CN108251038A - A kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive and preparation method thereof - Google Patents
A kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive and preparation method thereof Download PDFInfo
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- CN108251038A CN108251038A CN201810139628.8A CN201810139628A CN108251038A CN 108251038 A CN108251038 A CN 108251038A CN 201810139628 A CN201810139628 A CN 201810139628A CN 108251038 A CN108251038 A CN 108251038A
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- glue
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- component polyurethane
- epiphragma
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
- C09J175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4244—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups
- C08G18/4247—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids
- C08G18/425—Polycondensates having carboxylic or carbonic ester groups in the main chain containing oxygen in the form of ether groups derived from polyols containing at least one ether group and polycarboxylic acids the polyols containing one or two ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
- C08G18/6637—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/664—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
- C08G18/6644—Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesives and preparation method thereof; this glue is made of A glue and B glue; A glue is with ethylene glycol, neopentyl glycol, 1; 4 butanediols, dimethyl terephthalate (DMT) and diethylene glycol (DEG) are raw material; using butyl titanate as catalyst, the protection of reaction system nitrogen.Controlling reaction temperature, heating rate and soaking time.Sebacic acid and M-phthalic acid are added in, controls reaction condition, the polyester polyol for obtaining specific acid value obtains A glue with MDI and acetic acid ethyl reaction again；For B glue using TDI, MDI 50, ethyl acetate and trimethylolpropane as raw material, controlling reaction temperature, time obtain B glue.The advantages of this dedicated solvent type bi-component polyurethane adhesive：The composite material obtained through this adhesive has unsurpassed peel strength.The parameter of preparation process is easily controllable, preparation process environmental protection.
Description
Technical field
The present invention relates to a kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesives and preparation method thereof, belong to poly-
Urethane adhesive investigation of materials field.
Background technology
The high liquid characteristic of this albumen of Yoghourt, fat content, determines that it is more sensitive to oxygen, therefore in order to
Ensure the shelf life of Yoghourt, the Yoghourt generally use foil laminated film of plastics cup is sealed as epiphragma, if each list of epiphragma
Compound fastness between tunic is relatively low, i.e., peel strength when each monofilm is peeling-off is relatively low, is easily covered when tearing epiphragma
The phenomenon that not detaching between film and cup body but being detached in the location for paste of each monofilm of epiphragma, can bring to the edible of consumer
Inconvenience directly affects corporate image.So each food enterprise should strengthen the compound fastness detection to epiphragma material.According to product
Encapsulation requirement, the peel strength ＞ 15 (N.15mm) of foil laminated film, and be at present that can not meet such height with common glue
Peel strength requirement, it is insufficient in order to overcome existing for existing product, meet the new demand in market, applicant develops a kind of new
The milk epiphragma dedicated solvent type bi-component polyurethane adhesive of type.
Invention content
The object of the present invention is to provide a kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive and its preparation sides
Method.
The technical solution that the present invention takes is as follows：
A kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive, is made of A glue and B glue, it is characterised in that：Its
Preparation method is as follows：
Step 1, the preparation of A glue：
77~79g ethylene glycol, 99~101g neopentyl glycols, 95~97g 1,4- butanediols, 106~109g are taken respectively to benzene
Dicarboxylic acid dimethyl ester and 139~141g diethylene glycol (DEG)s add 0.15g butyl titanates as catalysis in 1000mL four-hole boiling flasks
Agent, reaction system need nitrogen to protect.When reaction temperature reaches 155 DEG C, then reaction system starts alcohol, and control is needed to heat up at this time
Rate when reaction temperature reaches 190 DEG C, will heat up and be changed to keeping warm mode, soaking time 1h.After soaking time, take
With in above-mentioned system, being gradually warming up to 235 DEG C and keeping the temperature 3.5h, acid value is surveyed in sampling for 312g sebacic acid and 165g M-phthalic acids,
It is small to vacuumize 3 under conditions of -0.1Mpa controlled at 220~230 DEG C and pressure if acid value is less than 15mg KOH/g
When, obtain the polyester polyol of acid value≤1mg KOH/g and hydroxyl value for 50 ± 5mg KOH/g.Take 800g is above-mentioned to obtain respectively
Polyester polyol, 62g MDI and 368g ethyl acetate in four-hole boiling flask, in temperature to react 5h under conditions of 90~95 DEG C
A glue can be obtained；
Step 2, the preparation of B glue：
373~376g TDI, 248~251g MDI-50 and 254~256g ethyl acetate are taken respectively in tetra- mouthfuls of burnings of 1000mL
In bottle, when being warming up to 45 DEG C, 28~31g trimethylolpropanes are added in, is at this time exothermic reaction, suitable control is needed to cool down,
It 30min and then adds in 66~69g trimethylolpropanes and controlled at 78 DEG C, B glue can be obtained after insulation reaction 3h.
