CN106811167A - A kind of high-temperature resistant waterborne polyurethane adhesive and preparation method thereof - Google Patents
A kind of high-temperature resistant waterborne polyurethane adhesive and preparation method thereof Download PDFInfo
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- CN106811167A CN106811167A CN201510860601.4A CN201510860601A CN106811167A CN 106811167 A CN106811167 A CN 106811167A CN 201510860601 A CN201510860601 A CN 201510860601A CN 106811167 A CN106811167 A CN 106811167A
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Abstract
The present invention discloses a kind of high-temperature resistant waterborne polyurethane adhesive and preparation method thereof.The adhesive includes：By in polyalcohol add acetone after again with isocyanate reaction, generate end isocyanic acid performed polymer, while in the reaction introduce hydrophilic radical make its chain extension.Being subsequently adding salt forming agent makes it into salt, and adding water emulsifies it, then add specific function chain extender make its secondary chain extension, finally compounded, that is, be obtained a kind of resistant to elevated temperatures water-based polyurethane adhesive.The preparation method of the adhesive is simple, heat-resisting quantity, water resistance and electrical property that the adhesive for preparing has had.And its stable performance, asepsis environment-protecting, initial bonding strength is big, adhesive strength is high, activation temperature is low, can be used for PET, PE etc. and paper, fabric, the bonding of adhesive-bonded fabric, it has a good application prospect.
Description
Technical field
The present invention relates to a kind of technology of preparing of high-temperature resistant waterborne polyurethane adhesive, more particularly to a kind of PET/ that can be used to doing heat-insulating material without
Spin cloth composite aqueous polyurethane adhesive and preparation method thereof.
Background technology
Water-based polyurethane adhesive refers to that polyurethane is dissolved in water or the adhesive for being dispersed in water and being formed.Into 21 century, environmental protection and health are pacified
Full problem is by extensive concern.Aqueous adhesive with water be basic medium, with non-ignitable, smell is small, free from environmental pollution, energy-conservation, operation plus
The features such as work facilitates, solvent-based adhesive is replaced with aqueous binder, to improving working environment, reduces pollution, reduces working strength, is kept away
Exempt from the dangerous highly effective of fire.Aqueous adhesive substitutes solvent based product trend of the times.
The content of the invention
Embodiment of the present invention provides a kind of high-temperature resistant waterborne polyurethane adhesive and preparation method thereof, by using chain extender, and the later stage compounding,
Obtain a kind of water-based polyurethane adhesive with resistance to elevated temperatures.
The purpose of the present invention is achieved through the following technical solutions：
Embodiment of the present invention provides a kind of high-temperature resistant waterborne polyurethane adhesive, and the adhesive is included：Polyalcohol, polyisocyanates, acetone,
Chain extender, salt forming agent, deionized water, secondary chain extension agent and function monomer polyvinyl alcohol；Wherein, the consumption of the polyisocyanates is many
The 30%~45% of first alcohol gross weight, the consumption of the acetone is the 25%~30% of total polyol weight, and the consumption of the chain extender is polynary
The 5%~8.5% of alcohol gross weight, the consumption of the salt forming agent is the 3%~5% of total polyol weight, the consumption of the deionized water is polynary
400~800 times of alcohol gross weight, the chain extension coefficient of the secondary chain extension agent is 0.9~1.05, wherein, chain extension coefficient refers to secondary chain extension agent
In NH and system in the mol ratio of NCO dissociated, be eventually adding the aqueous solution of function monomer polyvinyl alcohol, concentration is 10%~20%, is added
Dosage is the 30%~40% of total polyol weight.
The polyalcohol includes：At least one in PEPA, PPG, polyolefin polyhydric alcohol.
The polyisocyanates includes：Toluene di-isocyanate(TDI), 1,5~naphthalene diisocyanate, IPDI, hexichol
Methylmethane -4, at least one in 4 '-diisocyanate.
The salt forming agent includes：At least one in sodium hydroxid, ammoniacal liquor, triethylamine.
