CN109852325A - A kind of ultralow temperature adhesive and preparation method thereof - Google Patents
A kind of ultralow temperature adhesive and preparation method thereof Download PDFInfo
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- CN109852325A CN109852325A CN201811580209.4A CN201811580209A CN109852325A CN 109852325 A CN109852325 A CN 109852325A CN 201811580209 A CN201811580209 A CN 201811580209A CN 109852325 A CN109852325 A CN 109852325A
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Abstract
The present invention relates to a kind of ultralow temperature adhesives and preparation method thereof, the adhesive ingredient is made of A and B two parts, wherein component A is obtained by auxiliary material auxiliary agent is added after the pure and mild polyisocyanates reaction of polyether polyols, component B is added auxiliary material auxiliary agent by the pure and mild small molecular alcohol of polyether polyols or amine and obtains, and obtains the adhesive after component A and B mixing.The adhesive has the working life greater than 1 hour according to GB/T 7123.1-2002 test, the adhesive tests the tensile shear strength having in -269 DEG C to+60 DEG C temperature ranges greater than 10MPa according to GB/T 7124-2008, strong adhesion strength is all had under room temperature and ultralow temperature simultaneously, can be worked at -269 DEG C to+60 DEG C.
Description
Technical field
The invention belongs to organic polymer synthesis technical fields, and in particular to by the pure and mild isocyanates reaction system of polyether polyols
A kind of standby obtained ultralow temperature adhesive and preparation method thereof.
Background technique
Due to the fast development in the fields such as space flight and aviation cause, superconductor technology, high-pressure liquefaction natural gas (LNG), to ultralow
The demand of warm adhesive increasingly increases.Wherein due to environmental protection pressure, China is to high-pressure liquefaction natural gas import demand in 2018
Hundred million tons of scales are had reached, adhesive is widely used in the manufacture of LNG storage tank, and in internal layer thermal insulation system, adhesive is available
Come fastening insulating, bonding heat insulation layer and sealant or direct impregnation glass fibre serves as sealant；And in external heat guard
In system, adhesive is mainly used to bonding heat-insulating material or sealing uses.Adhesive used requires strong viscous except having at room temperature
Outside knotting strength, due to using at low temperature for a long time, it is desirable to can also stablize bonding, low temperature gluing used at present at low temperature
Agent mainly has epoxies and polyurethanes adhesive.The DW-3 of polyethers epoxy low temperature adhesive such as Shanghai synthetic resin research institute
With there is strong cementitiousness under DW-4 glue room temperature and low temperature, but structure lacks flexibility, and structure destruction is easy to happen in the presence of stress.
There is the adhesion strength of 9MPa at room temperature after mixing in patent CN10340834B using bisphenol A epoxide resin and nitrile rubber,
But the tensile shear strength at -60 DEG C only has 5MPa or so.Polyurethane modified epoxy tree is utilized in CN105001824B patent
Rouge can be with the low temperature of resistance to 20k, but is unable to improve the elasticity and fatigue durability of epoxy resin.The DW-1 of Shanghai synthetic resin research institute
Glue is prepared by the pure and mild isocyanates ester of polyether polyols, bonds well ability is all had under room temperature and low temperature, but lack
Elasticity and water resistance, while the operable time of the adhesive is short, is unfavorable for constructing.From the requirement of the actual application environment of LNG, glue
Glutinous agent needs longer working life, while can guarantee the adhesion strength in ultralow temperature to room temperature, is prepared for based on this ultralow
Warm adhesive can be applied to the metal or non-metallic bond of ultra-low temperature surroundings.
For this purpose, the present invention comes into being.
Summary of the invention
In view of upper, the present invention intends to provide a kind of adhesive that can be applied to ultra-low temperature surroundings adhesive property, it is
This:
Ultralow temperature adhesive provided by the invention, it is characterised in that: the adhesive includes two kinds of components of A and B；Wherein component
A is obtained by auxiliary material auxiliary agent is added after polyether polyols pure and mild polyisocyanates reaction, component B by the pure and mild small molecular alcohol of polyether polyols or
Amine is added auxiliary material auxiliary agent and obtains, and obtains the adhesive after component A and B mixing.