Further, in step 1, the quality of ethylene glycol is 78g, and the quality of neopentyl glycol is 100g, the matter of 1,4-butanediol
It measures as 96g, the quality of dimethyl terephthalate (DMT) is 107.3g, and the quality of diethylene glycol (DEG) is 140.8g；Go out holding temperature during alcohol
It is 190 DEG C；The quality of M-phthalic acid is 165g, and the quality of sebacic acid is 312g；The quality of polyester polyol is 800g, MDI
Quality for 62g, the quality of ethyl acetate is 368g.
Further, in step 2, the quality of TDI is 375g, and the quality of MDI is 250g, and the quality of ethyl acetate is 255g,
The gross mass of trimethylolpropane is 97g, and reaction temperature is 78 DEG C.
The advantages of this Novel milk epiphragma dedicated solvent type bi-component polyurethane adhesive：It is obtained through this adhesive
Composite material has unsurpassed peel strength.
The advantages of this preparation method：The parameter of preparation process is easily controllable, preparation process environmental protection.
Specific embodiment
Presently in connection with specific embodiment, the present invention will be further described, following embodiment be intended to illustrate invention rather than
Limitation of the invention further.
Embodiment one：
A kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive, is made of, preparation process is such as A glue and B glue
Under：
Step 1, the preparation of A glue：
Take respectively 78g ethylene glycol, 100g neopentyl glycols, 96g 1,4- butanediols, 107.3g dimethyl terephthalate (DMT)s and
140.8g diethylene glycol (DEG)s add 0.15g butyl titanates as catalyst, reaction system needs nitrogen in 1000mL four-hole boiling flasks
Protection.When reaction temperature reaches 155 DEG C, then reaction system starts alcohol, needs control heating rate at this time, treats that reaction temperature reaches
During to 190 DEG C, it will heat up and be changed to keeping warm mode, soaking time 1h.After soaking time, take between 312g sebacic acid and 165g
For phthalic acid in above-mentioned system, being gradually warming up to 235 DEG C and keeping the temperature 3.5h, acid value is surveyed in sampling, if acid value is less than 15mg KOH/
G then obtains acid value≤1mg controlled at 220~230 DEG C and pressure to be vacuumized 3 hours under conditions of -0.1Mpa
KOH/g and the polyester polyol that hydroxyl value is 50 ± 5mg KOH/g.800g polyester polyol obtained above, 62g are taken respectively
MDI and 368g ethyl acetate is in four-hole boiling flask, and reaction 5h can obtain A glue under conditions of being 90~95 DEG C in temperature.
Step 2, the preparation of B glue：
375g TDI, 250g MDI-50 and 255g ethyl acetate is taken to wait to be warming up to 45 in 1000mL four-hole boiling flasks respectively
DEG C when, add in 30g trimethylolpropanes, be at this time exothermic reaction, suitable control needed to cool down, 30min and then add in 67g tri-
Hydroxymethyl-propane and controlled at 78 DEG C, B glue can be obtained after insulation reaction 3h.
Step 3, the preparation of solvent-type double-component polyurethane adhesive：
By A glue and B glue with 5:1 ratio mixing, the poly- ammonia of solvent-type double-component can be obtained by adding a certain amount of ethyl acetate
Ester gum stick.
