CN104499278A - Acryloyl succinic acid-based non-phosphorus catalysis method for formaldehyde-free crease-resistant finishing of cotton fabrics - Google Patents

Acryloyl succinic acid-based non-phosphorus catalysis method for formaldehyde-free crease-resistant finishing of cotton fabrics Download PDF

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Publication number
CN104499278A
CN104499278A CN201410784093.1A CN201410784093A CN104499278A CN 104499278 A CN104499278 A CN 104499278A CN 201410784093 A CN201410784093 A CN 201410784093A CN 104499278 A CN104499278 A CN 104499278A
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acryloyl
cotton fabric
butanedioic acid
free formaldehyde
phosphorus
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阎克路
齐欢
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Donghua University
National Dong Hwa University
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Donghua University
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Abstract

The invention discloses an acryloyl succinic acid-based non-phosphorus catalysis method for formaldehyde-free crease-resistant finishing of cotton fabrics. Acryloyl succinic acid is used for crease-resistant finishing of cotton fabrics, a phosphorus-containing catalyst sodium hypophosphite is replaced by using sodium hydroxide, other additives do not need to be added again, and the finishing process is easy and convenient to operate and is easy to control; and moreover, the method is environment-friendly, and the production cost is reduced. The fabric finished by the process disclosed by the invention has high crease resistance and good strength retention property.

