CN109054057A - A kind of preparation method based on schiff bases room temperature selfreparing polyurethane - Google Patents
A kind of preparation method based on schiff bases room temperature selfreparing polyurethane Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
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- C—CHEMISTRY; METALLURGY
- 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/282—Alkanols, cycloalkanols or arylalkanols including terpenealcohols
- C08G18/2825—Alkanols, cycloalkanols or arylalkanols including terpenealcohols having at least 6 carbon atoms
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- C—CHEMISTRY; METALLURGY
- 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
- C08G18/28—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
- C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone groups
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- C—CHEMISTRY; METALLURGY
- 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
- C08G18/28—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
- C08G18/3271—Hydroxyamines
- C08G18/3275—Hydroxyamines containing two hydroxy groups
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- C—CHEMISTRY; METALLURGY
- 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
- C08G18/28—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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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
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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
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
Abstract
The invention discloses a kind of preparation methods based on schiff bases room temperature selfreparing polyurethane, belong to technical field of polymer materials.The present invention is by preparing alcoholic extract hydroxyl group benzaldehyde to phenolic hydroxyl group benzaldehyde alkylation modification, again with isocyanate-terminated base polyurethane prepolymer for use as, chain extender reaction, obtain benzaldehyde modified polyurethane, then aldimine condensation is carried out with polyhydric aliphatic amine to react, prepare the selfreparing polyurethane based on schiff bases with dynamic crosslinking network structure.The selfreparing polyurethane based on schiff bases that the present invention obtains not only has excellent film forming, but also can be carried out multiple selfreparing, good mechanical performance after remediation efficiency height, reparation at room temperature without environmental stimulis such as light requirement, heat, pH.
Description
Technical field
It is the invention belongs to technical field of polymer materials, in particular to a kind of based on schiff bases room temperature selfreparing polyurethane
Preparation method.
Background technique
Polyurethane material is because molecular structure can cut, performance is easy to regulate and control, environment friendly is strong, mechanical property and processability
Can be excellent, it is widely used in the fields such as textile, coating, adhesive, elastomer, leather.But polyurethane material is being processed
Destruction is integrated by extraneous factor with easy in use process, inside can generate micro-crack, eventually lead to material mechanical performance
It reduces, reduced service life.Self-repair function is introduced into polyurethane material, allows the material to be automatically repaired damage, avoids it
It is further destroyed, be conducive to extend the materials'use service life and improve its safety.Selfreparing polyurethane material sensor,
The high-end fields such as wearable electronic, electronic skin have huge development prospect and application value, it has also become macromolecule intelligence
One of the hot spot of energyization research.
But selfreparing polyurethane material mainly can inverse kinematics covalent bond (Diels- Alder key, acylhydrazone key, two sulphur
Key, cumarin or anthracene etc.) and reversible non-covalent key (hydrogen bond, metal ligand, electrostatic interaction etc.) introducing polyurethane material is in fact
Existing selfreparing.But these selfreparing polyurethane are usually to utilize heating (> 100 DEG C), ultraviolet radiation, acid-base condition variation etc.
The non-covalent bond effects such as environmental stimuli or hydrogen bond form reversible crosslink reticular structure and achieve the purpose that selfreparing.Therefore these poly- ammonia
The performance of ester material, selfreparing behavior and application is all limited by environmental condition and influence, and generally existing repairing condition
A series of problems, such as mechanical property is bad after harsh, reparation.Chinese invention patent CN104356338B reports a kind of without outer
Boundary's stimulation and specific environment require the polyurethane coating that selfreparing can be repeated several times, with the transparency is good, intensity is high, film forming
Well, the advantages that simple process.Schiff bases reversible covalent bonds reaction condition is mild, reactivity is high, and it is poly- to apply it to selfreparing
It is had not been reported in urethane.
Summary of the invention
To solve the above-mentioned problems, the present invention provides a kind of preparation method based on schiff bases room temperature selfreparing polyurethane,
Alcoholic extract hydroxyl group benzaldehyde is prepared by phenolic hydroxyl group benzaldehyde alkylation modification, and it is introduced into polyurethane chain in a manner of covalent bonding
In, polyhydric aliphatic amine is added, selfreparing polyurethane of the preparation based on schiff bases reversible covalent bonds is reacted by aldimine condensation, with
Exploitation is able to achieve selfreparing at room temperature and takes into account the polyurethane body of self-repair efficiency, cycle-index and mechanical property
System.