It refutes from strength test 1：
In order to examine or check influence of the amount of sebacic acid to composite material peel strength, therefore, sebacic acid and isophthalic are adjusted respectively
The molar ratio of dioctyl phthalate is 1.8:1、1.7:1、1.6:1、1.55:1、1.5:1、1.4:1.Then by solvent-type double-component obtained
Polyurethane adhesive is added in the glue spreading system of solvent type laminating machine, spread 3.5g/m2, working concentration 32%, with
Thick aluminum foil and thickness PE films are base material, and composite material is prepared, further after curing, according to the step of GB/T2791-1995
Suddenly its peel strength to be tested, as a result shown in table 1, is reduced with the ratio of sebacic acid, peel strength first increases, rear to reduce, and
Molar ratio is 1.55:When 1, peel strength reaches highest.Peel strength rising be because：The increase of M-phthalic acid ratio causes
Glue is hardened；And peel strength decline be because：M-phthalic acid ratio continues to increase the reaction rate reduction so that polyester,
It is reduced so as to the viscosity of glue.
Table 1
It refutes from strength test 2：
In order to examine or check the influence with comparison composite material peel strength of neopentyl glycol and 1,4-butanediol, therefore, respectively
The molar ratio for adjusting neopentyl glycol and 1,4- butanediols is 1.2:1、1.0:1、0.9:1、0.8:1、0.6:1.Then by made from
Solvent-type double-component polyurethane adhesive is added in the glue spreading system of solvent type laminating machine, spread 3.5g/m2, work dense
It is 32% to spend, and using thick aluminum foil and thickness PE films as base material, composite material is prepared, further after curing, according to GB/
The step of T2791-1995, tests its peel strength, as a result shown in table 2, is reduced with the ratio of neopentyl glycol, peel strength is first
Increase, it is rear to reduce, and be 0.9 in molar ratio:When 1, peel strength reaches highest.Peel strength rising be because：Neopentyl glycol
The reduction of ratio causes glue to be hardened；And peel strength decline may be because：1,4- butanediol ratios continue to increase so that
The internal crosslinking degree of polyester reduces.
Table 2
Anti-aging experiment：
Solvent-type double-component polyurethane adhesive obtained is added in the glue spreading system of solvent type laminating machine, spread
For 3.5g/m2, using thick aluminum foil and thickness PE films as base material, composite material is prepared in working concentration 32%, further to cure
And after aging, its peel strength is tested according to the step of GB/T2791-1995, as a result, it has been found that when composite material places one
Peel strength can also keep 16.7 (N.15mm) after month, and it is excellent anti-aging to illustrate that solvent-type double-component polyurethane adhesive has
Performance.
The solvent-type double-component polyurethane adhesive that the present invention is prepared, the parameter of preparation process is easily controllable, prepares
Process environmental protection, the composite material obtained through this adhesive have unsurpassed peel strength.
Claims (3)
1. a kind of milk epiphragma dedicated solvent type bi-component polyurethane adhesive, is made of A glue and B glue, it is characterised in that：It is made
Preparation Method is as follows：
Step 1, the preparation of A glue：
77~79g ethylene glycol, 99~101g neopentyl glycols, 95~97g 1,4- butanediols, 106~109g terephthaldehydes are taken respectively
Dimethyl phthalate and 139~141g diethylene glycol (DEG)s add 0.15g butyl titanates as catalyst in 1000mL four-hole boiling flasks,
Reaction system needs nitrogen to protect.When reaction temperature reaches 155 DEG C, then reaction system starts alcohol, needs control heating speed at this time
Rate when reaction temperature reaches 190 DEG C, will heat up and be changed to keeping warm mode, soaking time 1h.After soaking time, take
With in above-mentioned system, being gradually warming up to 235 DEG C and keeping the temperature 3.5h, acid value is surveyed in sampling for 312g sebacic acid and 165g M-phthalic acids,
It is small to vacuumize 3 under conditions of -0.1Mpa controlled at 220~230 DEG C and pressure if acid value is less than 15mg KOH/g
When, obtain the polyester polyol of acid value≤1mg KOH/g and hydroxyl value for 50 ± 5mg KOH/g.Take 800g is above-mentioned to obtain respectively
Polyester polyol, 62g MDI and 368g ethyl acetate in four-hole boiling flask, in temperature to react 5h under conditions of 90~95 DEG C
A glue can be obtained；
Step 2, the preparation of B glue：
373~376g TDI, 248~251g MDI-50 and 254~256g ethyl acetate are taken respectively in 1000mL four-hole boiling flasks
In, when being warming up to 45 DEG C, 28~31g trimethylolpropanes are added in, is at this time exothermic reaction, suitable control is needed to cool down, 30min
And then it adds in 66~69g trimethylolpropanes and controlled at 78 DEG C, B glue can be obtained after insulation reaction 3h.