Description

A kind of without phosphorus catalysis based on acryloyl butanedioic acid is used for COTTON FABRIC free formaldehyde DP finish method
Technical field
The invention belongs to Textile Chemistry and Dyeing and Finishing Engineering technical field, relate to a kind of without phosphorus catalysis based on acryloyl butanedioic acid for COTTON FABRIC free formaldehyde DP finish method, particularly relate to and a kind ofly adopt NaOH as the without phosphorus catalysis based on acryloyl butanedioic acid of catalyst for COTTON FABRIC free formaldehyde DP finish method.
Background technology
COTTON FABRIC has many excellent wearability, as having softness, comfortable, and ventilative, good hygroscopicity, the advantages such as fabulous wearability and low price make it enjoy people to favor.But COTTON FABRIC in dress and washing process easily wrinkling, flat appearance can not be kept, need often to press, therefore bring inconvenience to the life of people.For overcoming the ridging defect of cotton clothes in wearing process, need to carry out anti-crease finishing to COTTON FABRIC.
Be mainly N-methylol amide class finishing agent for the finishing agent of cotton fabric crease-shedding in current dyeing and finishing industry, wherein extensive use is ethylene urea-formaldehyde resin, also claims 2D resin.After 2D RESIN FINISH, fabric has good wrinkle resistance, excellent surface smoothness and wash durability.But 2D resin disadvantage is containing methylol in structure, in process and arrange after to fabric and there is Form aldehyde release problem, be detrimental to health.Although the burst size of methanal of etherified 2D resin significantly reduces, still fail fundamentally to solve this problem of Form aldehyde release.Along with the requirement of people to green living is more and more higher, exploitation formaldehydeless finishing agent is extremely urgent.【Dehabadi V A,Buschmann H J,Gutmann J S.Durable press finishing ofcotton fabrics:An overview[J].Textile Research Journal,2013,83(18):1974-1995.】
Research about formaldehyde-free anti-crease finish has a lot, but generally acknowledge at present there is most prospects for commercial application surely belong to polybasic carboxylic acid class finishing agent.Wherein someone will containing double bond unsaturated carboxylic acid maleic acid (MA) and itaconic acid (ITA) anti-crease finishing for COTTON FABRIC, research finds that MA or ITA is under the acting in conjunction of radical initiator potassium peroxydisulfate, ammonium persulfate and ester crosslinking catalyst inferior sodium phosphate, can give fabric crease-resistant performance.Radical initiator the most frequently used is at present potassium peroxydisulfate and ammonium persulfate, the two is peroxide, belong to strong oxidizer, the use of initator can make fabric yellowing and powerful reduction is obvious, to serious [Choi H M.Nonformaldehyde Polymerization-Crosslinking Treatment of Cotton Fabrics for ImprovedStrength Retention1 [J] the .Textile research journal of fabric oxidative damage, 1992,62 (10): 614-618.].After this someone have studied and does not add initator and singly add the anti-crease finishing [Peng of inferior sodium phosphate for maleic acid and itaconic acid, H., C.Q.Yang, and S.Wang, Carbohydrate Polymers, Vol.87,2012, pp491-499], inferior sodium phosphate plays the effect of ester crosslinking catalyst and crosslinking agent, ester cross-linking reaction and phosphorus hydrogen cross-linking reaction acting in conjunction providing cotton fabric wrinkle resistance.
Be used for during cotton fabric crease-shedding arranges at traditional polybasic carboxylic acid, inferior sodium phosphate SHP is most widely used general and the most effective catalyst, but wants the anti-wrinkle effect that providing cotton fabric is good, the large usage quantity of SHP, cost is high, is difficult to be accepted by factory, is unfavorable for the industrial applications of polybasic carboxylic acid.In addition; the use of phosphorus-containing catalyst is serious to water pollution; phosphorus-containing wastewater in a large number discharge can make body eutrophication, and then raw meat fouls, transparency reduces, profundal zone dissolved oxygen reduces, noxious material discharges, lake ecological balance is destroyed to cause water body to become, and is unfavorable for environmental protection.[Jia Xiaoyan. the progress [J] of waste water dephosphorization technology. Chongqing Environmental Science, 2003, (12): 191-192.] therefore to research and develop the new crease-resistant cross-linking system of without phosphorus catalysis significant.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of without phosphorus catalysis based on acryloyl butanedioic acid for COTTON FABRIC free formaldehyde DP finish method, solves phosphorus-containing catalyst and uses problem.Acryloyl butanedioic acid is monosubstituted alkene, compared to maleic acid MA and itaconic acid ITA disubstituted olefin, sterically hindered little, double bond reactivity is high, be easy to addition reaction occurs under hot initiation conditions, dicarboxylic acid structure simultaneously can become ester with hydroxyl reaction on cellulose, the acting in conjunction providing cotton fabric wrinkle resistance of the two.The reaction of polybasic carboxylic acid and COTTON FABRIC is carried out in two steps, and first polybasic carboxylic acid is dehydrated into acid anhydride, the intermediate acid anhydrides then generated again with hydroxyl generation esterification and crosslinking on cellulose.In the present invention, NaOH adds, and can reduce acryloyl butanedioic acid onset melting temperature, the dicarboxylic acids being beneficial to acryloyl butanedioic acid is dehydrated into acid anhydride.Using NaOH as catalyst, acryloyl butanedioic acid is used for COTTON FABRIC free formaldehyde DP finish and belongs to the crease-resistant cross-linking system of novel non-phosphate, can the good anti-wrinkle effect of providing cotton fabric.
