CN101126007A - Polyamide thermosol for clothing and preparation method thereof - Google Patents
Polyamide thermosol for clothing and preparation method thereof Download PDFInfo
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- CN101126007A CN101126007A CNA2007100432378A CN200710043237A CN101126007A CN 101126007 A CN101126007 A CN 101126007A CN A2007100432378 A CNA2007100432378 A CN A2007100432378A CN 200710043237 A CN200710043237 A CN 200710043237A CN 101126007 A CN101126007 A CN 101126007A
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Abstract
The invention discloses a polyamide hot melt adhesive used for clothing a preparation method thereof. With the protection of nitrogen-gas, an unsaturated fatty acid dimers comprising carbon numbers between 12 and 20, an dicarboxylic acid comprising carbon numbers between 6 and 12, a molecular weight regulator, a diamine, a lactam, water and a stabilizer are subject to lower temperature and pressure and dehydration in reactions, next, an N-diethylamine- propyl-Octadecanamide, a nonyl phenol, condensation products of formaldehyde and tetraethylenepentamine are added in and stirred. After the series of reactions, the polyamide hot melt adhesive is obtained. The polyamide hot melt adhesive of the invention of used for clothing has the advantages of narrow molecular weight range, rapid solidification and excellent performance of water resistance and solvent resistance, etc.; the copolyamide is modified by adding appropriate proportions of condensation products of N-diethylamine propyl-Octadecanamide and mnnnich amide, so as to improve the water resistance and solvent resistance substantially. The loss rate of peeling strength of the products obtained is less than 20 percent after alkaline cleaning above 60 DEG C; the loss rate of peeling strength of the products obtained is less than 10 percent after dry cleaning by tetrachloroethylene.
Description
Technical field
The present invention relates to a kind of hot melt adhesive and preparation method thereof, relate in particular to a kind of polyamide hot and preparation method thereof.
Technical background
Polyamide hot has outstanding advantages such as fusion range is narrow, curing speed is fast, make such glue after the heating and melting coating, cooling can be solidified rapidly a little, near near softening temperature, still keep good cohesive strength, because this hot melt adhesive contains amide group, amino, carboxyl isopolarity group, make it good cohesiveness all be arranged again to many polar materials.Therefore polyamide hot is widely used in many industries such as chemical industry, automobile, light industry, food, weaving, has proposed multinomial patent both at home and abroad, is intended to strengthen its characteristic in one aspect:
U.S. Pat 3987678 has been invented a kind of polyamide hot that is formed by ε-Ji Neixianan, hexamethylene-diamine and nonane diacid, sebacic acid polycondensation, its fusing point height, and stripping strength is also high, five washing back strength degradation 33.7%;
U.S. Pat 3883487 has proposed a kind of hot melt adhesive that is formed by laurolactam, ε-Ji Neixianan and aliphatic dicarboxylic acid copolymerization, and it is low to have a fusing point, is highly suitable for the sealing compound of packing bag;
Chinese patent CN1410499A has invented a kind of long carbon chain nylon thermosol, but its wash durability particularly performance after hot wash remains to be improved, U.S. Pat 5424371A, German Patent 19512004 etc. have also all proposed to improve polyamide hot thermotolerance and flexible method, make it be used for the bonding of metal, plastics film better.
The specificity that this shows polyamide hot is very strong, and as the hot melt adhesive that clothes are used, it is water-fast washes, dry cleaning resistance can be still waiting further raising.
Summary of the invention
The purpose of this invention is to provide a kind of polyamide thermosol for clothing and preparation method thereof, to satisfy the needs of apparel industry.
The contriver finds, because said polyamide hot is to be formed by multiple acid and amine polycondensation, different according to the kind of used acid and amine and proportioning, product performance are widely different, water-fast in order to obtain, anti-solvent and the polyamide hot that fusing point is low, the open hour are short the present invention proposes following scheme:
The preparation method of the said polyamide thermosol for clothing of the present invention comprises the steps:
It with carbonatoms the dipolymer of 12～20 unsaturated fatty acids; carbonatoms is 6～12 diprotic acid; molecular weight regulator; diamine; lactan; water and stablizer; under nitrogen protection; in 195～220 ℃; 1.0～1.8Mpa pressure reacted 1.5～2.5 hours down; be cooled to 160～180 ℃; be decompressed to dehydration under 0.05～0.1Mpa pressure; add N dimethylamine propyl group octadecyl acid amides and nonyl phenol; the condenses of formaldehyde and tetraethylenepentamine; carry out discharging after the modification; fusing point is 100～125 ℃ a polyamide hot; molecular-weight average is 15000～21000; open hour are 1.5～3.5min, and initial bonding strength is 10.9～14.3N/cm, behind 60 ℃ of soda lye wash 90min; the rate of loss 14～20% of stripping strength, the stripping strength rate of loss is less than 10% after zellon dry-cleaning.