To achieve the above object, the technical solution adopted by the present invention are as follows:
A kind of preparation method based on schiff bases room temperature selfreparing polyurethane, comprising the following steps:
S1, phenolic hydroxyl group benzaldehyde and potassium carbonate are dissolved in acetone, halohydrin is added dropwise dropwise, the back flow reaction 6- at 60-80 DEG C
12h；It is diluted with water, and is purified with methylene chloride after reaction, take dichloromethane layer, vacuum distillation removes methylene chloride, obtains
To alcoholic extract hydroxyl group benzaldehyde；
S2, reaction system is added in isocyanate-terminated base polyurethane prepolymer for use as, chain extender and catalyst, is warming up to 65-85
DEG C reaction 2-4h；Alcoholic extract hydroxyl group benzaldehyde obtained in step S1 is dissolved in tetrahydrofuran, and is added dropwise in reaction system, in
65-85 DEG C of reaction 2-4h, vacuum distillation remove tetrahydrofuran, obtain benzaldehyde modified polyurethane；
Wherein: the amount score of the substance of isocyanate-terminated base polyurethane prepolymer for use as be 36-50%, chain extender substance amount
The amount score of the substance of score 9-25% and alcoholic extract hydroxyl group benzaldehyde is 25-55%, and the dosage of catalyst is said components quality summation
0.01-0.1%；
S3, benzaldehyde modified polyurethane obtained in step S2 is dissolved in tetrahydrofuran, polyhydric aliphatic amine is being added thereto,
Pour into Teflon mould after mixing, react at room temperature 12-24h, obtain having dynamic crosslinking network structure based on seat
Husband's alkaline chamber temperature selfreparing polyurethane；
Wherein: the amount score of the substance of benzaldehyde modified polyurethane is 30-60%, and the amount score of the substance of polyhydric aliphatic amine is 40-
70%。
Further, in the step S1, phenolic hydroxyl group benzaldehyde is 2,4- 4-dihydroxy benzaldehyde, 3,5- dihydroxy benzenes first
Aldehyde, 2,6- 4-dihydroxy benzaldehyde, 3- hydroxy benzaldehyde, any one in 4- hydroxy benzaldehyde.
Further, in the step S1, halohydrin is ethylene bromohyrin, in 3- bromopropyl alcohol, ethylene chlorhydrin, 3- chloropropyl alcohol
Any one.
Further, in the step S1, the molar ratio of phenolic hydroxyl group benzaldehyde, halohydrin and potassium carbonate is 1:(3 ~ 4): (3
~ 4.5), concentration of the phenolic hydroxyl group benzaldehyde in acetone soln is 0.1 ~ 0.3mol/L.
Further, it in the step S1, is purified 3 times using methylene chloride.
Further, in the step S2, chain extender is N methyldiethanol amine, 2,2- dihydromethyl propionic acid, Isosorbide-5-Nitrae-fourth
Any one in glycol；Catalyst is dibutyl tin dilaurate in the step S2.
Further, in the step S2, alcoholic extract hydroxyl group benzaldehyde obtained in step S1 is dissolved in 20-50ml tetrahydrofuran
In.
Further, in the step S2,65-85 DEG C is warming up to using oil bath.
Further, in the step S3, polyhydric aliphatic amine is ethylenediamine, tetra-methylenedimine, diethylenetriamine, N, N-
Any one in bis- (3- aminopropyl) methylamines, chitosan.
Further, in the step S3, benzaldehyde modified polyurethane obtained in step S2 is dissolved in 20-50ml tetrahydro
In furans.
Compared with prior art, the invention has the following advantages:
The present invention by preparing alcoholic extract hydroxyl group benzaldehyde to phenolic hydroxyl group benzaldehyde alkylation modification, then with it is isocyanate-terminated poly-
Urethane performed polymer, chain extender reaction obtain benzaldehyde modified polyurethane, then carry out aldimine condensation with polyhydric aliphatic amine and react,
Prepare the selfreparing polyurethane based on schiff bases with dynamic crosslinking network structure.Selfreparing polyurethane based on schiff bases is not
Only there is excellent film forming, and can be carried out multiple selfreparing at room temperature without environmental stimulis such as light requirement, heat, pH, repair
Good mechanical performance after high-efficient, reparation.
Specific embodiment
Below with reference to embodiment, the present invention will be further explained.
Embodiment 1
By 0.01mol 2,4- 4-dihydroxy benzaldehyde and 0.03mol potassium carbonate are dissolved in 100ml acetone, and 0.03mol is added dropwise
Ethylene bromohyrin, the back flow reaction 10h at 80 DEG C；It is diluted with water, and is purified 3 times with methylene chloride after reaction, take dichloromethane
Alkane layer, vacuum distillation remove methylene chloride, obtain 2,4- dihydroxy ethoxy-benzaldehyde.
