CN1316479A - Dual-component polyurethane adhesive and its preparing process - Google Patents
Dual-component polyurethane adhesive and its preparing process Download PDFInfo
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- CN1316479A CN1316479A CN 00103599 CN00103599A CN1316479A CN 1316479 A CN1316479 A CN 1316479A CN 00103599 CN00103599 CN 00103599 CN 00103599 A CN00103599 A CN 00103599A CN 1316479 A CN1316479 A CN 1316479A
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Abstract
A dual-component polyurethane adhesive for the packing material of food contains the polyhydroxy compound prepared from polyesterol, modified epoxy resin and reinforcing agent, and the prepolymer of isocyanate as solidifying agent prepared from TDI and mixture of polyol and binary alcohol. Its advantages include high refractory nature, high anti-stripping and thermosealing strength, and no toxin.
Description
The invention belongs to polyurethane adhesive, or rather, is a kind of compound package material that comprises food, medicine that is applicable to, is specially adapted to two component solvent-based adhesives of the high pressure pad matrix material of food and preparation method thereof.
High temperature steaming is meant under 121～135 ℃ of high temperature and 0.18～0.40Mpa vapor pressure, the germ-resistant food processing technology of heating and pressurizing.The food bag of high-temperature boiling resistant is commonly called as high-temperature retort bag.Flexible packaging foods etc. all require to kill whole bacteriums, long preservative period, usually all pathogenic bacterium all can kill under 85 ℃ temperature, but wherein the Clostridium botulinum of hazardness maximum and pityrosporion ovale in 135 ℃, just can kill more than 10 minutes, also want anti-135 ℃ so require to make the laminated film tackiness agent.Although and common polyurethane binder has many advantages, be specially adapted to the laminated film tackiness agent, its shortcoming is exactly facile hydrolysis under high temperature, high humidity and reduces bond strength, and therefore, the high-temperature boiling resistant that how to improve polyurethane binder is just very important.
At present, the required boiling glue of high-temperature retort bag costs an arm and a leg, part tackiness agent does not reach this performance index, produce also extremely unstable, these products mainly show behind high temperature steaming immediately or in the short period earlier the edge from bag the film layering appears, cause the layering of full bag gradually, thereby cause content rotten.
The object of the present invention is to provide a kind of polyurethane binder that is specially adapted to the composite soft packaging material that high-temperature retort bag uses.
Main technical schemes of the present invention: with the polyol that makes is that host and isocyanate prepolymer are solidifying agent, and it is promptly obtained required dual-component polyurethane adhesive after with the certain proportion mixing.
The concrete composition of polyurethane adhesive of the present invention:
Host is polyol, and solidifying agent is an isocyanate prepolymer, and the weight ratio of host and solidifying agent is 100: 7～10.
Host composition of the present invention and content:
Polyesterols 10～70%, modified epoxy 2～50%, toughener 0.1～10%, solvent 10～85%.Above percentage number average is 100 in host composition weight sum.
Described polyesterols is the polyesterols that is got hydroxyl value 5～70 by polyprotonic acid (or ester) and polyvalent alcohol by the vacuum fusion legal system, according to desired hydroxyl value, definite acid (sees that Lee lacks hero and compiles with the ratio of alcohol, " polyurethane adhesive ", Chemical Industry Press, P75 in 1998), concrete preparation process: earlier polyprotonic acid is dropped into reactor, add polyvalent alcohol then, heat temperature raising starts agitator after the reaction mass fusion, adds proper catalyst, feed helium, temperature in the kettle reaches and begins the first alcohol and water about 150 ℃; 100～102 ℃ of fractionation tower temperatures of control, temperature in the kettle keep 220～250 ℃ and reach 3～10 hours, gone out the first alcohol and water after, stop helium injection gas, began to vacuumize 1 hour, vacuum tightness is 0.05Mpa, 220～230 ℃ of maintenance temperature; Reacted 3～8 hours, and be cooled to 80 ℃; Stop to vacuumize, add solvent, stirring and dissolving 1 hour; Reduce to 40 ℃ with bottom discharge, described catalyzer is tetrabutyl titanate or antimony acetate, and add-on is 100～300ppm of total throwing amount; In the polycondensation process, the consumption of the amount ratio polyprotonic acid of polyvalent alcohol high by 1～25% (molar percentage).Described polyprotonic acid (or ester) comprises hexanodioic acid, nonane diacid, sebacic acid, sebacic anhydride, Succinic Acid, m-phthalic acid, terephthalic acid, dimethyl terephthalate (DMT), maleic acid, Tetra hydro Phthalic anhydride or its two or more mixture, and the best is hexanodioic acid, sebacic acid, m-phthalic acid, dimethyl terephthalate (DMT), terephthalic acid or its two or more mixtures.Described polyvalent alcohol comprises oxalic acid, 1,2-propylene glycol, 1,4-butyleneglycol, 1,6-hexylene glycol, neopentyl glycol, glycol ether, dipropylene glycol, trihydroxy-propane, methyl propanediol, 1,2,6 one hexanetriols, glycerine, tetramethylolmethane, dihydroxyphenyl propane or its two or more mixture, the best is hexylene glycol, glycol ether, neopentyl glycol and 1,4-butyleneglycol or its two or more mixtures.
