can applied range.
The present invention can be widely used in the durable flame-proof field of COTTON FABRIC.
Accompanying drawing explanation
Fig. 1 is the flow chart of the preparation method of the present invention cotton fire retardant.
Detailed description of the invention
For making the object, technical solutions and advantages of the present invention clearly, below in conjunction with accompanying drawing, the present invention is described in further detail.
The embodiment of the present invention provides a kind of cotton fire retardant, the chemical structural formula containing following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
Preferably, R is the one in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
Described alkyl is C
4-C
12alkyl.
Preferably, described alkyl is C
6-C
10alkyl.
Described cotton fire retardant reacts obtained by 3-dimethoxy phosphoryl propionamide, diisocyanate compound and end-capping reagent.Described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.Described end-capping reagent is sodium hydrogensulfite.
Preferably, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one in dicyclohexyl methyl hydride diisocyanate.
The present invention is using 3-dimethoxy phosphoryl propionamide as the construction unit playing fire retardation, and it has desirable N/P ratio.Diisocyanate compound is modified further its amido functionality and is made it have reactivity, and carries out end-blocking to reactive group, obtains aqueous dispersion.
The solid content being reacted the cotton fire retardant obtained by 3-dimethoxy phosphoryl propionamide, diisocyanate compound and end-capping reagent is 40 ~ 60 %.
Preferably, the solid content of cotton fire retardant is 50 %.
The present invention cotton fire retardant and prior art are done technical indicator contrast, result is as follows:
| The present invention | Prior art | |
| Content of formaldehyde | 0 | ﹥0 |
| Content of halogen | 0 | ﹥0 |
| Fire resistance | By force | In |
| Durable flame-proof performance | Durable flame-proof | Lasting effect is undesirable |
As shown in Figure 1, the invention also discloses a kind of preparation method of cotton fire retardant, comprising:
S101, add in reactor by 3-dimethoxy phosphoryl propionamide, system is warming up to assigned temperature.
In step S101: system is warming up to assigned temperature, described assigned temperature is 80 ~ 100 DEG C.
Preferably, described assigned temperature is 90 DEG C.
Described reactor is provided with stirring, reflux condenser, thermometer.
S102, stirs the diisocyanate compound adding metering, insulation 1 ~ 6 h.
Preferably, described temperature retention time is 3 ~ 4h.
Described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.
Preferably, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one in dicyclohexyl methyl hydride diisocyanate.
S103, detection-NCO group content between described soak, after described-NCO content reaches theoretical value, is down to room temperature.
The theoretical value of described-NCO content is 12-12.5%.
Preferably, the theoretical value of described-NCO content is 12%.
The method of detection-NCO group content can adopt toluene-di-n-butylamine method, but is not limited thereto.
S104, adds the mixture of 1-METHYLPYRROLIDONE and water.
Preferably, mass ratio is added for (0.5 ~ 2): the 1-METHYLPYRROLIDONE of (2 ~ 5) and the mixture of water.
More preferably, the mass ratio of 1-METHYLPYRROLIDONE and water is 1:3.
S105, adds rapidly the end-capping reagent sodium hydrogensulfite of metering, hierarchy of control temperature, reaction 10 ~ 50 min, obtained cotton fire retardant.
In step S105: hierarchy of control temperature is lower than 50 DEG C.
Preferably, add rapidly the end-capping reagent sodium hydrogensulfite of metering, hierarchy of control temperature, lower than 50 DEG C, reacts 20 ~ 40 min, obtained cotton fire retardant.
More preferably, add rapidly the aqueous solution of sodium bisulfite of 30% of metering, hierarchy of control temperature, lower than 45 DEG C, reacts 30min.
It should be noted that, generally adopt aqueous solution of sodium bisulfite excessive a little as end-capping reagent, ensure that end-blocking is complete.
Described cotton fire retardant contains the chemical structural formula of following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
Preferably, R is the one in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
Described alkyl is C
4-C
12alkyl.
Preferably, described alkyl is C
6-C
10alkyl.
The solid content of described cotton fire retardant is 40 ~ 60%, is preferably 50%.
The present invention is set forth further below with specific embodiment
Embodiment 1:
By 91g(0.5mol) 3-dimethoxy phosphoryl propionamide add in the reactor that stirring, reflux condenser, thermometer are housed; be warming up to 90 DEG C; 84g hexamethylene diisocyanate is added under stirring; insulation 3 ~ 4 h; period detection-NCO group content (toluene-di-n-butylamine method); after-NCO content reaches theoretical value 12-12.5%, be down to room temperature.Adding appropriate mass ratio is the 1-METHYLPYRROLIDONE of 1:3 and the mixture of water, adds 191g(0.55mol rapidly), the end-capping reagent aqueous solution of sodium bisulfite of 30%.Hierarchy of control temperature, lower than 45 DEG C, reacts 30 min.Obtained solid content of the present invention is the cotton fire retardant A of 50 %.
Embodiment 2:
Except being changed to except the pungent vulcabond of 98g by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant B.
Embodiment 3:
Except being changed to except 112g vulcabond in the last of the ten Heavenly stems by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant C.
Embodiment 4:
Except being changed to except 87g toluene di-isocyanate(TDI) by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant D.
Embodiment 5:
Except being changed to except 111g isophorone diisocyanate by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant E.
Embodiment 6:
Except being changed to except 125g methyl diphenylene diisocyanate by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant F.
Embodiment 7:
Except being changed to except 131g dicyclohexyl methyl hydride diisocyanate by the reactive component in embodiment 1 by 84g hexamethylene diisocyanate, other repeats the technique of embodiment 1, obtains cotton fire retardant G.