2. the preparation method of milk epiphragma dedicated solvent type bi-component polyurethane adhesive according to claim 1, feature
It is：In step 1, the quality of ethylene glycol is 78g, and the quality of neopentyl glycol is 100g, and the quality of 1,4-butanediol is 96g,
The quality of dimethyl terephthalate (DMT) is 107.3g, and the quality of diethylene glycol (DEG) is 140.8g；Holding temperature when going out alcohol is 190 DEG C；
The quality of M-phthalic acid is 165g, and the quality of sebacic acid is 312g；The quality of polyester polyol is 800g, and the quality of MDI is
62g, the quality of ethyl acetate is 368g.
3. the preparation method of milk epiphragma dedicated solvent type bi-component polyurethane adhesive according to claim 1, feature
It is：In step 2, the quality of TDI is 375g, and the quality of MDI is 250g, and the quality of ethyl acetate is 255g, trihydroxy methyl
The gross mass of propane is 97g, and reaction temperature is 78 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810139628.8A CN108251038B (en) | 2018-02-11 | 2018-02-11 | Special solvent-based bi-component polyurethane adhesive for milk cover film and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810139628.8A CN108251038B (en) | 2018-02-11 | 2018-02-11 | Special solvent-based bi-component polyurethane adhesive for milk cover film and preparation method thereof |
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| CN108251038A true CN108251038A (en) | 2018-07-06 |
| CN108251038B CN108251038B (en) | 2021-12-17 |
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|---|---|---|---|---|
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| CN1316479A (en) * | 2000-04-04 | 2001-10-10 | 蒋勤军 | Dual-component polyurethane adhesive and its preparing process |
| CN1316480A (en) * | 2000-04-05 | 2001-10-10 | 蒋勤军 | Polyurethane adhesive |
| CN101134885A (en) * | 2007-07-26 | 2008-03-05 | 吉林省包装工程研究中心 | Ester soluble dual-component polyamine ester boiling-resistant plastic-aluminum composite binder and method of manufacture |
| CN101544880A (en) * | 2009-03-12 | 2009-09-30 | 中山市康和化工有限公司 | Adhesive for soft package compound and preparation method thereof |
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| CN105131892A (en) * | 2015-09-18 | 2015-12-09 | 北京华腾新材料股份有限公司 | Bi-component polyurethane adhesive composition resistant to chemicals and high-temperature cooking as well as preparation method of composition |
| CN106675499A (en) * | 2016-12-19 | 2017-05-17 | 江苏力合粘合剂有限公司 | Solvent-free two-component polyurethane cooking adhesive and preparation method thereof |
| CN107177342A (en) * | 2017-06-09 | 2017-09-19 | 无锡市万力粘合材料股份有限公司 | Food flexible packing complex function adhesive and preparation method thereof |
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Effective date of registration: 20191218 Address after: 210000 room 298, building B, No. 606, ningliu Road, Changlu street, Jiangbei new district, Nanjing City, Jiangsu Province Applicant after: Nanjing xuansi New Material Co., Ltd Address before: 213200 No. 28, Yang Chemical Industrial Park, Jintan District, Jiangsu, Changzhou Applicant before: Jiangsu LiHe Adhesive Co., Ltd. |
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