The dimer of preferred soya fatty acid of said dipolymer or ready denier oil acid can adopt the commercially available prod, as the product of Henkel KGaA daily use chemicals company;
Select oneself in diacid, suberic acid, nonane diacid, sebacic acid or the dodecyl diacid etc. more than one of said diprotic acid;
Said molecular weight regulator is selected from monocarboxylic acid, more than one in preferred phenylformic acid, acetate, propionic acid, stearic acid or the tall oil acid;
It is 6～12 aliphatic straight chain diamines that said diamine is selected from carbonatoms, more than one in preferred hexanediamine, nonamethylene diamine, decamethylene diamine or the dodecyl diamines etc.;
Said diprotic acid and diamine also can replace with the salt of the diamine of corresponding diprotic acid, as nylon salt, nylon 1010 salt, nylon 1212 salt etc.;
Said stablizer is 1-phenyl-3-pyrazolidone, can adopt the product of company of combination worker company of Hisense;
Said lactan is the cyclic amino acid of carbonatoms 6～12, and preferred ε-Ji Neixianan, laurolactam or omega-amino-11 interior acid etc. can be adopted the product of Henkel KGaA daily use chemicals company and Zhejiang Juhua Group Co.;
Said N dimethylamine propyl group octadecyl acid amides is by long oil lipid acid or linseed oil fatty acid and N, N-diethyl diamines condensation and getting, can adopt document [(Org.Synth.59,153-154 (1979)] disclosed method is prepared, or adopt the product of German goldschmidt chemical corporation, its consumption is 0.2%～0.8% of a product hot melt adhesive gross weight, is preferably 0.3%～0.6%;
The condenses of said nonyl phenol, formaldehyde and tetraethylenepentamine is formed by nonyl phenol, formaldehyde and tetraethylenepentamine (diethylenetriamine) condensation, can adopt the product of Dow Chemical company, its consumption is 0.1%～0.7% of a product hot melt adhesive gross weight, is preferably 0.2%～0.5%;
The mol ratio of dipolymer and diprotic acid is 0.2～1.0: 1.0;
The mol ratio of diamine and lactan is 0.3～0.6: 1.0;
The molecular weight regulator mole dosage be all diprotic acid total mole number 1～10%, be preferably 1.5～7.0%;
Dipolymer and diprotic acid: total amine=0.95～1.1: 1.0, mol ratio;
The stablizer add-on is 0.3%～1.0% of a product hot melt adhesive gross weight, is preferably 0.4～0.8%;
The consumption of water is not very important, is generally 1%～5% of product hot melt adhesive gross weight;
Polyamide thermosol for clothing of the present invention has characteristics such as molecular weight ranges is narrow, quick solidifying, water-fast solvent resistance excellence, by adding the N dimethylamine propyl group alkylamide and the phenolic aldehyde amine condenses of proper proportion, copolyamide is carried out modification, its water tolerance and solvent resistance are improved greatly, the stripping strength rate of loss is less than 20% after the soda lye wash more than 60 ℃ for products obtained therefrom, and the stripping strength rate of loss is less than 10% after zellon dry-cleaning.
