CN101157840A - Dual-component polyurethane adhesive and preparation method and use thereof - Google Patents
Dual-component polyurethane adhesive and preparation method and use thereof Download PDFInfo
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Abstract
The invention relates to a two-component polyurethane adhesive and a preparation method and application thereof. The invention belongs to the field of chemical adhesive technology. Dehydrated castor oil with low hydroxyl value is adopted as a main raw material and is mixed with toluene diisocyanate, refined castor oil, and trimethylol propane- propylene oxide polyether triol, with using 4-tert-butylcatechol as antioxidant. Then the reaction preparation of a component A is made. Besides, the reaction preparation of a component B is made by the mixture of dehydrated castor oil with low hydroxyl value which is a main raw material, polyphenylpolymethylene isocyanate, refined castor oil, trimethylol propane- propylene oxide polyether triol, and using Stannous octoate, triethylenediamine and N, N-Dimethyl benzyl amine as composite catalyst. The component A and B are packed respectively and are mixed with each other with the same quantity. The two-component polyurethane adhesive of the invention is used for bonding a chromatic armor plate and a polystyrene cystosepiment. The bonding strength of the two surfaces is high and the cost of the raw material is low.
Description
Technical field
The present invention relates to a kind of dual-component polyurethane adhesive and its production and application, belong to chemical sizing agent technical field, be specifically related to a kind of caster oil type dual-component polyurethane adhesive that is applied to gluing color steel and polystyrene foam plate and preparation method thereof.
Background technology
Two-layer color steel is made surface layer, polystyrene foam plate is made sandwich layer, by automatization continuous forming machine or batch process route, the composite sheet that color steel and polystyrene foam plate gluing is obtained together with sizing agent, because of having light weight, heat insulation, sound insulation, waterproof, antidetonation, fire prevention, life-span is long, non-maintaining, elegant in appearance, construction such as once finishes at characteristics, is widely used in industry and covil construction, the warehouse, extraordinary building, the roofing in large-span steel house, metope and decorating inner and external walls, villa, exhibition center, old building adds layer, combined moving room etc.
Using adhesive for polyurethane gluing color steel and polystyrene foam plate is the known fact, one of two big main raw materials of synthesis of polyurethane sizing agent are polyol oligomers, two the most frequently used class polyol oligomers are polyether glycol and the polyester polyol that the homologue of different polymerization degree constitutes, its functionality is more than or equal to 2, and polyether glycol and polyester polyol all are that the low molecular compound chemosynthesis obtains.
Viscotrol C is one of renewable, biodegradable and eco-friendly raw material, its world's annual production reaches 600,000 tons, the Viscotrol C main component is three higher fatty acid glyceryl ester, wherein ricinolic acid (9-thiazolinyl-12-hydroxy octadecadienoic acid) accounts for 80～90%, oleic acid accounts for 3～9%, linolic acid accounts for 2～3%, and stearic acid accounts for 0.5～3%.The hydroxyl value of Viscotrol C is generally 164mgKOH/g, thus hydroxyl value as can be known, Viscotrol C trihydroxy-three higher fatty acid glyceryl ester account for 70%, dihydroxyl three higher fatty acid glyceryl ester account for 30%, the average functionality of this mixture is 2.7.Because the Viscotrol C functionality is higher, highly active isocyanic ester and Viscotrol C are raw material synthetic adhesive for polyurethane, its cured article cross-linking density is big, hardness is high, snappiness is poor, shrinking percentage is low, when being applied to the gluing of color steel and polystyrene foam plate composite sheet, because p-poly-phenyl ethene interface compatibility is poor, causes the two-phase interface bonding action low.
Summary of the invention
One of technical assignment of the present invention is in order to remedy the deficiencies in the prior art, provide a kind of cured article snappiness good and shrinking percentage is high, to two-phase interface bonding action height, high-performance caster oil type dual-component polyurethane adhesive that raw materials cost is low.
Two of technical assignment of the present invention provides the preparation method of this dual-component polyurethane adhesive, its technology of preparing mature and reliable.
Three of technical assignment of the present invention provides the purposes of this dual-component polyurethane adhesive.