A kind of without phosphorus catalysis based on acryloyl butanedioic acid of the present invention is used for COTTON FABRIC free formaldehyde DP finish method, comprises the following steps:
(1) preparation of anti-crease finishing liquid;
Anti-crease finishing liquid forms: acryloyl butanedioic acid 0.6 ~ 0.8mol/L, NaOH 2 ~ 5g/L;
(2) anti-crease finishing;
Employing is rolled and is cured finishing technique and carry out anti-crease finishing, and after arranging, the creasy recovery angle of fabric is between 170 ° ~ 230 °, such as, for the non-finish fabric creasy recovery angle of former state 118 °, improves percentage and is about 45% ~ 90%; Warp-wise and broadwise tearing brute force retention rate are all between 45% ~ 85%.
As preferred technical scheme:
Described a kind of without phosphorus catalysis based on acryloyl butanedioic acid as above is used for COTTON FABRIC free formaldehyde DP finish method, and described acryloyl butanedioic acid is one or both the compound in acryloyl malic acid, acryloyl tartaric acid.
A kind of without phosphorus catalysis based on acryloyl butanedioic acid as above described is used for COTTON FABRIC free formaldehyde DP finish method, and when described acryloyl butanedioic acid is the tartaric compound of acryloyl malic acid and acryloyl, both mol ratios are 1:0 ~ 1.5.
Described a kind of without phosphorus catalysis based on acryloyl butanedioic acid as above is used for COTTON FABRIC free formaldehyde DP finish method, and described anti-crease finishing liquid also comprises strong protecting agent, consumption≤20g/L.
Described a kind of without phosphorus catalysis based on acryloyl butanedioic acid as above is used for COTTON FABRIC free formaldehyde DP finish method, and described strong protecting agent is polyethylene emulsion or organic silicon emulsion, and emulsion solid content is 30 ~ 50wt%.
Described a kind of without phosphorus catalysis based on acryloyl butanedioic acid as above is used for COTTON FABRIC free formaldehyde DP finish method, described employing is rolled and is cured finishing technique and refer to that normal temperature pads, two leachings two are rolled, pick-up 70 ~ 90%, 85 ~ 100 DEG C of prebake 3 ~ 10min, 160 ~ 190 DEG C bake 2 ~ 5min.
A kind of without phosphorus catalysis based on acryloyl butanedioic acid as above described is used for COTTON FABRIC free formaldehyde DP finish method, and described COTTON FABRIC is pure cotton fabric or the cotton content blending/MIXED FABRIC at more than 60wt%.
Described acryloyl butanedioic acid monomer is acryloyl malic acid monomer, acryloyl tartaric acid monomer, and structural formula is respectively:
In applied chemistry field, propylene base class monomer is the polymerization single polymerization monomer commonly used the most.The present invention is based on acryloyl butanedioic acid, uses NaOH to substitute traditional phosphorus-containing catalyst inferior sodium phosphate and arranges for cotton fabric crease-shedding.Acryloyl butanedioic acid is monosubstituted alkene, and compared to maleic acid MA and itaconic acid ITA disubstituted olefin, sterically hindered little, double bond reactivity is high, is easy to addition reaction occurs under heat condition.Dicarboxylic acid structure simultaneously can become ester with hydroxyl reaction on cellulose.
Beneficial effect
1. in the present invention based on acryloyl butanedioic acid, use NaOH substitute traditional phosphorus-containing catalyst inferior sodium phosphate for COTTON FABRIC free formaldehyde DP finish, realize without phosphorus catalytic crosslinking;
2. after Product organization of the present invention, fabric has good wrinkle resistance, and powerful maintenance is good.
Accompanying drawing explanation
Fig. 1 is the thermal gravimetric analysis curve of acryloyl malic acid, N 2protection gas, flow velocity 30mL/min, heating rate 10 DEG C/min:
Fig. 2 is the infrared analysis spectrogram that acryloyl malic acid bakes.
A. without NaOH, pure acryloyl malic acid; B. acryloyl malic acid+NaOH.
Detailed description of the invention
Below in conjunction with detailed description of the invention, set forth the present invention further.Should be understood that these embodiments are only not used in for illustration of the present invention to limit the scope of the invention.In addition should be understood that those skilled in the art can make various changes or modifications the present invention, and these equivalent form of values fall within the application's appended claims limited range equally after the content of having read the present invention's instruction.
Creasy recovery angle WRA bioassay standard is AATCC 66-2003, adopts wrinkle angle tester (Crease Recovery Testerand Loading Device, TNG01, U.S. TONNY Instrument Co.Ltd) to test; Whiteness, according to AATCC110-2005 " measuring brightness of textiles " method, adopts Computer color testing color matching instrument Datacolor-650 (Datacolor company of the U.S.) test.FTIR spectrum is that the infrared spectrometer of AVATAR 380 (Thermo Electron Corp.) is tested in model; Tearing brute force, according to ASTM D 1424-1996 " impact pendulnm method measures the tearing brute force of fabric ", is above tested at fabric tear tensometer Pro-Tear (U.S. Thwing-Albert instrument Company).
Carry out thermogravimetric analysis to acryloyl malic acid to show (as shown in Figure 1): curve a is the thermal gravimetric analysis curve of the acryloyl malic acid not adding NaOH, and onset melting temperature is 182.4 DEG C; Curve b is the acryloyl malic acid thermal gravimetric analysis curve that with the addition of NaOH, and onset melting temperature is 156.7 DEG C.Data analysis shows that adding of NaOH obviously can reduce acryloyl malic acid onset melting temperature, and the dicarboxylic acids being beneficial to acryloyl malic acid is dehydrated into acid anhydride.The correlative study of front Charles Yang accordingly, the reaction of polybasic carboxylic acid and COTTON FABRIC is carried out in two steps, and first polybasic carboxylic acid is dehydrated into acid anhydride, the intermediate acid anhydrides then generated again with hydroxyl generation esterification and crosslinking on cellulose.
