CN108034399A - A kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant - Google Patents
A kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant Download PDFInfo
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- CN108034399A CN108034399A CN201711427535.7A CN201711427535A CN108034399A CN 108034399 A CN108034399 A CN 108034399A CN 201711427535 A CN201711427535 A CN 201711427535A CN 108034399 A CN108034399 A CN 108034399A
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- 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
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4081—Mixtures of compounds of group C08G18/64 with other macromolecular compounds
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G18/58—Epoxy resins
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6484—Polysaccharides and derivatives thereof
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/6541—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen the low-molecular compounds being compounds of group C08G18/34
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
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- 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
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- 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
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2237—Oxides; Hydroxides of metals of titanium
- C08K2003/2241—Titanium dioxide
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- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant, after load nano-titanium dioxide being carried out using graphene as carrier, with polycarbonate glycol, different methyl diphenylene diisocyanate is main synthesis material, synthesize konjaku glucomannan and collagen cross-linking modified polycarbonate waterborne polyurethane performed polymer jointly, add after succinic anhydride progress esterification, after adding graphene-supported nano-titanium dioxide progress hybrid reaction, carry out emulsion dispersion, ammonium hydroxide is added to thicken to form adhesive, the adhesive that the present invention prepares is stablized, it is sticky high, good mechanical performance.
Description
Technical field
The present invention relates to adhesive Material Field, is exactly that a kind of cross-linking modified polycarbonate type of uvioresistant is water-based
The preparation method of adhesive for polyurethane.
Background technology
The bonding of object, is realized by the pulling force between the polymer body in glue, and the solvent in glue carries macromolecule
Body is immersed in the tissue of object at leisure, and after disappearing solvent in glue, the polymer body in glue is just by mutual
Pulling force, by the combination of two objects tightly, existing paper adhesives are many to have phenomena such as getting damp, going rotten, particularly shadow
Ring the feel of paper and there are serious environmental issue.
As environmental protection, the theory for treasuring resource are increasingly rooted in the hearts of the people, high solids content, solvent-free, water to adhesive
Property, environmental-friendly factor and low-temperature setting, the castoff regenerative such as photocuring the power-saving technology such as utilize increasingly to pay attention to, and constantly plus
Big research and development dynamics.The mainly no-solvent type used in flexible packaging industry, European and American developed countries' package compound production
Adhesive and Aqueous Adhesives.
Aqueous polyurethane is a kind of special polyurethane material, dissolved in water by polyurethane it is scattered formed, Ke Yizuo
It is increasingly deep with people's environmental consciousness for a variety of base resins using form, such as aqueous polyurethane coating, adhesive etc.
Change and receive the extensive favor of people.
Zhang Yunran exists《The preparation of glucose-acrylate modified polycarbonate waterborne polyurethane lotion and performance study》
By polycarbonate glycol, isophorone diisocyanate it is main synthesis material in one text, dihydromethyl propionic acid is hydrophilic expansion
Chain agent, 1,4-butanediol are small molecule chain extender, synthesize polycarbonate waterborne polyurethane lotion, with glucose to poly- carbonic acid
Ester type polyurethane is modified, and they are characterized, and show that comprehensive performance is preferable, but stability is poor, and viscosity is limited,
It is poor as adhesive Use Limitation fruit.
The content of the invention
The defects of the object of the invention is exactly to make up prior art, improves stability and viscosity, strengthens mechanical property, carries
For a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant.