The secondary chain extension agent includes：Ethylenediamine, diethylenetriamine, sulfonate chain extender, second diaminourea ethyl sulfonic acid sodium, Isosorbide-5-Nitrae-fourth two
Oneself two presses TMD, 4 for alcohol -2- sodium sulfonates, IPD (IPD), trimethyl, 4 '-two amido dicyclohexyl methyl hydrides (HMDA),
3, the amido dicyclohexyl methyl hydride (DAMHM) of 3 '-dimethyl 4,4 '-two, N- β-(aminoethyl)-γ-aminopropyl trimethoxy silicon
At least one in alkane, N- β-(aminoethyl)-γ-aminopropyl dimethoxy silane.
Embodiment of the present invention also provides a kind of preparation method of high-temperature resistant waterborne polyurethane adhesive, and the method includes：By the claims 1
Described proportionate relationship takes polyalcohol, polyisocyanates, acetone, chain extender, salt forming agent, deionized water and secondary chain extension agent, will be described
The acetone, the polyisocyanates and the chain extender, the performed polymer of reaction generation end isocyanic acid, to the generation are added in polyalcohol
Add the salt forming agent to make the performed polymer of the end isocyanic acid into salt in the performed polymer for holding isocyanic acid, into salt after add deionized water and emulsified, breast
Secondary chain extension agent is added after change carries out secondary chain extension, obtains final product water-based polyurethane adhesive.
Methods described is further included：
Before the acetone, the polyisocyanates and the chain extender are added in the polyalcohol, the polyalcohol is heated to
100~120 DEG C, vacuum dehydration processes 0.8~1.5h；Added in polyalcohol after dewater treatment and account for total polyol weight 25~30%
The acetone, the chain extender is added after being uniformly mixed, make to be warming up to 40~60 DEG C after material stirring is well mixed, add many isocyanides
Acid esters, is warming up to 70~90 DEG C in 2~3h, and 3~4h of reaction obtains holding the performed polymer of isocyanic acid；The end obtained described in detection is different
The NCO% of the performed polymer of cyanic acid, if it is qualified that NCO reaches 2.5%~3%, 50~40 DEG C is cooled to by the performed polymer of the end isocyanic acid；
Account for total polyol weight 3%~5% salt forming agent is added under stirring, makes the performed polymer of the end isocyanic acid into salt, added
After deionized water emulsification, carry out secondary chain extension and obtain product；The product that will be obtained adds function monomer polyvinyl alcohol to be compounded, and obtains final product
High-temperature resistant waterborne polyurethane adhesive.
Methods described is further included：
At 100 DEG C~120 DEG C to reaction with the polyalcohol carry out vacuumizing dehydration, 50 DEG C are cooled to after dehydration, after dewatering described
The acetone for accounting for total polyol weight 25%~30% is added in polyalcohol, after adding the chain extender, charging to finish after stirring, stirring
It is well mixed material；
50 DEG C~60 DEG C are warmed up to by the mixed material is slow in 0.5~1h, the polyisocyanates is added, 0.5~
Slowly heated up in 1h, controlling reaction temperature reacts 2~4h at 80 DEG C, detect NCO%, if it is qualified that NCO reaches 2.5%~3%
Less than 40 DEG C are then cooled to, stirring is lower to add the salt forming agent, and deionized water is added after 30min, and amine salt chain extension is added after adding deionized water
Agent continues 30min, obtains aqueous polyurethane product as secondary chain extension agent, stirring；
Add function monomer polyvinyl alcohol to be compounded to the aqueous polyurethane product for obtaining, that is, obtain resistant to elevated temperatures water-based polyurethane adhesive.
Whether detection-the NCO% is qualified to further include：Not conform to if the result of detection NCO% is not up to 2.5%~3% for NCO
Lattice, continue to react at 70~90 DEG C of temperature, until detection NCO% reaches the criterion of acceptability that NCO reaches 2.5%~3%.
The technical scheme provided by the invention described above implementation method can be seen that the present invention by rational reaction process and raw material, by increasing body
The hard section of system such as carboxyl, urea groups, the content of amidocarbonic acid ester group；Low-molecular-weight soft section is used；Physical crosslinking and chemical crosslinking in system；
And 2 reaction more than degree of functionality；And the compounding in later stage is prepared for a kind of superior performance, with high temperature resistant, water resistance and electrical property
Water-based polyurethane adhesive.This is a green, cleaning, efficient water-based polyurethane adhesive preparation method, and the method is simple,
Product adhesion strength is high, with good resistance to elevated temperatures, the product being combined with the glue can be used as insulating materials.