By the cotton fire retardant F of the cotton fire retardant E of the cotton fire retardant D of the cotton fire retardant C of the cotton fire retardant B of the cotton of embodiment 1 fire retardant A, embodiment 2, embodiment 3, embodiment 4, embodiment 5, embodiment 6, the cotton fire retardant G of embodiment 7, in COTTON FABRIC, carry out flame retardant effect test respectively:
One, test method:
1, testing fabric is grey Quality Pure Cotton Yarn Production card.
2, finishing technique is: fabric two leachings in the fire retardant working solution of 400g/L two roll → 100 DEG C dry → bake (160 DEG C × 3min) → wash post-drying → survey flame retardant effect and the flame retardant effect after washing with washing machine 50 DEG C of Warm Wash 10min → clear water.
Washing methods: domestic full-automatic laundry machine washing, standard wash agent 1g/L, bath raio 1:30, each 50 DEG C × 12min, washs 30 times.
Two, test data:
The table 1 cotton flame retardant effect of fire retardant to COTTON FABRIC
Three, result of the test:
From table 1(cotton fire retardant to the flame retardant effect of COTTON FABRIC), cotton provided by the invention fire retardant has good flame retardant effect to COTTON FABRIC, and fire retardant has good endurance quality.
In sum, implement the embodiment of the present invention, there is following beneficial effect:
The present invention is using 3-dimethoxy phosphoryl propionamide as the construction unit playing fire retardation, and it has desirable N/P ratio.Diisocyanate compound is modified further its amido functionality and is made it have reactivity, and carries out end-blocking to reactive group, obtains aqueous dispersion---a kind of durable novel environment friendly cotton fire retardant.Described cotton is not halogen-containing with fire retardant, not release formaldehyde, has good fire resistance.In structure, there is reactive group, can react with the hydroxyl in cotton fiber in arrangement process, reach durable flame retardant effect.
And, prepare the method for the durable cotton fire retardant of environmental protection of the present invention, it is simple to operate, with low cost, can applied range.
The present invention can be widely used in the durable flame-proof field of COTTON FABRIC.
The above is the preferred embodiment of the present invention; it should be pointed out that for those skilled in the art, under the premise without departing from the principles of the invention; can also make some improvements and modifications, these improvements and modifications are also considered as protection scope of the present invention.
Claims (9)
1. a cotton fire retardant, is characterized in that, the chemical structural formula containing following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base;
Described alkyl is C
4-C
12alkyl.
2. cotton fire retardant as claimed in claim 1, is characterized in that, described cotton fire retardant reacts obtained by 3-dimethoxy phosphoryl propionamide, diisocyanate compound and end-capping reagent.
3. cotton fire retardant as claimed in claim 2, it is characterized in that, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.
4. cotton fire retardant as claimed in claim 2, it is characterized in that, described end-capping reagent is sodium hydrogensulfite.
5. cotton fire retardant as claimed in claim 1, it is characterized in that, the solid content of described cotton fire retardant is 40 ~ 60 %.
6. a preparation method for cotton fire retardant, is characterized in that, comprising:
Add in reactor by 3-dimethoxy phosphoryl propionamide, system is warming up to assigned temperature;
Stir the diisocyanate compound adding metering, insulation 1 ~ 6 h;
Detection-NCO group content between described soak, after described-NCO content reaches theoretical value, is down to room temperature;
Add the mixture of 1-METHYLPYRROLIDONE and water;
Add rapidly the end-capping reagent sodium hydrogensulfite of metering, hierarchy of control temperature, described system temperature controls lower than 50 DEG C, to react 10 ~ 50 min, obtained cotton fire retardant;
Described cotton fire retardant contains the chemical structural formula of following general formula:
In formula, R is one or more in alkyl, tolyl, isophorone base, diphenylmethyl alkyl, dicyclohexyl methyl hydride base.
7. the preparation method of cotton fire retardant as claimed in claim 6, is characterized in that, describedly adds in reactor by 3-dimethoxy phosphoryl propionamide, and system is warming up in the step of assigned temperature, and described assigned temperature is 80 ~ 100 DEG C.
8. the preparation method of cotton fire retardant as claimed in claim 6, it is characterized in that, the theoretical value of described-NCO content is 12-12.5%.
9. the preparation method of the cotton fire retardant as described in any one of claim 6 ~ 8, it is characterized in that, described diisocyanate compound can select hexamethylene diisocyanate, pungent vulcabond, the last of the ten Heavenly stems vulcabond, toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, one or more in dicyclohexyl methyl hydride diisocyanate.
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| CN111548366B (en) * | 2020-05-27 | 2023-05-02 | 广东德美精细化工集团股份有限公司 | Formaldehyde-free flame retardant for cotton, preparation method and application |
| TWI836398B (en) * | 2021-04-06 | 2024-03-21 | 德商杭斯曼紡織財產德國公司 | A fire-rated finishing product suitable for fabric applications, a process for processing cellulose-containing material and a cellulose-containing material obtained by the process |
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| CN1584189A (en) * | 2004-06-14 | 2005-02-23 | 东华大学 | Anion reacting water polyurethane flame-proof finishing agent and preparing method thereof |
| CN101498103A (en) * | 2009-02-16 | 2009-08-05 | 长春工业大学 | Non-formaldehyde flame retardant for viscose fiber |
| CN101545207A (en) * | 2009-04-01 | 2009-09-30 | 江南大学 | Anti-pilling finishing agent for pure cotton knitted fabrics and preparation method thereof |
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