Preferably, wherein polyether polyol described in component A is the polytetramethylene ether that number-average molecular weight is 1000-5000
Or propylene oxide and ethylene oxide polyol, the mixture comprising two or more polyether polyol, preferably 3000 points
The polytetramethylene ether of son amount.
Preferably, wherein polyisocyanates described in component A is carbodiimide modified diphenylmethane diisocyanate, two
Methylenebis phenyl isocyanate, polymethylene multi-phenenyl isocyanate and toluene di-isocyanate(TDI) include two or more polyisocyanates
Cyanate ester compositions, preferably methyl diphenylene diisocyanate.
Preferably, wherein polyether polyol described in B component is the polytetramethylene ether that number-average molecular weight is 1000-5000
Or propylene oxide and ethylene oxide polyol, the mixture comprising two or more polyether polyol, preferably 3000 points
The polytetramethylene ether of son amount.
Preferably, wherein small molecular alcohol described in B component is ethylene glycol, 1,2-PD, glycerol, trimethylolpropane, Isosorbide-5-Nitrae
Butanediol, Isosorbide-5-Nitrae cyclohexanediol and diglycol, the mixture comprising one or more small molecular alcohols, preferably three hydroxyl first
Base propane.
Preferably, wherein amine described in B component be ethanol amine, diethyl toluene diamine, 3,5 dimethythiotoluene diamines, 3,3
Dichloro-4,4,4- diaminodiphenylmethane, the mixture comprising one or more amine, preferably 3,3- dichloro-4,4,4- diamino hexichol
Methane.
Preferably, wherein the auxiliary material auxiliary agent is one in defoaming agent, wetting agent, antioxidant, coupling agent and deicer
Kind is several.
Preferably, wherein the defoaming agent be organopolysiloxane antifoam agent DF-530, BYK-080 and DF-834, it is excellent
It is selected as BYK-080, dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the wetting agent is BYK ANTI-TERRA-204, and dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the antioxidant is 2,6 di-t-butyl 4- methylphenols, and dosage is the 1- for accounting for component A or B gross mass
5%；
Wherein the coupling agent is KH-550, and dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the deicer is powdered 5A molecular sieve, and dosage is the 1-10% for accounting for component A or B gross mass.
The preparation method of this adhesive specifically includes the preparation process of two component of A and B:
Component A: being heated to 90 DEG C~130 DEG C for 25 to 35 parts of polyether polyol, and 15 are then added under nitrogen protection and arrives
25 parts of polyisocyanates, performed polymer component A, component is prepared in addition auxiliary material auxiliary agent after 2~4h is reacted at 90 DEG C~130 DEG C
A isocyanate content can be analyzed by toluene-di-n-butylamine method.
Component B: 25~35 parts of polyether polyol, 1~2 part of small molecular alcohol or amine and auxiliary material auxiliary agent are mixed at 25 DEG C
To component B.
Component A and component B ratio 1:1 to 3:1 by weight are uniformly mixed and obtain a kind of ultralow temperature adhesive.It is logical
Adhesive property can be tested after crossing gluing construction stability bonding, is heated within heating 4 hours or 100 DEG C within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized within 2 hours.
Polyether polyol is more for the polytetramethylene ether of number-average molecular weight 1000~5000, polypropylene oxide in component A
First alcohol or polyoxyethylated polyols can be the mixture of a variety of polyether polyol.
Polyisocyanates is that carbodiimide modified diphenylmethane diisocyanate, diphenyl methane two are different in component A
Cyanate, polymethylene multi-phenenyl isocyanate and toluene di-isocyanate(TDI) include one or more polyisocyanate mixtures.