By 0.01mol isocyanate-terminated base polyurethane prepolymer for use as, 0.005mol N methyldiethanol amine chain extender and
Reaction system is added in 0.02% dibutyltin dilaurate catalyst of mass fraction, and oil bath is warming up to 70 DEG C of reaction 2h；The amount of substance
Score 0.005mol 2,4- dihydroxy ethoxy-benzaldehyde are dissolved in 20ml tetrahydrofuran, are added dropwise in reaction system, in 70 DEG C
4h is reacted, vacuum distillation removes tetrahydrofuran, obtains benzaldehyde modified polyurethane.
The benzaldehyde modified polyurethane of 0.01mol is dissolved in 50ml tetrahydrofuran, 0.01mol ethylenediamine is added, is uniformly mixed
After pour into Teflon mould, for 24 hours, preparing has reviewing one's lessons by oneself based on schiff bases room temperature for dynamic crosslinking network structure for room temperature reaction
Multiple polyurethane.
Embodiment 2
0.01mol 4- hydroxy benzaldehyde and 0.03mol potassium carbonate are dissolved in 100mL acetone, 0.03mol 3- chlorine is added dropwise
Propyl alcohol, the back flow reaction 8h at 70 DEG C；It is diluted with water, and is purified 3 times with methylene chloride after reaction, take dichloromethane layer,
Vacuum distillation removes methylene chloride, obtains 4- propoxyl benzaldehyde.
By 0.01mol isocyanate-terminated base polyurethane prepolymer for use as, 0.005mol 2,2- dihydromethyl propionic acid chain extender
Reaction system is added with 0.02% dibutyltin dilaurate catalyst of mass fraction, oil bath is warming up to 75 DEG C of reaction 2h；Substance
Amount score 0.01mol 4- propoxyl benzaldehyde is dissolved in 20ml tetrahydrofuran, is added dropwise in reaction system, anti-in 75 DEG C
4h is answered, vacuum distillation removes tetrahydrofuran, obtains benzaldehyde modified polyurethane.
The benzaldehyde modified polyurethane of 0.01mol is dissolved in 30ml tetrahydrofuran, 0.01mol diethylenetriamine, mixing is added
Teflon mould is poured into after uniformly, for 24 hours, preparation is with dynamic crosslinking network structure based on schiff bases room temperature for room temperature reaction
Selfreparing polyurethane.
Embodiment 3
By 0.01mol 3,5- 4-dihydroxy benzaldehyde and 0.04mol potassium carbonate are dissolved in 100ml acetone, and 0.035mol is added dropwise dropwise
3- bromopropyl alcohol, the back flow reaction 6h at 60 DEG C；It is diluted with water, and is purified 3 times with methylene chloride after reaction, take methylene chloride
Layer, vacuum distillation remove methylene chloride, obtain 3,5- dihydroxy propoxybenzaldehyde；
By 0.036mol isocyanate-terminated base polyurethane prepolymer for use as, the agent of 0.009mol1,4- chain expansion of succinic acid and tin dilaurate
Reaction system is added in dibutyl tin catalyst, and oil bath is warming up to 65 DEG C of reaction 2h；Take bis- hydroxypropyl of 3,5- obtained in above-mentioned steps
Oxygroup benzaldehyde 0.055mol is dissolved in 20ml tetrahydrofuran, and is added dropwise in reaction system, and in 65 DEG C of reaction 2h, decompression is steamed
Tetrahydrofuran is removed in distillation, obtains benzaldehyde modified polyurethane；
Wherein: the amount score of the substance of isocyanate-terminated base polyurethane prepolymer for use as is the amount score of the substance of 36%, chain extender
The amount score of the substance of 9% and 3,5- dihydroxy propoxybenzaldehyde is 55%, and the dosage of catalyst is said components quality summation
0.01%；
It takes benzaldehyde modified polyurethane 0.03mol obtained in above-mentioned steps to be dissolved in 40ml tetrahydrofuran, is being added thereto
0.07mol tetra-methylenedimine pours into Teflon mould after mixing, reacts at room temperature 12h, obtains with dynamic crosslinking
Network structure based on schiff bases room temperature selfreparing polyurethane.