Embodiment
Embodiment 1
Having agitator, inlet pipe, vapor pipe, in the autoclave pressure of temperature and pressure test set, add dimerization tall oil acid (56.2g) successively, nonane diacid (37.6g), sebacic acid (80.8g), stearic acid (8.52g), hexanediamine (5.8g), nonamethylene diamine (7.9g), decamethylene diamine (17.2g), dodecyl diamines (20g), hexanolactam (33.9g), laurolactam (59.1g), acid (27.4g) in the omega-amino-11,1-phenyl-3-pyrazolidone (1.42g), water (5.0ml) is with nitrogen replacement and vacuumize as far as possible air in the still is eliminated, and then additional nitrogen makes interior the pressure reach 0.5Mpa, be warming up to 195 ℃, and control pressure is 1.0Mpa, insulation reaction 2.5 hours, be cooled to 160 ℃, be decompressed to the 0.08Mpa dehydration, and after removing small molecules, add N dimethylamine propyl group octadecyl acid amides (1.1g) and nonyl phenol, the condenses of formaldehyde and tetraethylenepentamine (0.8g), stirring reaction discharging after 0.5 hour, fusing point is 100-105 ℃ a polyamide hot
Adopting its molecular-weight average of gel chromatography is 15500, detect according to standard GB/T4608-84, GB/T3 682-2000 and ministerial standard HG/T3716 respectively, the fusing point of this product is 100-105 ℃, melts to refer to be that 13.5g/10min, open hour are 1.5min.Test according to ministerial standard FZ/T 01085-2000, its initial bonding strength is 10.3N/cm, and behind 60 ℃ of soda lye wash 90min, the stripping strength rate of loss is 14.5%, and the stripping strength rate of loss is 8.5% after zellon dry-cleaning.
Embodiment 2
Having agitator, inlet pipe, vapor pipe, in the autoclave pressure of temperature and pressure test set, add dimerization soya fatty acid (81.5g) successively, hexanodioic acid (29.2g), sebacic acid (70.8g), dodecyl diacid (23g), phenylformic acid (6.1g), hexanediamine (3.5g), hot two by (7.2g), decamethylene diamine (37.9g), dodecyl diamines (10g), hexanolactam (22.6g), laurolactam (59.1g), acid (27.4g) in the omega-amino-11,1-phenyl-3-pyrazolidone (1.2g), water (8.0ml) with nitrogen replacement and vacuumize, eliminates air in the still as far as possible, and then additional nitrogen makes interior the pressure reach 0.6Mpa, be warming up to 200 ℃, and control pressure is 1.4Mpa, insulation reaction 2.0 hours, be cooled to 170 ℃, be decompressed to the 0.097Mpa dehydration, and after removing small molecules, add N dimethylamine propyl group octadecyl acid amides (0.9g) and nonyl phenol, the condenses of formaldehyde and tetraethylenepentamine (0.8g), stirring reaction discharging after 0.5 hour, fusing point is 106-111 ℃ a polyamide hot.
Adopt the detection method of embodiment 1, the molecular-weight average that obtains this product respectively is 18500, and the open hour are 2.4min.Initial bonding strength is 12.33N/cm, and behind 60 ℃ of soda lye wash 90min, the stripping strength rate of loss is 18.1%, and the stripping strength rate of loss is 8.8% after zellon dry-cleaning.
Embodiment 3
Having agitator, inlet pipe, vapor pipe, in the autoclave pressure of temperature and pressure test set, add dimerization tall oil acid (112g) successively, propionic acid (1.8g), nylon salt (48.8g), nylon 1010 salt (71.2g), nylon 1212 salt (41.2g) hexanolactam (26g), laurolactam (9.9g), acid (27.5g) in the omega-amino-11, water (6.0ml) with nitrogen replacement and vacuumize, eliminates air in the still as far as possible, and then additional nitrogen makes interior the pressure reach 0.6Mpa, be warming up to 220 ℃, and control pressure is 1.8Mpa, insulation reaction 2.5 hours, be cooled to 180 ℃, be decompressed to the 0.085Mpa dehydration, and after removing small molecules, add N dimethylamine propyl group octadecyl acid amides (0.9g) and nonyl phenol, the condenses of formaldehyde and tetraethylenepentamine (0.8g), stirring reaction discharging after 0.5 hour, fusing point is 112～119 ℃ a polyamide hot.
Adopt the detection method of embodiment 1, the molecular-weight average that obtains this product respectively is 21000, and the open hour are 1.8min.Initial bonding strength is 13.41N/cm, and behind 60 ℃ of soda lye wash 90min, the stripping strength rate of loss is 19.7%, and the stripping strength rate of loss is 9.6% after zellon dry-cleaning.