Polyether polyol is more for the polytetramethylene ether of number-average molecular weight 1000~5000, polypropylene oxide in component B
First alcohol or polyoxyethylated polyols, the mixture comprising one or more polyether polyol.
Small molecular alcohol described in component B be ethylene glycol, 1,2-PD, glycerol, trimethylolpropane, 1,4-butanediol, 1,
4- cyclohexanediol and diglycol, the mixture comprising one or more small molecular alcohols.
Amine described in component B is ethanol amine, diethyl toluene diamine, 3,5 dimethythiotoluene diamines, 3,3 dichloro-4,4s, 4- bis-
Diaminodiphenylmethane, the mixture comprising one or more amine, preferably 3,3- dichloro-4,4,4- diaminodiphenylmethane.
Component B can be polyether polyol, the mixture of small molecule alkohol and amine.Wherein polyether polyol is necessary, can
Small molecular alcohol or amine is used alone, small molecule alkohol and amine can be used in mixed way.
Auxiliary material auxiliary agent in component A and B is the additive for promoting adhesive bonding, includes coupling agent, defoaming agent, wetting
Agent, antioxidant and deicer.Various additives are market frequent species, wherein the auxiliary material defoaming agent is organopolysiloxane
Antifoam agent DF-530, BYK-080 and DF-834.Auxiliary material wetting agent is BYK ANTI-TERRA-204.Antioxidant is 2,6 2
Tert-butyl 4- methylphenol.Coupling agent is KH-550.Deicer is powdered 5A molecular sieve.Various auxiliary agent supplementary product consumptions are to account for group
Divide the 1-10% of A or B gross mass.
The invention has the benefit that
This adhesive can be used for bonding various metals and nonmetallic materials, can work at -269 DEG C to+60 DEG C.Pass through choosing
The working life of the adhesive product can be grasped by selecting suitable polyether polyol system, isocyanates type and preparation method realization
Make the control of time and ultra-low temperature surroundings adhesive property.The adhesive has small greater than 1 according to GB/T 7123.1-2002 test
When working life, which tests in -269 DEG C to+60 DEG C temperature ranges according to GB/T7124-2008 with being greater than
The tensile shear strength of 10MPa.
Specific embodiment
Illustrate embodiments of the present invention below by way of specific specific example, those skilled in the art can be by this specification
Other advantages and efficacy of the present invention can be easily understood for disclosed content.The present invention can also pass through in addition different specific realities
The mode of applying is embodied or practiced, the various details in this specification can also based on different viewpoints and application, without departing from
Various modifications or alterations are carried out under spirit of the invention.
Embodiment 1:
The preparation of component A: vacuum nitrogen gas three is carried out to the 1000mL three-necked flask with mechanical stirring and thermometer
It is secondary, the polyether polyol 200.00g that number-average molecular weight is 3000 is added, the polyether polyol that number-average molecular weight is 1000 is added
120.00g is heated to 100 DEG C after opening stirring, and 200.00g methyl diphenylene diisocyanate is added, and it is small that 4 are reacted at 100 DEG C
When, 10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant and 10.00g deicer is added, after stirring 0.5 hour
Coolant seal saves.
The preparation of component B: be added in churned mechanically 1000mL three-necked flask number-average molecular weight be 3000 it is poly-
Ethoxylated polyhydric alcohol 360.00g, polyether polyol 185.00g, the Isosorbide-5-Nitrae butanediol 20.00g that number-average molecular weight is 1000 are added
10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant, 10.00g deicer and 10.00g coupling agent, are stirred at room temperature
Coolant seal saves after mixing 0.5 hour.
Equivalent component A and component B is taken to obtain the adhesive after mixing before use, after adhesive mixing at room temperature
Start to react, gluing can be carried out within working life, room temperature curing may be selected or be heating and curing, adds within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized for 2 hours in heat heating in 4 hours or 100 DEG C, and stablizing bonding can be tested for the property later.