Specific embodiment
Embodiment of the present invention provides a kind of high-temperature resistant waterborne polyurethane adhesive and preparation method thereof, and the adhesive is included：Polyalcohol, polyisocyanate
Cyanate, acetone, chain extender, salt forming agent, deionized water, secondary chain extension agent and function monomer polyvinyl alcohol；Wherein, the polyisocyanate
The consumption of cyanate is the 30%~45% of total polyol weight, and the consumption of the acetone is the 25%~30% of total polyol weight, the expansion
The consumption of chain agent is the 5%~8.5% of total polyol weight, the consumption of the salt forming agent for total polyol weight 3%~5%, it is described go from
The consumption of sub- water is 400~800 times of total polyol weight, and the chain extension coefficient of the secondary chain extension agent is 0.9~1.05, wherein, expand
Chain coefficient refers to NH and the mol ratio of NCO free in whole reaction system in secondary chain extension agent, is eventually adding function monomer polyvinyl alcohol
The aqueous solution, concentration is 10%~20%, and addition is the 30%~40% of total polyol weight.
A chain extension first is carried out with chain extender by by the polyalcohol, polyisocyanates is added, performed polymer is formed, at 70~90 DEG C
Under temperature conditionss, then to adding salt forming agent to neutralize in the performed polymer for obtaining, then with the chain extender with specific function, such as silane coupler carries out
Secondary chain extension, after solvent removed by vacuum, finally compounds it with function monomer, you can obtain adhesive finished product.The adhesive can be used for 14 μ
Thick PE films are compound with the non-woven fabrics of 30~70g of surface density, are a kind of Green Products, effectively reduce solvent adhesive to environment
Pollution.
For ease of understanding, specific implementation process of the invention is illustrated with reference to specific embodiment.
Embodiment one
The present embodiment provides a kind of water-based polyurethane adhesive with resistance to elevated temperatures, it can be used for it is compound with non-woven fabrics and PE films after be used as it is resistance to
The insulating materials of high temperature, reduces pollution of the solvent adhesive to environment, and the adhesive is specifically included：Polyalcohol, polyisocyanates, acetone, expansion
Chain agent, salt forming agent, deionized water, secondary chain extension agent and function monomer polyvinyl alcohol；Wherein, the consumption of the polyisocyanates is polynary
The 30%~45% of alcohol gross weight, the consumption of the acetone is the 25%~30% of total polyol weight, and the consumption of the chain extender is polynary
The 5%~8.5% of alcohol gross weight, the consumption of the salt forming agent is that the 4%~8% of the total polyol weight, consumption of the deionized water is many
400~800 times of first alcohol gross weight, the consumption of the secondary chain extension agent be with the NCO equimolars in system, i.e., described secondary chain extension agent
Chain extension coefficient is 0.9~1.05, wherein, chain extension coefficient refers to rubbing for the NH and NCO free in whole reaction system in secondary chain extension agent
Your ratio, is eventually adding the aqueous solution of function monomer polyvinyl alcohol, and concentration is 10%~20%, addition be total polyol weight 30%~
40%.
Wherein, described polyalcohol can be：At least one in PEPA, PPG, polyolefin polyhydric alcohol.
Described polyisocyanates can be：Toluene di-isocyanate(TDI), 1,5~naphthalene diisocyanate, IPDI, two
Phenylmethane -4, at least one in 4 '-diisocyanate.