Described modified epoxy is that weight ratio by Resins, epoxy and thinner is 100: 5～100 to mix, and wherein Resins, epoxy has greater than a following functional group
Compound, comprise dihydroxyphenyl propane bisglycidyl ether, Bisphenol F bisglycidyl ether, described reactive thinner is a simple function low viscosity epoxy compound, comprises butylglycidyl ether, 2-ethylhexyl glycidyl ether, tertiary butyl glycidyl ether, phenyl glycidyl ether, meta-cresol glycidyl ether.Modified epoxy improves the thermotolerance of urethane on the one hand, can adjust the viscosity of host on the other hand and keep bigger molecular weight, to increase combined strength bination.
Described toughener is organic silicide, comprises r-aminopropyl triethoxysilane, r-glycidoxypropyltrime,hoxysilane.The main effect of toughener is the combined strength bination between enhanced film and the aluminium foil.
Described solvent comprises vinyl acetic monomer, toluene, acetone, methylethylketone, and the best is a vinyl acetic monomer.
The composition of solidifying agent of the present invention and content:
Tolylene diisocyanate (TDI) 40～65%, solvent 20～45%, TriMethylolPropane(TMP) 5～20%, glycol ether 2～10%, described solvent comprises vinyl acetic monomer, toluene, acetone, methylethylketone, the best is a vinyl acetic monomer.
Described hardener formula can reduce this solidifying agent functionality and viscosity, this used material NCO that fills a prescription: OH＜2, thus reduce the free TDI of solidifying agent greatly, make adhesive product reach nontoxic requirement, this solidifying agent isocyanic acid root is 13.0 ± 0.5%.
The preparation method of polyurethane adhesive of the present invention may further comprise the steps:
1. preparation host: add modified resin, toughener, solvent in 5～95% solution of polyesterols, stirred 0.5～4 hour down at 50～80 ℃, making solid content is 15～95% polyols;
2. preparation solidifying agent: earlier with tolylene diisocyanate and solvent, with sulfuric acid or phosphoric acid regulating ph value is 4～5, and then adds trihydroxy-propane, glycol ether, reacts 3～6 hours under 40～70 ℃, normal pressure, be cooled to room temperature, obtain required isocyanate prepolymer;
3. preparation tackiness agent: after the weight ratio of above-mentioned host and solidifying agent is 100: 7～10 mixings, add solvent again, be made into solid content and be 10～45% tackiness agent operation liquid.
Major advantage of the present invention: the present invention is owing to adopt synthetic polyesterols and modified epoxy and other batching, make the tackiness agent that makes have higher thermotolerance and stripping strength, for nylon, aluminium foil, the material of this spline structure of hydrostomia polypropylene (OPA/Al/CPP), after using tackiness agent of the present invention compound, the stripping strength of Al/OPA reaches 7-8N/15mm, through 135 ℃ of boilings after 30 minutes, stripping strength reaches 8～9N/15mm, heat seal strength reaches 61.1N/15mm, and the solidifying agent that tackiness agent of the present invention is used is the alcohol mixture that adopts polyvalent alcohol and dibasic alcohol, thereby can reduce the content of solidifying agent TDI, guarantee that product meets nontoxic performance demands, therefore tackiness agent of the present invention is not only applicable to food high temperature pressure pad material, and is applicable to and comprises food, medicine is at interior compound package material.