Embodiment 4
By 0.02mol 2,6- 4-dihydroxy benzaldehyde and 0.09mol potassium carbonate are dissolved in 100ml acetone, are added dropwise dropwise
0.08mol2- bromoethanol, the back flow reaction 8h at 70 DEG C；It is diluted with water, and is purified 3 times with methylene chloride after reaction, taken
Dichloromethane layer, vacuum distillation remove methylene chloride, obtain 2,6- dihydroxy ethoxy-benzaldehyde；
By 0.05mol isocyanate-terminated base polyurethane prepolymer for use as, 0.025molN- methyl diethanolamine chain extender and catalysis
Reaction system is added in agent dibutyl tin dilaurate, and oil bath is warming up to 75 DEG C of reaction 3h；Take 2,6- bis- obtained in above-mentioned steps
Hydroxy ethoxy benzaldehyde 0.025mol is dissolved in 30ml tetrahydrofuran, and is added dropwise in reaction system, in 75 DEG C of reaction 3h, is subtracted
Tetrahydrofuran is distilled off in pressure, obtains benzaldehyde modified polyurethane；
Wherein: the amount score of the substance of isocyanate-terminated base polyurethane prepolymer for use as is the amount score of the substance of 50%, chain extender
The amount score of the substance of 25% and 2,6- dihydroxy ethoxy-benzaldehyde is 25%, and the dosage of catalyst is said components quality summation
0.05%；
It takes benzaldehyde modified polyurethane 0.06mol obtained in above-mentioned steps to be dissolved in 50ml tetrahydrofuran, is adding thereto
Bis- (3- aminopropyl) methylamines of 0.04molN, N- pour into Teflon mould after mixing, react at room temperature 18h, are had
Dynamic crosslinking network structure based on schiff bases room temperature selfreparing polyurethane.
Embodiment 5
0.03mol 3- hydroxy benzaldehyde and 0.09mol potassium carbonate are dissolved in 100ml acetone, 0.09mol2- chlorine is added dropwise dropwise
Ethyl alcohol, the back flow reaction 12h at 80 DEG C；It is diluted with water, and is purified 3 times with methylene chloride after reaction, take dichloromethane layer,
Vacuum distillation removes methylene chloride, obtains 3- hydroxy ethoxy benzaldehyde；
By 0.04mol isocyanate-terminated base polyurethane prepolymer for use as, 0.02mol2 2- dihydromethyl propionic acid chain extender and catalysis
Reaction system is added in agent dibutyl tin dilaurate, and oil bath is warming up to 85 DEG C of reaction 4h；Take 3- hydroxyl second obtained in above-mentioned steps
Oxygroup benzaldehyde 0.04mol is dissolved in 20-50ml tetrahydrofuran, and is added dropwise in reaction system, in 85 DEG C of reaction 4h, decompression
Tetrahydrofuran is distilled off, obtains benzaldehyde modified polyurethane；
Wherein: the amount score of the substance of isocyanate-terminated base polyurethane prepolymer for use as is the amount score of the substance of 40%, chain extender
The amount score of the substance of 20% and 3- hydroxy ethoxy benzaldehyde is 40%, and the dosage of catalyst is said components quality summation
0.1%；
It takes benzaldehyde modified polyurethane 0.05mol obtained in above-mentioned steps to be dissolved in 20ml tetrahydrofuran, is being added thereto
0.05mol chitosan, pours into Teflon mould after mixing, and room temperature reaction for 24 hours, is obtained with dynamic crosslinking network knot
Structure based on schiff bases room temperature selfreparing polyurethane.
The above is only a preferred embodiment of the present invention, it should be pointed out that: for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. a kind of preparation method based on schiff bases room temperature selfreparing polyurethane, which comprises the following steps:
S1, phenolic hydroxyl group benzaldehyde and potassium carbonate are dissolved in acetone, halohydrin is added dropwise dropwise, the back flow reaction 6- at 60-80 DEG C
12h；It is diluted with water, and is purified with methylene chloride after reaction, take dichloromethane layer, vacuum distillation removes methylene chloride, obtains
To alcoholic extract hydroxyl group benzaldehyde；
S2, reaction system is added in isocyanate-terminated base polyurethane prepolymer for use as, chain extender and catalyst, is warming up to 65-85
DEG C reaction 2-4h；Alcoholic extract hydroxyl group benzaldehyde obtained in step S1 is dissolved in tetrahydrofuran, and is added dropwise in reaction system, in
65-85 DEG C of reaction 2-4h, vacuum distillation remove tetrahydrofuran, obtain benzaldehyde modified polyurethane；
Wherein: the amount score of the substance of isocyanate-terminated base polyurethane prepolymer for use as be 36-50%, chain extender substance amount
The amount score of the substance of score 9-25% and alcoholic extract hydroxyl group benzaldehyde is 25-55%, and the dosage of catalyst is said components quality summation
0.01-0.1%；
S3, benzaldehyde modified polyurethane obtained in step S2 is dissolved in tetrahydrofuran, polyhydric aliphatic amine is being added thereto,
Pour into Teflon mould after mixing, react at room temperature 12-24h, obtain having dynamic crosslinking network structure based on seat
Husband's alkaline chamber temperature selfreparing polyurethane；
Wherein: the amount score of the substance of benzaldehyde modified polyurethane is 30-60%, and the amount score of the substance of polyhydric aliphatic amine is 40-
70%。
2. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S1, phenolic hydroxyl group benzaldehyde is 2,4- 4-dihydroxy benzaldehyde, 3,5- 4-dihydroxy benzaldehyde, 2,6- 4-dihydroxy benzaldehyde, 3-
Any one in hydroxy benzaldehyde, 4- hydroxy benzaldehyde.
3. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S1, halohydrin is ethylene bromohyrin, 3- bromopropyl alcohol, ethylene chlorhydrin, any one in 3- chloropropyl alcohol.
4. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S1, the molar ratio of phenolic hydroxyl group benzaldehyde, halohydrin and potassium carbonate is 1:(3 ~ 4): (3 ~ 4.5), phenolic hydroxyl group benzaldehyde exist
Concentration in acetone soln is 0.1 ~ 0.3mol/L.
5. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S1, purified 3 times using methylene chloride.
6. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S2, chain extender is N methyldiethanol amine, 2,2- dihydromethyl propionic acid, any one in 1,4-butanediol；It is described
Catalyst is dibutyl tin dilaurate in step S2.
7. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S2, alcoholic extract hydroxyl group benzaldehyde obtained in step S1 is dissolved in 20-50ml tetrahydrofuran.
8. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S2,65-85 DEG C is warming up to using oil bath.
9. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: described
In step S3, polyhydric aliphatic amine is ethylenediamine, tetra-methylenedimine, diethylenetriamine, N, and bis- (3- aminopropyl) methylamines of N-, shell are poly-
Any one in sugar.
10. the preparation method according to claim 1 based on schiff bases room temperature selfreparing polyurethane, it is characterised in that: institute
It states in step S3, benzaldehyde modified polyurethane obtained in step S2 is dissolved in 20-50ml tetrahydrofuran.
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| CN111518286A (en) * | 2020-05-11 | 2020-08-11 | 武汉理工大学 | Polyurethane/chitosan self-healing hydrogel based on Schiff base and preparation method thereof |
| CN112979919A (en) * | 2021-02-25 | 2021-06-18 | 中国林业科学研究院林产化学工业研究所 | Preparation method of bio-based self-repairing polyurethane elastomer |
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| CN114350250A (en) * | 2022-02-21 | 2022-04-15 | 中南大学 | Quick-drying bio-based waterborne polyurethane coating based on stimulus response mode and preparation method thereof |
| CN114561145A (en) * | 2022-03-02 | 2022-05-31 | 安徽大学 | Self-repairing waterborne polyurethane coating containing imine bond |
| CN114635292A (en) * | 2022-05-17 | 2022-06-17 | 江苏恒力化纤股份有限公司 | Polyurethane coating polyamide fabric containing Schiff base network structure and preparation method thereof |
| CN114805748A (en) * | 2022-05-27 | 2022-07-29 | 杨骏 | Sustainable and high-modulus Schiff base functional polyurethane prepolymer and preparation method thereof |
| CN115124688A (en) * | 2022-05-19 | 2022-09-30 | 山东科技大学 | Polyurethane damping material containing dynamic disulfide bond and imine bond and preparation method thereof |
| EP4279522A1 (en) * | 2022-05-17 | 2023-11-22 | Covestro Deutschland AG | Water-dispersible polyisocyanates with aldehyde blocking and aqueous compositions obtainable therefrom |
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| CN115124688B (en) * | 2022-05-19 | 2023-11-03 | 山东科技大学 | Polyurethane damping material containing dynamic disulfide bonds and imine bonds and preparation method thereof |
| CN114805748A (en) * | 2022-05-27 | 2022-07-29 | 杨骏 | Sustainable and high-modulus Schiff base functional polyurethane prepolymer and preparation method thereof |
| CN114805748B (en) * | 2022-05-27 | 2024-02-27 | 宁波微循科技有限公司 | Sustainable and high-modulus Schiff base functional polyurethane prepolymer and preparation method thereof |
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