Embodiment 2:
The preparation of component A: vacuum nitrogen gas three is carried out to the 1000mL three-necked flask with mechanical stirring and thermometer
It is secondary, the polyether polyol 200.00g that number-average molecular weight is 2000 is added, the polyether polyol that number-average molecular weight is 1000 is added
120.00g is heated to 100 DEG C after opening stirring, and 200.00g methyl diphenylene diisocyanate is added, and it is small that 4 are reacted at 100 DEG C
When, 10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant and 10.00g deicer is added, after stirring 0.5 hour
Coolant seal saves.
The preparation of component B: be added in churned mechanically 1000mL three-necked flask number-average molecular weight be 2000 it is poly-
Ethoxylated polyhydric alcohol 360.00g, polyether polyol 185.00g, the trimethylolpropane 20.00g that number-average molecular weight is 1000 are added
10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant, 10.00g deicer and 10.00g coupling agent, are stirred at room temperature
Coolant seal saves after mixing 0.5 hour.
Equivalent component A and component B is taken to obtain the adhesive after mixing before use, after adhesive mixing at room temperature
Start to react, gluing can be carried out within working life, room temperature curing may be selected or be heating and curing, adds within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized for 2 hours in heat heating in 4 hours or 100 DEG C, and stablizing bonding can be tested for the property later.
Embodiment 3:
The preparation of component A: vacuum nitrogen gas three is carried out to the 1000mL three-necked flask with mechanical stirring and thermometer
It is secondary, the polyether polyol 200.00g that number-average molecular weight is 2000 is added, the polyether polyol that number-average molecular weight is 1000 is added
120.00g is heated to 100 DEG C after opening stirring, and 220.00g polymethylene multi-phenenyl isocyanate is added, reacts 4 at 100 DEG C
Hour, 10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant and 10.00g deicer is added, stirs 0.5 hour
Coolant seal saves afterwards.
The preparation of component B: be added in churned mechanically 1000mL three-necked flask number-average molecular weight be 2000 it is poly-
Ethoxylated polyhydric alcohol 360.00g, polyether polyol 185.00g, the trimethylolpropane 20.00g that number-average molecular weight is 1000 are added
10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant, 10.00g deicer and 10.00g coupling agent, are stirred at room temperature
Coolant seal saves after mixing 0.5 hour.
Equivalent component A and component B is taken to obtain the adhesive after mixing before use, after adhesive mixing at room temperature
Start to react, gluing can be carried out within working life, room temperature curing may be selected or be heating and curing, adds within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized for 2 hours in heat heating in 4 hours or 100 DEG C, and stablizing bonding can be tested for the property later.
Embodiment 4:
The preparation of component A: vacuum nitrogen gas three is carried out to the 1000mL three-necked flask with mechanical stirring and thermometer
It is secondary, the polyether polyol 200.00g that number-average molecular weight is 3000 is added, the polyether polyol that number-average molecular weight is 1000 is added
120.00g is heated to 100 DEG C after opening stirring, and 100.00g methyl diphenylene diisocyanate, 70.00g toluene diisocyanate is added
Acid esters reacts 4 hours at 100 DEG C, and 10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant and 10.00g is added
Deicer, coolant seal saves after stirring 0.5 hour.
The preparation of component B: be added in churned mechanically 1000mL three-necked flask number-average molecular weight be 3000 it is poly-
Ethoxylated polyhydric alcohol 360.00g, the polyether polyol 185.00g that number-average molecular weight is 1000,3,3 dichloro-4,4s, 4- diaminodiphenylmethane
10.00g defoaming agent, 10.00g wetting agent, 10.00g antioxidant, 10.00g deicer and 10.00g silane is added in 30.00g
Coupling agent, coolant seal saves after stirring 0.5 hour at room temperature.
