CN106497493A - One-component solvent-free type polyurethane adhesive and its preparation method and application - Google Patents
One-component solvent-free type polyurethane adhesive and its preparation method and application Download PDFInfo
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- CN106497493A CN106497493A CN201610872922.0A CN201610872922A CN106497493A CN 106497493 A CN106497493 A CN 106497493A CN 201610872922 A CN201610872922 A CN 201610872922A CN 106497493 A CN106497493 A CN 106497493A
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- CN
- China
- Prior art keywords
- free type
- component solvent
- polyurethane adhesive
- type polyurethane
- acid
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Classifications
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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
- C09J175/08—Polyurethanes from polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/32—Phosphorus-containing compounds
- C08K2003/329—Phosphorus containing acids
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The present invention relates to technical field of polyurethane adhesive, and in particular to a kind of one-component solvent-free type polyurethane adhesive and its preparation method and application.The one-component solvent-free type polyurethane adhesive is made up of isocyanate-terminated base polyurethane prepolymer for use as and phosphoric acid., for paper and plastic sheeting and aluminium foil etc. are with good bonding force, preparation method is simple, pollution-free during application, easy to apply, cost-effective for the adhesive, can be widely used for paper/modeling, in paper/aluminum composite membrane packaging material.
Description
Technical field
The present invention relates to technical field of polyurethane adhesive, and in particular to a kind of one-component solvent-free type polyurethane adhesive
And its preparation method and application.
Background technology
At present, packaging for foodstuff great majority are but the matter of plastic sheeting with based on the good plastic film packaging of plasticity
Ground is soft, and for the food of some more crisp not to be stowed under heavy cargos does not have protective effect, and well-pressed degree is poor.Paper/modeling, paper/aluminium are multiple
Film being closed, with good printing, barrier and deflection, being widely used in packaging material, guarantor well is played to content
Shield is acted on.In addition, the aspects such as hard-cover books, decorative building material are also extensively used for, make printed matter surface more smooth light
Bright, it is rich in third dimension, while also acting as anti-moisture and soil-repellent, false proof, folding, the effect such as wear-resisting.
In paper/modeling, the complex method of paper/constructed of aluminium, solvent-free compound and extrusion is compound to have obvious environment-friendly advantage,
And traditional dry laminating can only be paper gluing, as paper has very strong absorbability, after gluing, solvent is inhaled in a large number
It is attached to inside paper, it is difficult to volatilize, causes dissolvent residual, and coating weight is larger.Extrusion is compound, though no solvent residue, multiple
The compound fastness for closing film is relatively low, and the shelf-life of packaging composite film and the performance such as pressure do not reach requirement.Therefore, solvent-free compound
It is more suitable for this structure.
Solventless adhesive in solvent-free combination process is divided into one-component and double-component.The viscosity of two component is relatively low,
Be more easy to be absorbed and surface starved occurred by the pore of paper surface after compound, and the moisture in paper can consume therein solid
Agent, is one of factor that generation glue-line is not done.Single-component glue carries out crosslinking curing using moisture, and the moisture in paper is exactly
The curing reaction medium of one-component solvent-free glue, and the molecular weight of single-component glue is larger, and the viscosity after coating cooling is also larger,
It is difficult by paper taken in excess relative to double component solvent-free glue and starved phenomenon occurs, it is adaptable to paper/modeling, paper/constructed of aluminium
Solvent-free compound.
For example, CN105440976A discloses a kind of single-component solvent-free sealant, and which includes synthetic rubber, epoxy
Resin, latent curing agent, plasticizer, reactive diluent, thixotropic agent, reinforced filling, inorganic filler, pigment.Due to its composition
Numerous, therefore preparation method is also relatively complicated, has larger cost payout from raw material and preparation, and the product for obtaining
Performance (the such as transparency, tack, adhesion strength etc.) is also not fully up to expectations.Especially, the adhesive is entered as fluid sealant
Exercise and use, the application in paper/modeling, during paper/aluminium is compound is restricted.
Content of the invention
The present invention provides a kind of one-component solvent-free type polyurethane adhesive, and which is by isocyanate-terminated polyurethane prepolymer
Body and phosphoric acid composition.