Described salt forming agent can be：At least one in NaOH, ammoniacal liquor, triethylamine；
Described chain extender can be：At least one in hydrophilic chain extender and dihydromethyl propionic acid；
The secondary chain extension agent includes：Ethylenediamine, diethylenetriamine, sulfonate chain extender, second diaminourea ethyl sulfonic acid sodium, Isosorbide-5-Nitrae-fourth two
Oneself two presses TMD, 4 for alcohol -2- sodium sulfonates, IPD (IPD), trimethyl, 4 '-two amido dicyclohexyl methyl hydrides (HMDA),
3, the amido dicyclohexyl methyl hydride (DAMHM) of 3 '-dimethyl 4,4 '-two, N- β-(aminoethyl)-γ-aminopropyl trimethoxy silicon
At least one in alkane, N- β-(aminoethyl)-γ-aminopropyl dimethoxy silane.
Specific preparation method to the adhesive is as follows：
To chain extender (such as can be dihydromethyl propionic acid (DMPA)) is added in the polyalcohol, stirring is well mixed material, it is warming up to 50~
60 DEG C, polyisocyanates is added after 30min, slow to heat up, temperature reaches 70~90 DEG C, react 2~4h, sampling detects its NCO%；
If NCO% unqualified (i.e. NCO is not up to 2.5%~3%), at a temperature of 70~90 DEG C continue react, if it is qualified (i.e.
NCO reaches 2.5%~3%), then 40 DEG C are cooled to, add in triethylamine and described chain extender (such as dihydromethyl propionic acid (DMPA)),
At room temperature after 5~30min of stirring, deionized water is added under stirring, after deionized water is added and finished, add chain extender, it adds
Enter the NCO equimolars dissociated in amount and system, stirring continues 10~30min, after reaction terminates, intensification removed under reduced pressure acetone, then with function
Monomer complex is to obtain resistant to elevated temperatures adhesive.
In practice, when above-mentioned adhesive is prepared, polyalcohol is heated to 100~130 DEG C in there-necked flask, dewater treatment 0.8~
1.5h；
Solvent acetone (addition of acetone is the 25%~30% of total polyol weight) is added in polyalcohol after dewater treatment, stirring makes many
First alcohol mixes with acetone, adds dihydromethyl propionic acid (DMPA), and the addition of DMPA accounts for the 5%~8.5% of total polyol weight, is warming up to
50~60 DEG C of stirrings, add one or more polyisocyanates, are slowly heated up in 2~3 hours, and temperature reaches 70~90 DEG C,
2~4h of reaction, sampling detects its NCO%；
If NCO% is unqualified, continue to react at this temperature, if NCO% is qualified, be cooled to 40 DEG C, salt is added under agitation
Agent, neutralizes dihydromethyl propionic acid；
At room temperature after 5~30min of stirring, deionized water is added under stirring, its addition is 400~800 times of polyalcohol, is treated
Add water after finishing, chain extender is added immediately, the NCO equimolars dissociated in its addition and system stir continuously and healthily 10~30min；
After reaction terminates, intensification removed under reduced pressure acetone, then the resistant to elevated temperatures water-based polyurethane adhesive of superior performance is obtained with function monomer compounding
Product.
Embodiment two
Polyoxypropyleneglycol 100g is added in a there-necked flask equipped with thermometer, return duct and agitator, by institute under the conditions of 120 DEG C
State polyoxypropyleneglycol and vacuumize dehydration, 40~50 DEG C are cooled to after vacuum dehydration, addition accounts for polyoxypropyleneglycol gross weight 26%
Solvent acetone is stirred, and adds the dihydromethyl propionic acid (DMPA) for accounting for the polyoxypropyleneglycol gross weight 8.5%, stirs 5~30min,
The toluene di-isocyanate(TDI) (TDI) of 35g is added, 0.5~1h is to slowly warm up to 85 DEG C in 2h, after keeping 2h, taken from system system
Sample detection-NCO% (if NCO% reach 2.5~3% as up to standard), if detection NCO% is unqualified, at this temperature (85 DEG C)
Continue to react, if NCO% is qualified, system is united and be cooled to 40 DEG C, added under stirring and account for polyoxypropyleneglycol gross weight
2.5%~4% triethylamine, the dihydromethyl propionic acid (DMPA) in neutralization system, after 5~30min is stirred at room temperature, then in stirring shape
To the deionized water added in system equivalent to 400~800 times of polyoxypropyleneglycol gross weight under state, after deionized water to be added is finished, immediately
The concentration for adding water in advance to dissolve is 10% diethylenetriamine, addition and the NCO free in system of the diethylenetriamine aqueous solution
Equimolar, the revolution stirring with more than 1000 revs/min continues 10~30min；After reaction terminates, intensification removed under reduced pressure acetone will
Reacting above add appropriate polyoxyethylene to be compounded in the product for obtaining, you can obtain the resistant to elevated temperatures water-based polyurethane adhesive of superior performance.