The present invention is achieved by the following technical solutions:
A kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant, comprises the following steps:
(1)2-3 parts by weight nano-titanium dioxide and 10-12 parts by weight polyethylene glycol are dissolved in right amount to enter in deionized water, added
1-2 parts by weight of graphite alkene stirs evenly, and adds appropriate absolute ethyl alcohol, in the case where inert gas shielding and being vigorously stirred, reacts 30-40
It is washed with deionized 3-4 times after minute, then after being washed 3-4 times with ethanol, obtains graphene-supported nano-titanium dioxide, it is stand-by;
(2)By 25-30 weight part polycarbonate dihydric alcohol drying and dehydratings 12-24 it is small when after be slowly added to 20-25 diphenyl methanes
Diisocyanate, and 0.02-1 part by weight of catalyst, in atmosphere of inert gases after 80-85 DEG C of reaction 15-20 minute, adds and fits
Measure react after acetone dilution 3-4 it is small when, add 5-10 parts by weight epoxy resin the reaction was continued 1-2 it is small when after be cooled to 60-70 DEG C,
Add 5-10 parts by weight dihydromethyl propionic acid, 5-7 parts by weight Isosorbide-5-Nitrae butanediols and 4-5.5 konjaku glucomannans, 2-3 parts by weight glue
It is stand-by when former albumen reaction 1-12 is small;
(3)By step(2)Gains are mixed with the succinic anhydride of 2-3 parts by weight, be heated to 60-65 DEG C reaction 6-8 it is small when after, add
Enter step(1)The graphene-supported nano-titanium dioxide of gained stirred once at a temperature of 40-50 DEG C every 20-30 minutes, until
It is uniformly mixed, it is stand-by;
(4)By step(3)Products therefrom adds appropriate triethylamine and carries out reaction 20-30 minutes, and it is 6-7 to be neutralized to pH value, room temperature
Lower reaction 20-30 minutes, adds after ice deionized water high-speed stirred carries out emulsion dispersion, after being thickened, both the anti-purple
The cross-linking modified polycarbonate waterborne polyurethane adhesive of outside line.
The inert gas is nitrogen.
The catalyst is dibutyl tin laurate.
The epoxy resin is bisphenol A type epoxy resin.
The thickening stirs evenly to add appropriate ammonium hydroxide.
It is an advantage of the invention that:
After the present invention carries out load nano-titanium dioxide using graphene as carrier, with polycarbonate glycol, different diphenyl methane two
Isocyanates is main synthesis material, and synthesizing konjaku glucomannan, cross-linking modified polycarbonate type is water-based jointly with collagen
Base polyurethane prepolymer for use as, adds succinic anhydride reaction and adds graphene-supported nano-titanium dioxide progress hybrid reaction afterwards, afterwards
Carry out emulsion dispersion to thicken to form adhesive, the present invention adds bisphenol A type epoxy resin when forming performed polymer, partially polymerized
Onto the long-chain of performed polymer, performed polymer introduces phenolic hydroxyl group with succinic anhydride there occurs esterification, introduces anhydride group and reaches increasing
Appearance acts on, while has excellent compatibility between epoxy resin and the organo-functional group of graphene surface, reduces nano-silica
Change the cohesiveness of titanium, improve compatibility and anti-ultraviolet property, the adhesive prepared are stablized, viscosity is high, and mechanical property is excellent
It is good.
Embodiment
A kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant, including following step
Suddenly:
(1)2.5 parts by weight nano-titanium dioxides and 11 parts by weight polyethylene glycol are dissolved in right amount to enter in deionized water, add 1.5
Parts by weight of graphite alkene stirs evenly, and adds appropriate absolute ethyl alcohol, in the case where inert gas shielding and being vigorously stirred, after reacting 35 minutes
It is washed with deionized 3 times, then after washing 3 times with ethanol, obtains graphene-supported nano-titanium dioxide, it is stand-by;
(2)By 27 weight part polycarbonate dihydric alcohol drying and dehydratings 18 it is small when after be slowly added to 23 diphenylmethane diisocyanates
Ester, and 0.05 part by weight of catalyst, in atmosphere of inert gases after 83 DEG C of reactions 18 minutes, reacts after adding proper amount of acetone dilution
3.5 it is small when, add 8 parts by weight epoxy resin the reaction was continued 1.5 it is small when after be cooled to 65 DEG C, add 7 parts by weight dihydroxymethyls third
Acid, 6 parts by weight Isosorbide-5-Nitrae butanediols and 4.5 konjaku glucomannans, it is stand-by when 2.5 parts by weight collagens reaction 8 is small;
(3)By step(2)Gains are mixed with the succinic anhydride of 2.5 parts by weight, be heated to 63 DEG C reaction 7 it is small when after, add step
Suddenly(1)The graphene-supported nano-titanium dioxide of gained stirred once at a temperature of 45 DEG C every 25 minutes, until being uniformly mixed, treated
With;
(4)By step(3)Products therefrom adds appropriate triethylamine and carries out reaction 25 minutes, and it is 6-7 to be neutralized to pH value, at room temperature instead
Answer 25 minutes, add after ice deionized water high-speed stirred carries out emulsion dispersion, after being thickened, both the uvioresistant is crosslinked
Modified polycarbonate type Aqueous Polyurethane Adhesives.