Technical scheme of the present invention is as follows:
Dual-component polyurethane adhesive of the present invention is got by the feedstock production of following mass parts:
The A component raw material:
Tolylene diisocyanate 200
Low hydroxyl value synourin oil 120～160
Refined caster oil 20～30
TriMethylolPropane(TMP)-propylene oxide polyether triol 20～30
4-tert-butyl catechol 0.03～0.09
The B component raw material:
Polyphenyl polymethylene polyisocyanates 50
Low hydroxyl value synourin oil 140～160
Refined caster oil 150～180
TriMethylolPropane(TMP)-propylene oxide polyether triol 20～30
Stannous octoate 0.5～0.8
Triethylenediamine 0.2～0.6
N, N-dimethyl benzylamine 0.3～0.9
4-tert-butyl catechol 0.03～0.09
Advance-go on foot preferably, dual-component polyurethane adhesive is made by the raw material of following mass parts:
The A component raw material:
Tolylene diisocyanate 200
Low hydroxyl value synourin oil 130～150
Refined caster oil 25
TriMethylolPropane(TMP)-propylene oxide polyether triol 25
4-tert-butyl catechol 0.06～0.09
The B component raw material:
Polyphenyl polymethylene polyisocyanates 50
Low hydroxyl value synourin oil 145～155
Refined caster oil 160～175
TriMethylolPropane(TMP)-propylene oxide polyether triol 25
Stannous octoate 0.6～0.8
Triethylenediamine 0.4～0.6
N, N-dimethyl benzylamine 0.7～0.9
4-tert-butyl catechol 0.07～0.09
Above-described polyphenyl polymethylene polyisocyanates is the mixture that 2.6～2.7 polyisocyanates is formed by 50% diphenylmethanediisocyanate and 50% functionality, and viscosity (25 ℃) is 150～250mPa.s, and NCO% content is 31.5%.
The resultant that above-described low hydroxyl value synourin oil is technical grade Viscotrol C intramolecular dehydration under catalyzer, reduced pressure, its hydroxyl value is 120～130mgKOH/g, viscosity is 80～95mPa.s, hydroxyl value as can be known thus, this Viscotrol C average functionality is 2.1, dihydroxyl three higher fatty acid glyceryl ester account for 85%, and trihydroxy-three higher fatty acid glyceryl ester account for 15%.
Above-described refined caster oil is the technical grade refined caster oil, and hydroxyl value is 164mgKOH/g, and average functionality is 2.7, and dihydroxyl three higher fatty acid glyceryl ester account for 30%, and trihydroxy-three higher fatty acid glyceryl ester account for 70%.
Above-described TriMethylolPropane(TMP)-propylene oxide polyether triol, hydroxyl value are that 36～39mgKOH/g, molecular weight are 3000.
Above-described stannous octoate, triethylenediamine and N, the N-dimethyl benzylamine is a composite catalyst, because the effect of this composite catalyst, when this dual-component polyurethane adhesive is applied to gluing color steel and polystyrene foam plate, just viscous force increases, and solidification rate is accelerated.
Above-described 4-tert-butyl catechol is an antioxidant, and the adding of this oxygenant can effectively stop the oxidizing reaction in this sizing agent storage and the use.
By finding out above the composition, the used oxy-compound of dual-component polyurethane adhesive of the present invention is that 2.1 low hydroxyl value synourin oil and functionality are that the technical grade refined caster oil of 2.7 higher hydroxyl value is formed by a certain percentage by functionality mainly, and the proportion of composing of dihydroxyl three higher fatty acid glyceryl ester and trihydroxy-three higher fatty acid glyceryl ester and the proportion of composing of technical grade Viscotrol C have had very marked difference.
This dual-component polyurethane adhesive A component is an end dissociative isocyanate polyurethane prepolymer, and free isocyanate groups content is 12～16%; The B component is the hydroxyl-terminated polyurethane prepolymer, and its hydroxyl value is 65～75mgKOH/g.
This dual-component polyurethane adhesive stable performance, room temperature is placed 1 year gel-free phenomenon, is applied to the gluing of color steel and polystyrene foam plate, and gluing speed and compression shear strength are constant.
The preparation method of the dual-component polyurethane adhesive of the invention described above, step is as follows:
(1) preparation A component: in reactor, add tolylene diisocyanate successively, under stirring condition, add low hydroxyl value synourin oil, TriMethylolPropane(TMP)-propylene oxide polyether triol, refined caster oil again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add the 4-tert-butyl catechol, continue to stir 10min, be cooled to room temperature, discharging packs.
(2) preparation B component: in reactor, add polyphenyl polymethylene polyisocyanates successively, under stirring condition, add low hydroxyl value synourin oil, refined caster oil, TriMethylolPropane(TMP)-propylene oxide polyether triol again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add stannous octoate, triethylenediamine, N, N-dimethyl benzylamine, 4-tert-butyl catechol continue to stir 10min, are cooled to room temperature, discharging packs.