Embodiment 4
Having agitator, inlet pipe, vapor pipe, in the autoclave pressure of temperature and pressure test set, add dimerization soya fatty acid (84g) successively, acetate (3.4g), nonane diacid (28.2g), sebacic acid (60.6g), dodecyl diacid (69g), hexanediamine (5.8g), decamethylene diamine (34.4g), dodecyl diamines (26g), hexanolactam (28.3g), laurolactam (49.1g), acid (36.6g) in the omega-amino-11,1-phenyl-3-pyrazolidone (1.42g), water (10.0ml), with nitrogen replacement and vacuumize, air in the still is eliminated, and then additional nitrogen presses in making and reach 0.6Mpa as far as possible, be warming up to 205 ℃, and control pressure is 1.5Mpa, insulation reaction 3.0 hours is cooled to 170 ℃, is decompressed to the 0.1Mpa dehydration, and after removing small molecules, add N dimethylamine propyl group octadecyl acid amides (1.2g) and nonyl phenol, the condenses of formaldehyde and tetraethylenepentamine (0.9g), stirring reaction discharging after 0.5 hour, fusing point is 108～115 ℃ a polyamide hot.
Adopt the detection method of embodiment 1, the molecular-weight average that obtains this product respectively is 20500, and the open hour are 1.7min.Initial bonding strength is 11.76N/cm, and behind 60 ℃ of soda lye wash 90min, the stripping strength rate of loss is 17.3%, and the stripping strength rate of loss is 7.5% after zellon dry-cleaning.
Claims (10)
1. the preparation method of polyamide thermosol for clothing is characterized in that, comprises the steps:
Dipolymer, the carbonatoms that with carbonatoms is 12～20 unsaturated fatty acids is 6～12 diprotic acid, molecular weight regulator, diamine, lactan, water and stablizer; under nitrogen protection; reaction; cooling; decompression dehydration; the condenses that adds N dimethylamine propyl group octadecyl acid amides and nonyl phenol, formaldehyde and tetraethylenepentamine mixes the back discharging, gets said polyamide hot.
2. the preparation method of polyamide thermosol for clothing according to claim 1 is characterized in that, said dipolymer is selected from the dimer of soya fatty acid or ready denier oil acid.
3. the preparation method of polyamide thermosol for clothing according to claim 1 is characterized in that, select oneself in diacid, suberic acid, nonane diacid, sebacic acid or the dodecylic acid more than one of said diprotic acid.
4. the preparation method of polyamide thermosol for clothing according to claim 1 is characterized in that, said molecular weight regulator is selected from monocarboxylic acid, as phenylformic acid, acetate, propionic acid, stearic acid.
5. the preparation method of polyamide thermosol for clothing according to claim 1, it is characterized in that, it is 6～12 aliphatic straight chain diamines that said diamine is selected from carbonatoms, more than one in preferred hexanediamine, nonamethylene diamine, decamethylene diamine or the dodecyl diamines.
6. the preparation method of polyamide thermosol for clothing according to claim 1 is characterized in that, said stablizer is 1-phenyl-3-pyrazolidone.
7. the preparation method of polyamide thermosol for clothing according to claim 1 is characterized in that, said lactan is the cyclic amino acid of carbonatoms 6～12.
8. the preparation method of polyamide thermosol for clothing according to claim 1, it is characterized in that, said N dimethylamine propyl group octadecyl acid amides consumption is 0.2～0.8% of a product hot melt adhesive gross weight, and the condenses consumption of said nonyl phenol, formaldehyde and tetraethylenepentamine is 0.1～0.7% of a product hot melt adhesive gross weight;
The mol ratio of dipolymer and diprotic acid is 0.2～1.0: 1.0;
The mol ratio of diamine and lactan is 0.3～0.6: 1.0;
The molecular weight regulator mole dosage be diprotic acid total mole number 1%～10%;
Dipolymer and diprotic acid: total amine=0.95～1.1: 1.0, mol ratio;
The stablizer add-on is 0.3%～1.0% of a product hot melt adhesive gross weight.
9. according to the preparation method of each described polyamide thermosol for clothing of claim 1～8, it is characterized in that temperature of reaction is 195～220 ℃, pressure is 0.8～1.2Mpa, and the time is 1.5～2.5 hours.
10. the polyamide thermosol for clothing of each described method preparation of claim 1～9.