Further specify characteristics of the present invention below by specific examples.
Example 1
The concrete preparation process of this example:
1. preparation polyesterols: used raw material ethylene glycol 124.2Kg, neopentyl glycol 104.2Kg, dimethyl terephthalate (DMT) 70.5Kg, sebacic acid 201Kg, the positive butyl ester 150ppm of catalyzer metatitanic acid, its preparation method adopts aforesaid vacuum fusion method, the polyesterols hydroxyl value 17mgkoH/g, the acid number 0.5mgKOH/g that make;
2. preparation host: the polyesterols that in container, adds 800Kg (1) step preparation, add the 1200Kg vinyl acetic monomer again, after the stirring and dissolving, again 650Kg dihydroxyphenyl propane bisglycidyl ether is added in the container, add 300Kg vinyl acetic monomer, 45.5Kg butylglycidyl ether again, stirred 1 hour, and obtained uniform solution, add 4.5Kg r-aminopropyl triethoxysilane at last, be warming up to 60 ℃, heated and stirred 4h makes solid content and is 50% viscous fluid and is host, and viscosity is 2500cps (25 ℃).
3. preparation solidifying agent: 580Kg TDI and 250Kg vinyl acetic monomer joined in the reactor mix, add 160g phosphoric acid again; Regulating pH value is 4～5, remains on 50 ± 5 ℃ and adds 120Kg trihydroxy-propane, 53Kg glycol ether down, reacts 4 hours, reduces to room temperature and is solidifying agent, and its viscosity is 1500cps (25 ℃), and the isocyanic acid root is 13.2%.
4. preparation tackiness agent: above-mentioned host and the solidifying agent amount by weight 100: 9 is added in the vinyl acetic monomer, be made into 30% solid content operation liquid, with the compound OPA/Al/CPP film of dry compound machine, performance sees Table 1.
Example 2
This examples preparation process is with example 1, and used raw material and consumption thereof are as follows:
1. the raw material for preparing polyesterols: glycol ether 212.2Kg, neopentyl glycol 104.2Kg, sebacic acid 214.4Kg, m-phthalic acid 66.4Kg, antimony acetate 200ppm make polyesterols hydroxyl value 25mgKOH/g, acid number 0.7mgKOH/g.
2. the raw material for preparing host:
Bisphenol F bisglycidyl ether 200Kg, toluene 600Kg, phenyl glycidyl ether 160Kg, r-glycidoxypropyltrime,hoxysilane 240Kg, the polyesterols 1800Kg of (1) step preparation makes 3000Kg host.
3. the raw material for preparing solidifying agent:
TDI450Kg, vinyl acetic monomer 418kg, trihydroxy-propane 93Kg, glycol ether 42Kg.
4. the weight ratio of host and solidifying agent is 100: 7, and with the compound OPA/Al/CPP film of dry compound machine, performance sees Table 1.
Example 3
The preparation process of this example is with example 1, and used raw material and consumption thereof are as follows:
1. the raw material for preparing polyester: ethylene glycol 124.2Kg, glycol ether 151.3Kg, nonane diacid 282.3Kg, m-phthalic acid 83.1Kg, dimethyl terephthalate (DMT) 194.2Kg, antimony acetate 200ppm make polyesterols hydroxyl value 10mgKOH/g, acid number 0.3mgKOH/g.
2. the raw material for preparing host:
(1) polyesterols 1050Kg, dihydroxyphenyl propane bisglycidyl ether 55Kg, methylethylketone 1800Kg, tertiary butyl glycidyl ether 5Kg, the r-aminopropyl triethoxysilane 90Kg of step preparation.
3. the raw material for preparing solidifying agent:
TDI500Kg, vinyl acetic monomer 355Kg, trihydroxy-propane 103Kg, glycol ether 45Kg.
4. the weight ratio of host and solidifying agent is 100: 10, and with the compound OPA/Al/CPP film of dry compound machine, performance sees Table 1.