(3) A component and the independent packing of B component, quality is mixed and is got final product during use etc.
The low hydroxyl value synourin oil of the synourin oil of the low hydroxyl value in the above-mentioned raw materials can be bought in market, also can prepare voluntarily by the state of the art.The invention provides following preferred manufacturing procedure:
In reactor, add technical grade Viscotrol C, adding Sulphanilic Acid and zinc sulfate successively as catalyzer, add the 2,6 di tert butyl 4 methyl phenol reductive agent.Wherein, Viscotrol C, Sulphanilic Acid, zinc sulfate and 2, the mass ratio of 6-di-tert-butyl-4-methy phenol is 100: 0.3～0.6: 0.2～0.4: 0.03～0.0g, after above mixture is stirred, heats up and vacuumizes, vacuum degree control-0.09～-0.1MPa, temperature maintenance is at 130～150 ℃, catalytic dehydration and underpressure distillation 120min, cooling discharging, survey hydroxyl value, must hang down hydroxyl value synourin oil.
Dual-component polyurethane adhesive of the present invention is applied to gluing color steel and polystyrene foam plate composite sheet.
During use, quality such as this adhesive for polyurethane A component and B component are mixed, can directly evenly be coated with cover gluing material surface gluing and get final product by automatization continuous forming machine or batch process route.Resin added is 0.2～0.8kg/m
2
Sizing test:
Dual-component polyurethane adhesive of the present invention is applied to the gluing of color steel and polystyrene foam plate composite sheet, and resin added is 0.5kg/m
2, color steel and polystyrene gluing 3h, 90 ℃ of compression shears are peeled off, and polystyrene foam plate interfacial failure rate is greater than 95%.As a comparison case, with the low hydroxyl value synourin oil in the technical grade refined caster oil replacement dual-component polyurethane adhesive proportioning raw materials of the present invention, resin added is similarly 0.5kg/m
2, color steel and polystyrene foam plate gluing 3h, 90 ℃ of compression shears are peeled off, and polystyrene foam plate interfacial failure rate is zero.Therefore prove the good gluing performance of dual-component polyurethane adhesive of the present invention.
The adhesive for polyurethane of the present invention's preparation, characteristics outstanding in its preparation method are to have adopted low hydroxyl value synourin oil, and the preparation of this Viscotrol C is owing to adopted Sulphanilic Acid and zinc sulfate composite catalyzing, reduced pressure to make the dehydration of Viscotrol C three higher fatty acid glyceryl ester intramolecularly hydroxyls, thereby, temperature of reaction reduces, reaction times shortens, and synthetic cost is lower, and the low hydroxyl value dehydrated castor oil colours that obtains is shallow.
Embodiment
Below in conjunction with embodiment the present invention is further described, but protection scope of the present invention not only is confined to embodiment, the change that this field professional does technical solution of the present invention all should belong in protection scope of the present invention.Polyphenyl polymethylene polyisocyanates used among the embodiment is available from Yantai Wanhua Polyurethane Co., Ltd.
Embodiment 1
The synourin oil of the low hydroxyl value of preparation: in reactor, add technical grade Viscotrol C, catalyzer Sulphanilic Acid and zinc sulfate and reductive agent 2 successively, the 6-di-tert-butyl-4-methy phenol, Viscotrol C, Sulphanilic Acid, zinc sulfate and 2, the mass ratio of 6-di-tert-butyl-4-methy phenol is 100: 0.4: 0.3: 0.05, after stirring, intensification also vacuumizes, vacuum degree control is at-0.095MPa, temperature maintenance is at 140 ℃, catalytic dehydration and underpressure distillation 120min, cooling discharging, surveying its hydroxyl value is 124mgKOH/g.
The preparation dual-component polyurethane adhesive:
1. prepare the A component: in reactor, add tolylene diisocyanate 200 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 140 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, technical grade refined caster oil 25 mass parts again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add 4-tert-butyl catechol 0.07 mass parts, continue to stir 10min, be cooled to room temperature, discharging.Pack.
2. prepare the B component: in reactor, add polyphenyl polymethylene polyisocyanates 50 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 150 mass parts again, technical grade refined caster oil 170 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add stannous octoate 0.7 mass parts, triethylenediamine 0.5 mass parts, N, N-dimethyl benzylamine 0.8 mass parts, 4-tert-butyl catechol 0.08 mass parts continues to stir 10min, is cooled to room temperature, discharging packs.