The present invention also provides a kind of preparation method of above-mentioned one-component solvent-free type polyurethane adhesive, including following step
Suddenly：
1) synthesis of PEPA：Raw material acid and alcohol are warming up to target temperature 180-250 in stirred under nitrogen atmosphere
DEG C, it is incubated to acid number≤30mg KOH/g；Then proceed to be incubated, close nitrogen, reduce system vacuum, treat acid number<2mg
After KOH/g, PEPA is obtained final product；
2) preparation of adhesive：By step 1) PEPA for preparing and PPG be well mixed, add different
Cyanate, control temperature between 70-100 DEG C, to reacting completely, add phosphoric acid, stir, obtain final product.
The one-component solvent-free type polyurethane adhesive of the present invention, composition are simple, are easy to produce, with good bonding
Power, can be widely used for paper/modeling, paper/aluminium compound in.
Specific embodiment
Below by way of specific embodiment, the present invention is described in detail.% therein, unless otherwise noted, is
Weight %.Term " by ... constitute " refer in addition to the composition for referring to, no longer contain other compositions.If no special instructions, then institute
There is operation to implement in room temperature, normal pressure.
The one-component solvent-free type polyurethane adhesive of the present invention, by isocyanate-terminated base polyurethane prepolymer for use as and conduct
Phosphoric acid (the H of inhibitor3PO4) composition.Inhibitor herein is to reduce reactivity, improve the storage stability of adhesive
With disk life-span when using.
In a preferred embodiment, the amount of the phosphoric acid is one-component solvent-free type polyurethane adhesive gross weight
0.0005%-0.05%.
In a preferred embodiment, the isocyanate-terminated base polyurethane prepolymer for use as is PPG, gathers
Ester polyol and isocyanates are formed by chain extending reaction.
In a further preferred embodiment, the PPG draws for ethylene glycol, diethylene glycol and DPG
Hydroxy-end capped low polymer of the number-average molecular weight that sends out for 400-4000, main chain contain ehter bond-R-O-R-, and wherein R is alkyl,
Such as alkyl.
In a further preferred embodiment, the PEPA is adipic acid, M-phthalic acid, terephthaldehyde
Acid, one or more in phthalic anhydride, with ethylene glycol, diethylene glycol, triethylene glycol, neopentyl glycol, trimethylolpropane, 1,6- oneself
Glycol, isoprene, 2- methyl isophthalic acids, ammediol, BDO, 3- methyl isophthalic acids, one or more in 5- pentanediols lead to
Cross the hydroxy-end capped oligomer of the number-average molecular weight for 500-2000 of macromolecule polycondensation reaction synthesis.
In a preferred embodiment, the moisture of the PPG and PEPA is respectively less than
500ppm (is based respectively on PPG and PEPA meter).
In a preferred embodiment, the isocyanates is methyl diphenylene diisocyanate and/or toluene two
Isocyanates.
In a preferred embodiment, the viscosity of the isocyanate-terminated base polyurethane prepolymer for use as at 100 DEG C is
500-2000mPa·s.
In a preferred embodiment, in the isocyanate-terminated base polyurethane prepolymer for use as, NCO
(NCO-) content is the 2%-10% of the isocyanate-terminated base polyurethane prepolymer for use as gross weight.
The preparation method of one-component solvent-free type polyurethane adhesive of the present invention, comprises the following steps：
1) synthesis of PEPA：Raw material acid and alcohol are warming up to target temperature 180-250 in stirred under nitrogen atmosphere
DEG C, it is incubated to acid number≤30mg KOH/g；Then proceed to be incubated, close nitrogen, reduce system vacuum, treat acid number<2mg
After KOH/g, obtain final product；
2) preparation of adhesive：By step 1) PEPA for preparing and PPG be well mixed, add different
Cyanate, control temperature is between 70-100 DEG C to reaction completely (usually, by double measure NCO content (between general
Every half an hour), NCO content value is basically unchanged, then judge reaction completely), phosphoric acid is added, is stirred, obtained final product.
In a preferred embodiment, it is respectively less than PPG and the moisture of PEPA
500ppm.When exceeding, conventional method removing moisture can be taken.
The present invention also provides described one-component solvent-free type polyurethane adhesive answering in paper/modeling, paper/aluminium are compound
With.