Carry out infrared analysis to acryloyl malic acid to show (as shown in Figure 2): curve a is the acryloyl malic acid not adding NaOH, and the infrared spectrum after baking through 180 DEG C of * 2min, as shown in the figure at 1850cm -1near occur without acid anhydride peak; And curve b is the acryloyl malic acid that with the addition of NaOH, the infrared spectrum after baking through 180 DEG C of * 2min, as shown in the figure at 1850cm -1and 1780cm -1near there is acid anhydrides carbonyl vibration absorption peak, prove that NaOH's adds the generation being conducive to acid anhydrides, and generate acid anhydrides can become ester with the hydroxyl reaction on cellulose further.
Embodiment 1
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
Acryloyl malic acid 0.8mol/L, catalyst n aOH 5g/L is hybridly prepared into anti-crease finishing liquid; Pure cotton fabric two leachings two at normal temperatures rolled, pick-up is 90%, 85 DEG C dries 5min, and 160 DEG C bake 3min, and after arranging, the creasy recovery angle of COTTON FABRIC is 172 °, and improving percentage is 45.8%.Whiteness value 65.86 (former state whiteness 69.52), warp-wise and broadwise tearing brute force retention rate are respectively 82.2%, 83.5%.
Embodiment 2
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
Acryloyl malic acid 0.6mol/L, catalyst n aOH 2g/L is hybridly prepared into anti-crease finishing liquid; Pure cotton fabric two leachings two at normal temperatures rolled, pick-up is 70%, 100 DEG C dries 5min, and 170 DEG C bake 5min, and after arranging, the creasy recovery angle of fabric is 224 °, and improving percentage is 76.3%.Whiteness value 40.41, warp-wise and broadwise tearing brute force retention rate are respectively 47.5%, 45.7%.
Embodiment 3
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
By acryloyl tartaric acid 0.7mol/L, catalyst n aOH 4g/L, emulsion solid content is that the polyethylene emulsion 10g/L of 40wt% is hybridly prepared into dressing liquid; Pure cotton fabric two leachings two at normal temperatures rolled, pick-up is 80%, 90 DEG C dries 10min, and 160 DEG C bake 4min, and after arranging, the creasy recovery angle of fabric is 199 °, and improving percentage is 68.6%.Whiteness value 58.83, warp-wise and broadwise tearing brute force retention rate are respectively 67.9%, 76.5%.
Embodiment 4
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
By acryloyl malic acid and acryloyl tartaric acid 0.8mol/L, catalyst n aOH 4g/L, emulsion solid content is that the polyethylene emulsion 20g/L of 30wt% is hybridly prepared into dressing liquid, and wherein acryloyl malic acid and the tartaric mol ratio of acryloyl are 1:1.5; Rolled in two leachings two at normal temperatures of 60wt% BLENDED FABRIC by cotton content, pick-up is 85%, 85 DEG C dries 8min, and 180 DEG C bake 2min, and after arranging, the creasy recovery angle of fabric is 210 °, and improving percentage is 78.0%.Whiteness value 46.92, warp-wise and broadwise tearing brute force retention rate are respectively 49.3%, 51.9%.
Embodiment 5
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
By acryloyl malic acid and acryloyl tartaric acid 0.6mol/L, catalyst n aOH 2g/L, emulsion solid content is that the polyethylene emulsion 15g/L of 50wt% is hybridly prepared into dressing liquid, and wherein acryloyl malic acid and the tartaric mol ratio of acryloyl are 1:1; Pure cotton fabric two leachings two at normal temperatures rolled, pick-up is 75%, 95 DEG C dries 3min, 180 DEG C bake 3min, and after arranging, the creasy recovery angle of fabric is 207 °, and improving percentage is 75.4%, whiteness value 43.09, warp-wise and broadwise tearing brute force retention rate are respectively 51.4%, 53.1%.
Embodiment 6
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
Acryloyl tartaric acid 0.8mol/L, catalyst n aOH 2g/L is hybridly prepared into dressing liquid; Cotton content is rolled in two leachings two at normal temperatures of 80wt% MIXED FABRIC, pick-up is 70%, dry 10min for 85 DEG C, 190 DEG C bake 2min, after arranging, the creasy recovery angle of fabric is 224 °, improving percentage is 89.8%, and whiteness value 40.67, warp-wise and broadwise tearing brute force retention rate are respectively 47.8%, 44.1%.
Embodiment 7
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
By acryloyl malic acid and acryloyl tartaric acid 0.8mol/L, catalyst n aOH 4g/L, emulsion solid content is that the organic silicon emulsion 20g/L of 40wt% is hybridly prepared into dressing liquid, and wherein acryloyl malic acid and the tartaric mol ratio of acryloyl are 1:1.5; Rolled in two leachings two at normal temperatures of 60wt% BLENDED FABRIC by cotton content, pick-up is 85%, 85 DEG C dries 8min, and 180 DEG C bake 2min, and after arranging, the creasy recovery angle of fabric is 210 °, and improving percentage is 78.0%.Whiteness value 46.92, warp-wise and broadwise tearing brute force retention rate are respectively 49.3%, 51.9%.
Embodiment 8
Without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, comprising:
By acryloyl malic acid and acryloyl tartaric acid 0.75mol/L, catalyst n aOH 2g/L, emulsion solid content is that the organic silicon emulsion 8g/L of 50wt% is hybridly prepared into dressing liquid, and wherein acryloyl malic acid and the tartaric mol ratio of acryloyl are 1:1.5; Rolled in two leachings two at normal temperatures of 60wt% BLENDED FABRIC by cotton content, pick-up is 85%, 85 DEG C dries 8min, and 180 DEG C bake 2min, and after arranging, the creasy recovery angle of fabric is 215 °, and improving percentage is 79.0%.Whiteness value 47.29, warp-wise and broadwise tearing brute force retention rate are respectively 48.3%, 52.5%.