The inert gas is nitrogen.
The catalyst is dibutyl tin laurate.
The epoxy resin is bisphenol A type epoxy resin.
The thickening stirs evenly to add appropriate ammonium hydroxide.
Claims (5)
- A kind of 1. preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant, it is characterised in that bag Include following steps:(1)2-3 parts by weight nano-titanium dioxide and 10-12 parts by weight polyethylene glycol are dissolved in right amount to enter in deionized water, added 1-2 parts by weight of graphite alkene stirs evenly, and adds appropriate absolute ethyl alcohol, in the case where inert gas shielding and being vigorously stirred, reacts 30-40 It is washed with deionized 3-4 times after minute, then after being washed 3-4 times with ethanol, obtains graphene-supported nano-titanium dioxide, it is stand-by;(2)By 25-30 weight part polycarbonate dihydric alcohol drying and dehydratings 12-24 it is small when after be slowly added to 20-25 diphenyl methanes Diisocyanate, and 0.02-1 part by weight of catalyst, in atmosphere of inert gases after 80-85 DEG C of reaction 15-20 minute, adds and fits Measure react after acetone dilution 3-4 it is small when, add 5-10 parts by weight epoxy resin the reaction was continued 1-2 it is small when after be cooled to 60-70 DEG C, Add 5-10 parts by weight dihydromethyl propionic acid, 5-7 parts by weight Isosorbide-5-Nitrae butanediols and 4-5.5 konjaku glucomannans, 2-3 parts by weight glue It is stand-by when former albumen reaction 1-12 is small;(3)By step(2)Gains are mixed with the succinic anhydride of 2-3 parts by weight, be heated to 60-65 DEG C reaction 6-8 it is small when after, add Enter step(1)The graphene-supported nano-titanium dioxide of gained stirred once at a temperature of 40-50 DEG C every 20-30 minutes, until It is uniformly mixed, it is stand-by;(4)By step(3)Products therefrom adds appropriate triethylamine and carries out reaction 20-30 minutes, and it is 6-7 to be neutralized to pH value, room temperature Lower reaction 20-30 minutes, adds after ice deionized water high-speed stirred carries out emulsion dispersion, after being thickened, both the anti-purple The cross-linking modified polycarbonate waterborne polyurethane adhesive of outside line.
- 2. according to a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant of claim 1, It is characterized in that, the inert gas is nitrogen.
- 3. according to a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant of claim 1, It is characterized in that, the catalyst is dibutyl tin laurate.
- 4. according to a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant of claim 1, It is characterized in that, the epoxy resin is bisphenol A type epoxy resin.
- 5. according to a kind of preparation method of the cross-linking modified polycarbonate waterborne polyurethane adhesive of uvioresistant of claim 1, It is characterized in that, the thickening stirs evenly to add appropriate ammonium hydroxide.
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Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN110194943A (en) * | 2019-06-20 | 2019-09-03 | 苏州金枪新材料股份有限公司 | Uvioresistant acrylic acid modified polyurethane adhesive resistant to high temperature and preparation method thereof |
CN111286805A (en) * | 2019-12-31 | 2020-06-16 | 浙江东太新材料有限公司 | Method for preparing titanium-based delustering polyester fiber by melt direct spinning and product |
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