As a kind of preferred, there is provided a kind of application process of the one-component solvent-free type polyurethane adhesive, which includes
Following characteristics：
1) during gluing, metering roll temperature is set as 50-90 DEG C, moves rubber roll temperature and is set as 60-85 DEG C, and gluing roll temperature sets
It is set to 70-90 DEG C, pressing roll temperature is set as 20-60 DEG C；
2) compound tense, the temperature control of adhesive is at 50-100 DEG C；Not lower than 10 DEG C, preferably 20 DEG C -35 of environment temperature
℃；Relative humidity is not lower than 40%, preferably 45%-80%；
3) spread is controlled in 1-8g/m2.
The one-component solvent-free type polyurethane adhesive that the present invention is provided is had with plastic sheeting and aluminium foil etc. for paper
There is good bonding force, preparation method is simple, pollution-free during application, easy to apply, cost-effective.
In order that the objects, technical solutions and advantages of the present invention become more apparent, hereafter the present invention is entered with embodiment
The further exemplary illustration of row.It should be appreciated that specific embodiment described herein is not used to limit only in order to explain the present invention
The fixed present invention.
Embodiment
Method of testing according to the present invention：
1) number-average molecular weight：Tested according to GB/T 21863-2008；
2) viscosity：Tested according to GB/T 2794-2013 standards (rotation viscometer method)；
3) NCO (NCO-) content：Tested according to HG/T 2409-1992；
4) acid number：According to HG/T 2708-1995 standard testings；
5) hydroxyl value：According to HG/T 2709-1995 standard testings；
6) colourity：According to GB/T 605-2006 standard testings；
7) water content：According to GB/T 6283-2008 standard testings；
8) peel strength test：According to GB/T 8808-1988 standard testings；
Primary raw material according to the present invention：PEPA synthesizes as follows, and PPG (PPG1000) is purchased from
Shandong Lanxing Dongda Chemical Co., Ltd, remaining raw material are the available industrial chemicals of conventional commercial.
Embodiment 1
First by the PEPA that following synthesis is special：Adipic acid in mass ratio:Terephthalic acid (TPA):Diethylene glycol:Newly
Pentanediol=50%:5%:30%:15% is mixed, and obtains acid number for 0.4mg KOH/g by polycondensation reaction, and hydroxyl value is
140mg KOH/g, moisture are 320ppm, and colourity is 25 PEPA.Then synthesize the poly- ammonia of one-component solvent-free type
Ester gum stick：PEPA in mass ratio:PPG (PPG1000):4,4 '-methyl diphenylene diisocyanate=
40%:30%:30% is mixed, and controls temperature and reacts 2 hours for 80 DEG C, is cooled to 60 DEG C, adds the stirring of 50ppm phosphoric acid
0.5 hour, discharging vacuumized sealing preserve.The adhesive of acquisition is water white thick liquid.
Paper/modeling (OPP) is combined：Injection glue groove after will be heated for the one-component solvent-free type polyurethane adhesive that obtains of synthesis
In, metering roll temperature is set as 85 DEG C, it is 85 DEG C to move rubber roll temperature, and gluing roll temperature is 80 DEG C, and pressing roll temperature is 50 DEG C；Ring
Border temperature control is 28 DEG C, and humid control is 50%, and paper gluing, spread are 3.5g/m2；Cure under the conditions of 40 DEG C after compound
24 hours, complete to be combined.Stripped strength test, shows good tack and adhesion strength.After being fully cured, during stripping,
Paper fiber is transferred on OPP.
Embodiment 2
First by the PEPA that following synthesis is special：Adipic acid in mass ratio:M-phthalic acid:Diethylene glycol:2-
Methyl-1,3-propanediol=50%:5%:30%:15% is mixed, and obtains acid number for 0.6mg KOH/ by polycondensation reaction
G, hydroxyl value are 112mg KOH/g, and moisture is 280ppm, and colourity is 30 PEPA.Then synthesis one-component is without molten
Formulation polyurethane adhesive：PEPA in mass ratio:PPG (PPG1000):Two isocyanide of 2,4- diphenyl methanes
Acid esters=35%:35%:30% is mixed, and controls temperature and reacts 2 hours for 80 DEG C, be cooled to 60 DEG C, adds 80ppm phosphoric acid
Stirring 1 hour, discharging, vacuumizes sealing preserve.The adhesive of acquisition is water white thick liquid.