Table 1
| Project | Measure structure | Stripping strength (N/15mm) | 30 minutes stripping strength of 135 ℃ of boilings (N/15mm) |
| Example 1 | ?Al/OPA | ????7.6 | Can not peel off |
| ?Al/CPP | ????8.8 | Can not peel off | |
| Example 2 | ?Al/OPA | ????7.2 | ????6.8 |
| ?Al/CPP | ????8.5 | ????9.2 | |
| Example 3 | ?Al/OPA | ????8.2 | ????7.8 |
| ?Al/CPP | ????9.4 | Can not peel off |
Claims (6)
1. dual-component polyurethane adhesive, it is characterized in that being formed by host polyol and solidifying agent isocyanate prepolymer, the weight ratio of host and solidifying agent is 100: 7～10, described host composition and content (is 100 in host composition weight sum) are: polyesterols 10～70%, modified epoxy 2～50%, toughener 0.1～10%, solvent 10～85%, the composition of described solidifying agent and content (is 100 in solidifying agent composition weight sum): tolylene diisocyanate 40～65%, solvent 20～45%, TriMethylolPropane(TMP) 5～20%, glycol ether 2～10%.
2. according to the described tackiness agent of claim 1, it is characterized in that the polyesterols described in the host is by polyprotonic acid (or ester) and polyvalent alcohol carries out dealcoholysis by the vacuum fusion method or the dehydration polycondensation forms, its hydroxyl value is 5～70, used polyvalent alcohol amount is than polyprotonic acid amount high by 1～25% (molar percentage), described polyprotonic acid (or ester) comprises hexanodioic acid, nonane diacid, sebacic acid, sebacic anhydride, Succinic Acid, m-phthalic acid, terephthalic acid, dimethyl terephthalate (DMT), maleic acid, Tetra hydro Phthalic anhydride or its two or more mixture, described polyvalent alcohol comprises oxalic acid, 1, the 2-propylene glycol, 1, the 4-butyleneglycol, 1, the 6-hexylene glycol, neopentyl glycol, glycol ether, dipropylene glycol, TriMethylolPropane(TMP), methyl propanediol, 1,2,6 one hexanetriols, glycerine, tetramethylolmethane, dihydroxyphenyl propane or its two or more mixture.
3. according to the described tackiness agent of claim 1, it is characterized in that the modified epoxy described in the host is is 100: 5～100 to mix by Resins, epoxy and reactive thinner with weight ratio, described Resins, epoxy has greater than a following functional group
Compound, comprise dihydroxyphenyl propane bisglycidyl ether, Bisphenol F bisglycidyl ether, described reactive thinner is a simple function low viscosity epoxy compound, comprises butylglycidyl ether, 2-ethylhexyl glycidyl ether, tertiary butyl glycidyl ether, phenyl glycidyl ether, meta-cresol glycidyl ether.
4. according to the described tackiness agent of claim 1, it is characterized in that the toughener described in the host is organic silicide, comprise r-aminopropyl triethoxysilane, r-glycidoxypropyltrime,hoxysilane.
5. according to the described tackiness agent of claim 1, it is characterized in that the described solvent of host and solidifying agent comprises vinyl acetic monomer, toluene, acetone, methylethylketone.
6. the preparation method of the described tackiness agent of claim 1 is characterized in that preparation process may further comprise the steps:
(1) preparation host: add modified epoxy, toughener, solvent in 5～95% solution of polyesterols, stirred 0.5～5 hour down at 60～80 ℃, making solid content is 15～95% polyols;
(2) preparation solidifying agent: earlier with tolylene diisocyanate and solvent, with sulfuric acid or phosphoric acid regulating ph value is 4～5, and then adds trihydroxy-propane, glycol ether, reacts 3～6 hours under 40～70 ℃, normal pressure, be cooled to room temperature, obtain required isocyanate prepolymer;
(3) preparation tackiness agent: after weight ratio that will above-mentioned host and solidifying agent is 100: 7～10 mixings, add solvent again, be made into solid content and be 10～45% tackiness agent and operate liquid.
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| CN 00103599 CN1115370C (en) | 2000-04-04 | 2000-04-04 | Dual-component polyurethane adhesive and its preparing process |
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