Complication experiment is carried out with the adhesive PET/ non-woven fabrics (surface density 30~70g) thick to 14 μ, to its adhesive strength, high temperature resistant
Property, water resistance and electrical property are detected, specific as follows：
PET/ non-woven fabrics is bonded using aqueous adhesive obtained above, surveys its performance：Bond strength, the glue does host and consolidates
Agent (generally host 20 necessarily matching：Curing agent 1) be combined, wet basis spread in 5~6g, thickness 0.25mm, on
After glue, at 50 DEG C, 24h is cured, with tensile strength 5.44/4.22/3.26,5.57/4.56/3.66 (N/15mm) higher；
Water resistance, the non-woven fabrics that the adhesive is combined is carried out in 23 DEG C of water, soaks 24h, outward appearance and Strength Changes very little；Heat resistance,
At 155 DEG C, sample is placed into 3min, outward appearance is unchanged；
Electric performance test, A- specific insulations, 2.0 × 10 14, B- surface resistivity 3.0 × 10 14, C- breakdown voltages 11.2KV.
Embodiment three
Polyoxypropyleneglycol 100g is added in a there-necked flask equipped with thermometer, return duct and agitator, takes out true under the conditions of 120 DEG C
Sky dehydration, is cooled to 40~50 DEG C, and the acetone that addition accounts for polyoxypropyleneglycol gross weight 26% is stirred, and adds dihydroxymethyl
Propionic acid (DMPA), the addition of DMPA is the 6.0% of polyoxypropyleneglycol (PPG) gross weight, stirs 5~30min,
Diphenyl methane -4 of 18.4g are added, 4 ' diisocyanate (MDI) are slowly warmed up to 85 DEG C, after about 2h, sampling detection-NCO%；
If NCO% is unqualified, continue to react at this temperature, if qualified, be cooled to 40 DEG C, add account for polyoxypropyleneglycol under agitation
The triethylamine of gross weight 2.5%~4%, neutralizes dihydromethyl propionic acid；At room temperature stirring 5~30min after, under agitation add go from
Sub- water, its addition is 400~800 times of polyoxypropyleneglycol, after adding water and finishing, the diethyl for adding water in advance to dissolve immediately
Alkene triamine, its addition continues 10~30min with NCO equimolars free in system, stirring；After reaction terminates, the decompression that heats up is de-
Except acetone, appropriate function monomer is added to be compounded product above, you can to obtain the resistant to elevated temperatures water-based polyurethane adhesive of superior performance.
Carried out complication experiment with its PET/ non-woven fabrics (surface density 30~70g) thick to 14 μ, to its adhesive strength, heat-resisting quantity, water resistance and
Electrical property is detected.
Water-based glue obtained above is bonded to PET/ non-woven fabrics, surveys its performance as follows：Bond strength, the glue does host with solidification
Agent is combined with certain proportioning, and spread cures 3h, with stretching high in 5~6g, thickness 0.25mm, and at 80 DEG C
Intensity 5.80/4.90/3.54,5.95/4.67/3.66 (N/15mm)；Water resistance, the non-woven fabrics that the glue is combined soaks in 23 DEG C of water
Bubble 24h, outward appearance and intensity are without big change；Heat resistance, at 155 DEG C, 3min is placed by sample, and outward appearance is unchanged；Electrical property
Test, A- specific insulations, 2.4 × 10 14, B- surface resistivity 3.6 × 10 14, C- breakdown voltages 12KV.