Equivalent component A and component B is taken to obtain the adhesive after mixing before use, after adhesive mixing at room temperature
Start to react, gluing can be carried out within working life, room temperature curing may be selected or be heating and curing, adds within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized for 2 hours in heat heating in 4 hours or 100 DEG C, and stablizing bonding can be tested for the property later.
Embodiment 5:
The preparation of component A: vacuum nitrogen gas three is carried out to the 1000mL three-necked flask with mechanical stirring and thermometer
It is secondary, the polyether polyol 100.00g that number-average molecular weight is 2000 is added, the polyether polyol that number-average molecular weight is 3000 is added
100.00g is added after the polyether polyol 120.00g that number-average molecular weight is 1000 opens stirring and is heated to 100 DEG C, is added
200.00g methyl diphenylene diisocyanate reacts 4 hours at 100 DEG C, be added 10.00g defoaming agent, 10.00g wetting agent,
10.00g antioxidant and 10.00g deicer, coolant seal saves after stirring 0.5 hour.
The preparation of component B: be added in churned mechanically 1000mL three-necked flask number-average molecular weight be 3000 it is poly-
Ethoxylated polyhydric alcohol 180.00g, is added the polyether polyol 180.00g that number-average molecular weight is 2000, number-average molecular weight be 1000 it is poly-
Ethoxylated polyhydric alcohol 185.00g, Isosorbide-5-Nitrae butanediol, 10.00g, 3,3 dichloro-4,4s, 4- diaminodiphenylmethane 15.00g are added 10.00g and disappear
Infusion, 10.00g wetting agent, 10.00g antioxidant, 10.00g deicer and 10.00g coupling agent stir 0.5 hour at room temperature
Coolant seal saves afterwards.
Equivalent component A and component B is taken to obtain the adhesive after mixing before use, after adhesive mixing at room temperature
Start to react, gluing can be carried out within working life, room temperature curing may be selected or be heating and curing, adds within 7 days or more at room temperature, 60 DEG C
Stable bonding can be realized for 2 hours in heat heating in 4 hours or 100 DEG C, and stablizing bonding can be tested for the property later.
Test result is as follows for above embodiments
Above-described embodiment test result explanation, cryogenic adhesive prepared by the present invention have excellent under room temperature and ultralow temperature
Different cementability.
Those skilled in the art can make a variety of variations to the present invention according to the above description.Thus, it is not violating
Under the premise of claim objective of the invention, certain details in embodiment should not constitute limitation of the invention, the present invention
It will be using the range that the appended claims define as protection scope.
Claims (10)
1. a kind of ultralow temperature adhesive, it is characterised in that: the adhesive includes two kinds of components of A and B；Wherein component A is more by polyethers
Auxiliary material auxiliary agent is added after the pure and mild polyisocyanates reaction of member to obtain, component B is added auxiliary by the pure and mild small molecular alcohol of polyether polyols or amine
Material auxiliary agent obtains, and obtains the adhesive after component A and B mixing.
2. the ultralow temperature adhesive of claim 1, it is 1000-5000 that wherein polyether polyol described in component A, which is number-average molecular weight,
Polytetramethylene ether or propylene oxide and ethylene oxide polyol, the mixing comprising two or more polyether polyol
Object, the preferably polytetramethylene ether of 3000 molecular weight.
3. the ultralow temperature adhesive of claim 2, wherein polyisocyanates described in component A is Carbodiimide-Modified diphenylmethyl
Alkane diisocyanate, methyl diphenylene diisocyanate, polymethylene multi-phenenyl isocyanate and toluene di-isocyanate(TDI) include
Two or more polyisocyanate mixtures, preferably methyl diphenylene diisocyanate.
4. the method for claim 1 wherein polyether polyol described in B component is the tetrahydro furan that number-average molecular weight is 1000-5000
It mutters equal polyethers or propylene oxide and ethylene oxide polyol, the mixture comprising two or more polyether polyol, preferably
For the polytetramethylene ether of 3000 molecular weight.