3. A component and the independent packing of B component, quality is mixed and is got final product during use etc.
Embodiment 2
The low hydroxyl value synourin oil of preparation: in reactor, add technical grade Viscotrol C, catalyzer Sulphanilic Acid and zinc sulfate and reductive agent 2, the 6-di-tert-butyl-4-methy phenol, Viscotrol C, Sulphanilic Acid, zinc sulfate and 2, the mass ratio of 6-di-tert-butyl-4-methy phenol is 100: 0.6: 0.4: 0.09, stir, and heat up and vacuumize, vacuum degree control is at-0.1MPa, temperature maintenance is at 150 ℃, catalytic dehydration and underpressure distillation 120min, cooling discharging.Surveying its hydroxyl value is 128mgKOH/g.
The preparation dual-component polyurethane adhesive:
1. prepare the A component: in reactor, add tolylene diisocyanate 200 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 150 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, technical grade refined caster oil 25 mass parts again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add 4-tert-butyl catechol 0.09 mass parts, continue to stir 10min, be cooled to room temperature, discharging packs.
2. prepare the B component: in reactor, add polyphenyl polymethylene polyisocyanates 50 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 155 mass parts again, technical grade refined caster oil 175 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add stannous octoate 0.8 mass parts, triethylenediamine 0.6 mass parts, N, N-dimethyl benzylamine 0.9 mass parts, 4-tert-butyl catechol 0.09 mass parts continues to stir 10min, is cooled to room temperature, discharging packs.
3. A component and the independent packing of B component, quality is mixed and is got final product during use etc.
Embodiment 3
The synourin oil of the low hydroxyl value of preparation: in reactor, add technical grade Viscotrol C, catalyzer Sulphanilic Acid and zinc sulfate, reductive agent 2 successively, the 6-di-tert-butyl-4-methy phenol, Viscotrol C, Sulphanilic Acid, zinc sulfate and 2, the mass ratio of 6-di-tert-butyl-4-methy phenol is 100: 0.3: 0.2: 0.03, after stirring, intensification also vacuumizes, vacuum degree control is at-0.09MPa, temperature maintenance is at 130 ℃, catalytic dehydration and underpressure distillation 120min, cooling discharging, surveying its hydroxyl value is 121mg/g.
The preparation dual-component polyurethane adhesive:
1. prepare the A component: in reactor, add tolylene diisocyanate 200 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 130 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, technical grade refined caster oil 25 mass parts again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add 4-tert-butyl catechol 0.06 mass parts, continue to stir 10min, be cooled to room temperature, discharging packs.
2. prepare the B component: in reactor, add polyphenyl polymethylene polyisocyanates 50 mass parts successively, under stirring condition, add low hydroxyl value synourin oil 145 mass parts again, technical grade refined caster oil 160 mass parts, TriMethylolPropane(TMP)-propylene oxide polyether triol 25 mass parts, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add stannous octoate 0.6 mass parts, triethylenediamine 0.4 mass parts, N, N-dimethyl benzylamine 0.7 mass parts, 4-tert-butyl catechol 0.07 mass parts continues to stir 10min, is cooled to room temperature, discharging packs.
3. A component and the independent packing of B component, quality is mixed and is got final product during use etc.
Claims (6)
1. dual-component polyurethane adhesive is characterized in that being got by the feedstock production of following mass parts:
The A component raw material:
Tolylene diisocyanate 200
Low hydroxyl value synourin oil 120～160
Refined caster oil 20～30
TriMethylolPropane(TMP)-propylene oxide polyether triol 20～30
4-tert-butyl catechol 0.03～0.09
The B component raw material:
Polyphenyl polymethylene polyisocyanates 50
Low hydroxyl value synourin oil 140～160
Refined caster oil 150～180
TriMethylolPropane(TMP)-propylene oxide polyether triol 20～30
Stannous octoate 0.5～0.8
Triethylenediamine 0.2～0.6
N, N-dimethyl benzylamine 0.3～0.9
4-tert-butyl catechol 0.03～0.09
Described low hydroxyl value synourin oil hydroxyl value is 120～130mgKOH/g, and viscosity is 80～95mPa.s.