Paper/aluminium is combined：After will be heated for the one-component solvent-free type polyurethane adhesive that obtains of synthesis in injection glue groove, if
Devise a stratagem amount roll temperature is 85 DEG C, and it is 80 DEG C to move rubber roll temperature, and gluing roll temperature is 75 DEG C, and pressing roll temperature is 50 DEG C；Environment temperature
Degree is controlled to 28 DEG C, and humid control is 45%, and the gluing of aluminium face, spread are 2.5g/m2；Under the conditions of 40 DEG C after compound, curing 24 is little
When, complete to be combined.Stripped strength test, shows good tack and adhesion strength.After being fully cured, during stripping, paper is fine
Dimension is transferred on aluminium.
Claims (10)
1. a kind of one-component solvent-free type polyurethane adhesive, it is characterised in that by isocyanate-terminated base polyurethane prepolymer for use as
Constitute with phosphoric acid.
2. one-component solvent-free type polyurethane adhesive according to claim 1, it is characterised in that the amount of the phosphoric acid is
The 0.0005%-0.05% of one-component solvent-free type polyurethane adhesive gross weight.
3. one-component solvent-free type polyurethane adhesive according to claim 1, it is characterised in that the isocyanates envelope
The base polyurethane prepolymer for use as at end is formed by chain extending reaction for PPG, PEPA and isocyanates.
4. one-component solvent-free type polyurethane adhesive according to claim 3, it is characterised in that the PPG
For the hydroxy-end capped low polymer that the number-average molecular weight that ethylene glycol, diethylene glycol and DPG cause is 400-4000, master
Chain contains ehter bond.
5. one-component solvent-free type polyurethane adhesive according to claim 3, it is characterised in that the PEPA
For one or more in adipic acid, M-phthalic acid, terephthalic acid (TPA), phthalic anhydride, with ethylene glycol, diethylene glycol, triethylene glycol,
Neopentyl glycol, trimethylolpropane, 1,6-HD, isoprene, 2- methyl-1,3-propanediols, 1,4- butanediols, 3- first
One or more in base -1,5-PD, hydroxyl of the number-average molecular weight synthesized by macromolecule polycondensation reaction for 500-2000
The oligomer of base end-blocking.
6. one-component solvent-free type polyurethane adhesive according to claim 3, it is characterised in that the isocyanates is
Methyl diphenylene diisocyanate and/or toluene di-isocyanate(TDI).
7. the one-component solvent-free type polyurethane adhesive according to any one of claim 1 to 6, it is characterised in that described
The viscosity of isocyanate-terminated base polyurethane prepolymer for use as is 500-2000mPa s at 100 DEG C.
8. the one-component solvent-free type polyurethane adhesive according to any one of claim 1 to 6, it is characterised in that described
In isocyanate-terminated base polyurethane prepolymer for use as, the content of NCO is the isocyanate-terminated base polyurethane prepolymer for use as
The 2%-10% of gross weight.
9. the preparation method of the one-component solvent-free type polyurethane adhesive described in any one of claim 1-8, including following step
Suddenly：
1) synthesis of PEPA：Raw material acid and alcohol are warming up to 180-250 DEG C of target temperature in stirred under nitrogen atmosphere, are protected
Temperature is to acid number≤30mg KOH/g；Then proceed to be incubated, close nitrogen, reduce system vacuum, treat acid number<After 2mg KOH/g,
Obtain final product；
2) preparation of adhesive：By step 1) PEPA for preparing and PPG be well mixed, and adds isocyanic acid
Ester, control temperature between 70-100 DEG C, to reacting completely, add phosphoric acid, stir, obtain final product.
10. the one-component solvent-free type polyurethane adhesive described in any one of claim 1-8 is in paper/modeling, paper/aluminium are compound
Application.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610872922.0A CN106497493A (en) | 2016-09-29 | 2016-09-29 | One-component solvent-free type polyurethane adhesive and its preparation method and application |
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| CN201610872922.0A CN106497493A (en) | 2016-09-29 | 2016-09-29 | One-component solvent-free type polyurethane adhesive and its preparation method and application |
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Cited By (2)
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| CN109651998A (en) * | 2018-11-01 | 2019-04-19 | 襄阳精信汇明科技股份有限公司 | A kind of low viscosity single-component solvent-free polyurethane adhesive and its preparation method and application |
| CN110776627A (en) * | 2019-10-25 | 2020-02-11 | 湖北回天新材料(宜城)有限公司 | Polyester polyol for solvent-free adhesive and preparation method and application thereof |
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