5. the method for claim 1 wherein small molecular alcohol described in B component is ethylene glycol, 1,2-PD, glycerol, trihydroxy methyl
Propane, Isosorbide-5-Nitrae butanediol, Isosorbide-5-Nitrae cyclohexanediol and diglycol, the mixture comprising one or more small molecular alcohols, preferably
For trimethylolpropane.
6. the method for claim 1 wherein amine described in B component is ethanol amine, diethyl toluene diamine, 3,5 dimethyl sulphur-based toluene
Diamines, 3,3 dichloro-4,4s, 4- diaminodiphenylmethane, the mixture comprising one or more amine, preferably 3,3- dichloro-4,4,4- bis-
Diaminodiphenylmethane.
7. the ultralow temperature adhesive of claim 1, wherein the auxiliary material auxiliary agent is defoaming agent, wetting agent, antioxidant, coupling agent
One or more of with deicer.
8. a kind of preparation method of ultralow temperature adhesive, which comprises the following steps:
Preparation component A: being heated to 90 DEG C~130 DEG C for 25 to 35 parts of polyether polyol, and 15 to 25 parts of polyisocyanic acid are then added
The performed polymer that A is prepared in auxiliary material auxiliary agent is added in ester after reacting 2~4 hours at 90 DEG C~130 DEG C；
Preparation component B: 25~35 parts of polyether polyol, 1~2 part of small molecular alcohol or amine and auxiliary material auxiliary agent are mixed into system at 25 DEG C
?；
The performed polymer and component B of A is mixed.
9. method as claimed in claim 8, which is characterized in that component A and component B ratio 1:1 to 3:1 by weight are uniformly mixed
It obtains ultra-low temperature glue and sticks agent.
10. method as claimed in claim 8, which is characterized in that wherein the auxiliary material auxiliary agent be defoaming agent, wetting agent, antioxidant,
One or more of coupling agent and deicer；Further,
Wherein the defoaming agent be organopolysiloxane antifoam agent DF-530, BYK-080 and DF-834, preferably BYK-080,
Dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the wetting agent is BYK ANTI-TERRA-204, and dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the antioxidant is 2,6 di-t-butyl 4- methylphenols, and dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the coupling agent is KH-550, and dosage is the 1-5% for accounting for component A or B gross mass；
Wherein the deicer is powdered 5A molecular sieve, and dosage is the 1-10% for accounting for component A or B gross mass.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811580209.4A CN109852325A (en) | 2018-12-24 | 2018-12-24 | A kind of ultralow temperature adhesive and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201811580209.4A CN109852325A (en) | 2018-12-24 | 2018-12-24 | A kind of ultralow temperature adhesive and preparation method thereof |
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| CN201811580209.4A Pending CN109852325A (en) | 2018-12-24 | 2018-12-24 | A kind of ultralow temperature adhesive and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111334241A (en) * | 2020-03-17 | 2020-06-26 | 北京华腾新材料股份有限公司 | Ultralow-temperature-resistant two-component polyurethane adhesive and preparation method thereof |
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| CN102942894A (en) * | 2012-11-29 | 2013-02-27 | 宜兴市江南药用化工厂 | Double-component low-hardness flame-retardant polyurethane potting adhesive and preparation method thereof |
| CN105524588A (en) * | 2016-01-21 | 2016-04-27 | 巨化集团技术中心 | Solvent-free composite binding agent for solar back board and preparation method thereof |
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| US5723534A (en) * | 1996-10-11 | 1998-03-03 | Polyfoam Products, Inc. | Two part polyurethane-based adhesive system |
| CN102942894A (en) * | 2012-11-29 | 2013-02-27 | 宜兴市江南药用化工厂 | Double-component low-hardness flame-retardant polyurethane potting adhesive and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111334241A (en) * | 2020-03-17 | 2020-06-26 | 北京华腾新材料股份有限公司 | Ultralow-temperature-resistant two-component polyurethane adhesive and preparation method thereof |
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Application publication date: 20190607 |