2. dual-component polyurethane adhesive as claimed in claim 1 is characterized in that being made by the raw material of following mass parts:
The A component raw material:
Tolylene diisocyanate 200
Low hydroxyl value synourin oil 130～150
Refined caster oil 25
TriMethylolPropane(TMP)-propylene oxide polyether triol 25
4-tert-butyl catechol 0.06～0.09
The B component raw material:
Polyphenyl polymethylene polyisocyanates 50
Low hydroxyl value synourin oil 145～155
Refined caster oil 160～175
TriMethylolPropane(TMP)-propylene oxide polyether triol 25
Stannous octoate 0.6～0.8
Triethylenediamine 0.4～0.6
N, N-dimethyl benzylamine 0.7～0.9
4-tert-butyl catechol 0.07～0.09
3. monocomponent polyurethane adhesive as claimed in claim 1 is characterized in that, described low hydroxyl value synourin oil is to make by the following method:
In reactor, add technical grade Viscotrol C, adding Sulphanilic Acid and zinc sulfate successively as catalyzer, add the 2,6 di tert butyl 4 methyl phenol reductive agent; Wherein, Viscotrol C, Sulphanilic Acid, zinc sulfate and 2, the mass ratio of 6-di-tert-butyl-4-methy phenol is 100: 0.3～0.6: 0.2～0.4: 0.03～0.09, after above mixture stirred, heat up and vacuumize, vacuum degree control-0.09～-0.1MPa, temperature maintenance is at 130～150 ℃, catalytic dehydration and underpressure distillation 120min, cooling discharging must hang down hydroxyl value synourin oil.
4. the preparation method of the described dual-component polyurethane adhesive of claim 1, step is as follows:
(1) preparation A component: in reactor, add tolylene diisocyanate successively, under stirring condition, add low hydroxyl value synourin oil, TriMethylolPropane(TMP)-propylene oxide polyether triol, refined caster oil again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add the 4-tert-butyl catechol, continue to stir 10min, be cooled to room temperature, discharging packs;
(2) preparation B component: in reactor, add polyphenyl polymethylene polyisocyanates successively, under stirring condition, add low hydroxyl value synourin oil, refined caster oil, TriMethylolPropane(TMP)-propylene oxide polyether triol again, heating, temperature is controlled at 80 ℃, behind the 3h, survey NCO% every 30min, when NCO% is constant, add stannous octoate, triethylenediamine, N, N-dimethyl benzylamine, 4-tert-butyl catechol continue to stir 10min, are cooled to room temperature, discharging packs;
Quality is mixed when (3) separately the A component of packing is used with the B component etc.
5. the application of the described dual-component polyurethane adhesive of claim 1 is used for gluing color steel and polystyrene foam plate composite sheet.
6. the application of dual-component polyurethane adhesive as claimed in claim 1, during use, quality such as this adhesive for polyurethane A component and B component are mixed, evenly be coated in by gluing material surface by automatization continuous forming machine or batch process, resin added is 0.2～0.8kg/m
2
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| CN2007101132614A CN101157840B (en) | 2007-10-24 | 2007-10-24 | Dual-component polyurethane adhesive and preparation method and use thereof |
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| CN2007101132614A CN101157840B (en) | 2007-10-24 | 2007-10-24 | Dual-component polyurethane adhesive and preparation method and use thereof |
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| CN101157840B CN101157840B (en) | 2010-06-02 |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102477280A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Preparation method of adhesive with strong flexibility |
| CN102477279A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Adhesive with strong flexibility |
| CN102477275A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Preparation method of epoxy adhesive with high bonding strength |
| CN105367747A (en) * | 2015-12-09 | 2016-03-02 | 山东一诺威新材料有限公司 | Adhesive used for continuous production of glass wool insulation boards, and preparation method thereof |
| CN112812732A (en) * | 2021-02-01 | 2021-05-18 | 山东华诚高科胶粘剂有限公司 | Two-component polyurethane adhesive and preparation method and application thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1029739C (en) * | 1990-03-03 | 1995-09-13 | 王喆 | Producing method of hypergolic polyurethane resin |
| CN1072708A (en) * | 1992-11-17 | 1993-06-02 | 上海开林造漆厂 | A kind of polyurethane conductive lacquer |
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2007
- 2007-10-24 CN CN2007101132614A patent/CN101157840B/en not_active Expired - Fee Related
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102477280A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Preparation method of adhesive with strong flexibility |
| CN102477279A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Adhesive with strong flexibility |
| CN102477275A (en) * | 2010-11-26 | 2012-05-30 | 上海恩意材料科技有限公司 | Preparation method of epoxy adhesive with high bonding strength |
| CN105367747A (en) * | 2015-12-09 | 2016-03-02 | 山东一诺威新材料有限公司 | Adhesive used for continuous production of glass wool insulation boards, and preparation method thereof |
| CN112812732A (en) * | 2021-02-01 | 2021-05-18 | 山东华诚高科胶粘剂有限公司 | Two-component polyurethane adhesive and preparation method and application thereof |
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| CN101157840B (en) | 2010-06-02 |
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