Claims (2)
1. a kind of high-temperature resistant waterborne polyurethane adhesive, it is characterised in that the adhesive with：Polyalcohol, polyisocyanates, acetone, chain extender, into
Salt agent, deionized water, secondary chain extension agent and function monomer polyvinyl alcohol are raw material；Wherein, the consumption of the polyisocyanates is polyalcohol gross weight
The 30%~45% of amount, the consumption of the acetone is the 25%~30% of total polyol weight, and the consumption of the chain extender is total polyol weight
5%~8.5%, the consumption of the salt forming agent is the 3%~5% of total polyol weight, the consumption of the deionized water is total polyol weight
400~800 times, the chain extension coefficient of the secondary chain extension agent is 0.9~1.05, wherein, chain extension coefficient refer to NH in secondary chain extension agent with
The mol ratio of the NCO dissociated in system, is eventually adding the aqueous solution of function monomer polyvinyl alcohol, and concentration is 10%~20%, and addition is many
The 30%~40% of first alcohol gross weight；
The chain extender is amine salt chain extender；
The polyalcohol includes：At least one in PEPA, PPG, polyolefin polyhydric alcohol；
The secondary chain extension agent includes：Ethylenediamine, diethylenetriamine, sulfonate chain extender, IPD (IPD), trimethylhexane diamine TMD,
4,4 '-two amido dicyclohexyl methyl hydrides (HMDA), 3, the amido dicyclohexyl methyl hydride (DAMHM) of 3 '-dimethyl 4,4 '-two,
In N- β-(aminoethyl)-γ-aminopropyltrimethoxysilane, N- β-(aminoethyl)-γ-aminopropyl dimethoxy silane at least one
Kind；
Relation takes polyalcohol, polyisocyanates, acetone, chain extender, salt forming agent, deionized water and secondary chain extension agent according to the above ratio, by the polyalcohol
It is middle add the acetone, the polyisocyanates and the chain extender, the performed polymer of reaction generation end isocyanic acid, to the end isocyanic acid of the generation
The salt forming agent is added in performed polymer makes the performed polymer of the end isocyanic acid into salt, into salt after add deionized water and emulsified, added after emulsification secondary
Chain extender carries out secondary chain extension, obtains final product water-based polyurethane adhesive.
2. adhesive according to claim 1, it is characterised in that the polyisocyanates includes：Toluene di-isocyanate(TDI), 1,5- naphthalenes two are different
Cyanate, IPDI, diphenyl methane -4, at least one in 4 '-diisocyanate.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| TWI667264B (en) * | 2017-07-28 | 2019-08-01 | 高鼎精密材料股份有限公司 | Sulfonic acid based aqueous polyurethane emulsion and process of producing the same |
| CN110229302A (en) * | 2019-05-31 | 2019-09-13 | 湘潭大学 | A kind of aqueous polyurethane emulsion and preparation method thereof of side chain silicon atoms |
| CN111303822A (en) * | 2020-03-19 | 2020-06-19 | 嘉兴九健新材料科技有限公司 | Polyurethane water-based high-strength wig curtain adhesive and preparation method thereof |
| CN112646532A (en) * | 2020-12-25 | 2021-04-13 | 江苏中金玛泰医药包装有限公司 | Preparation method of cooking-resistant waterborne polyurethane adhesive |
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2015
- 2015-11-29 CN CN201510860601.4A patent/CN106811167A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI667264B (en) * | 2017-07-28 | 2019-08-01 | 高鼎精密材料股份有限公司 | Sulfonic acid based aqueous polyurethane emulsion and process of producing the same |
| CN110229302A (en) * | 2019-05-31 | 2019-09-13 | 湘潭大学 | A kind of aqueous polyurethane emulsion and preparation method thereof of side chain silicon atoms |
| CN111303822A (en) * | 2020-03-19 | 2020-06-19 | 嘉兴九健新材料科技有限公司 | Polyurethane water-based high-strength wig curtain adhesive and preparation method thereof |
| CN112646532A (en) * | 2020-12-25 | 2021-04-13 | 江苏中金玛泰医药包装有限公司 | Preparation method of cooking-resistant waterborne polyurethane adhesive |
| CN112646532B (en) * | 2020-12-25 | 2021-10-22 | 江苏中金玛泰医药包装有限公司 | Preparation method of cooking-resistant waterborne polyurethane adhesive |
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Application publication date: 20170609 |