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| CN101863792A (en) * | 2010-05-24 | 2010-10-20 | 中科院广州化学有限公司 | Amide oligomer and polyamide paste rheological aid prepared by swelling same |
| CN101307218B (en) * | 2008-06-20 | 2011-06-22 | 上海天洋热熔胶有限公司 | High temperature resistant water washing polyamide hot-melt adhesive for clothes and preparation method thereof |
| CN102492135A (en) * | 2011-11-30 | 2012-06-13 | 上海天洋热熔胶有限公司 | Method for synthesizing dimer acid type polyamide hot melt adhesive |
| CN102559129A (en) * | 2010-12-07 | 2012-07-11 | 上海轻工业研究所有限公司 | Polyamide hot melt adhesive and application thereof |
| CN106893096A (en) * | 2017-02-21 | 2017-06-27 | 东华大学 | A kind of biological poly acid amides and preparation method thereof |
| CN108690550A (en) * | 2018-05-14 | 2018-10-23 | 启东鑫天鼎热熔胶有限公司 | A kind of formula and preparation method thereof of weaving high temperature resistant water washing polyamide hot-melt adhesive |
| CN109476823A (en) * | 2016-06-22 | 2019-03-15 | 瀚森公司 | Chemical products for adhesive application |
| CN110527083A (en) * | 2019-09-18 | 2019-12-03 | 温州华特热熔胶股份有限公司 | Copolyamide hot melt adhesive and preparation method thereof for spinning |
| CN114231242A (en) * | 2022-01-17 | 2022-03-25 | 万华化学集团股份有限公司 | Nylon 12 hot melt adhesive and preparation method thereof |
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| DE2324160A1 (en) * | 1973-05-12 | 1974-11-28 | Plate Bonn Gmbh | COPOLYAMIDS CONTAIN CAPROLACTAM, LAURINLACTAM AND 11-AMINOUNDECANIC ACID |
| CN1033862C (en) * | 1992-08-20 | 1997-01-22 | 张国福 | Metal adhesive |
| CN1061672C (en) * | 1997-03-11 | 2001-02-07 | 连云港港务局 | Two-component surface layer anticorrosive paint based on epoxy resin and its preparing method |
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| CN101863792A (en) * | 2010-05-24 | 2010-10-20 | 中科院广州化学有限公司 | Amide oligomer and polyamide paste rheological aid prepared by swelling same |
| CN101863792B (en) * | 2010-05-24 | 2013-07-03 | 中科院广州化学有限公司 | Amide oligomer and polyamide paste rheological aid prepared by swelling same |
| CN102559129A (en) * | 2010-12-07 | 2012-07-11 | 上海轻工业研究所有限公司 | Polyamide hot melt adhesive and application thereof |
| CN102559129B (en) * | 2010-12-07 | 2014-03-19 | 上海轻工业研究所有限公司 | Polyamide hot melt adhesive and application thereof |
| CN102492135A (en) * | 2011-11-30 | 2012-06-13 | 上海天洋热熔胶有限公司 | Method for synthesizing dimer acid type polyamide hot melt adhesive |
| CN109476823B (en) * | 2016-06-22 | 2021-12-14 | 瀚森公司 | Chemical products for adhesive applications |
| CN109476823A (en) * | 2016-06-22 | 2019-03-15 | 瀚森公司 | Chemical products for adhesive application |
| CN106893096B (en) * | 2017-02-21 | 2019-01-15 | 东华大学 | A kind of biological poly amide and preparation method thereof |
| CN106893096A (en) * | 2017-02-21 | 2017-06-27 | 东华大学 | A kind of biological poly acid amides and preparation method thereof |
| CN108690550A (en) * | 2018-05-14 | 2018-10-23 | 启东鑫天鼎热熔胶有限公司 | A kind of formula and preparation method thereof of weaving high temperature resistant water washing polyamide hot-melt adhesive |
| CN110527083A (en) * | 2019-09-18 | 2019-12-03 | 温州华特热熔胶股份有限公司 | Copolyamide hot melt adhesive and preparation method thereof for spinning |
| CN114231242A (en) * | 2022-01-17 | 2022-03-25 | 万华化学集团股份有限公司 | Nylon 12 hot melt adhesive and preparation method thereof |
| CN114231242B (en) * | 2022-01-17 | 2023-05-30 | 万华化学集团股份有限公司 | Nylon 12 hot melt adhesive and preparation method thereof |
| CN116640547A (en) * | 2023-05-15 | 2023-08-25 | 浙江澳宇新材料科技有限公司 | Copolyamide hot melt adhesive for low-pressure injection molding and preparation method thereof |
| CN116640547B (en) * | 2023-05-15 | 2023-12-01 | 浙江澳宇新材料科技有限公司 | Copolyamide hot melt adhesive for low-pressure injection molding and preparation method thereof |
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