Claims (7)

1. the without phosphorus catalysis based on acryloyl butanedioic acid is used for a COTTON FABRIC free formaldehyde DP finish method, it is characterized in that, comprises the following steps:
(1) preparation of anti-crease finishing liquid;
Anti-crease finishing liquid forms: acryloyl butanedioic acid 0.6 ~ 0.8mol/L, NaOH 2 ~ 5g/L;
(2) anti-crease finishing;
Employing is rolled and is cured finishing technique and carry out anti-crease finishing, and after arranging, the creasy recovery angle of COTTON FABRIC is between 170 ~ 230 °; Warp-wise and broadwise tearing brute force retention rate are all between 45% ~ 85%.
2. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 1 is used for COTTON FABRIC free formaldehyde DP finish method, and it is characterized in that, described acryloyl butanedioic acid is one or both the compound in acryloyl malic acid, acryloyl tartaric acid.
3. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 1 is used for COTTON FABRIC free formaldehyde DP finish method, it is characterized in that, when described acryloyl butanedioic acid is the tartaric compound of acryloyl malic acid and acryloyl, both mol ratios are 1:0 ~ 1.5.
4. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 1 is used for COTTON FABRIC free formaldehyde DP finish method, and it is characterized in that, described anti-crease finishing liquid also comprises strong protecting agent, consumption≤20g/L.
5. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 4 is used for COTTON FABRIC free formaldehyde DP finish method, and it is characterized in that, described strong protecting agent is polyethylene emulsion or organic silicon emulsion, and emulsion solid content is 30 ~ 50wt%.
6. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 1 is used for COTTON FABRIC free formaldehyde DP finish method, it is characterized in that, described employing is rolled and is cured finishing technique and refer to that normal temperature pads, two leachings two are rolled, pick-up 70 ~ 90%, 85 ~ 100 DEG C of prebake 3 ~ 10min, 160 ~ 190 DEG C bake 2 ~ 5min.
7. a kind of without phosphorus catalysis based on acryloyl butanedioic acid according to claim 1 is used for COTTON FABRIC free formaldehyde DP finish method, it is characterized in that, described COTTON FABRIC is pure cotton fabric or the cotton content blending/MIXED FABRIC at more than 60wt%.
CN201410784093.1A 2014-12-16 2014-12-16 Acryloyl succinic acid-based non-phosphorus catalysis method for formaldehyde-free crease-resistant finishing of cotton fabrics Pending CN104499278A (en)

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CN105926295A (en) * 2016-05-30 2016-09-07 太仓红桥服饰有限公司 Finishing liquid applied to crumple finishing of jean costume

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