CN109705300A - A kind of selfreparing polyurethane and preparation method thereof - Google Patents
A kind of selfreparing polyurethane and preparation method thereof Download PDFInfo
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Abstract
The present invention relates to a kind of selfreparing polyurethane and preparation method thereof, and raw material mainly includes dioxime.Polyurethane of the invention has good mechanical property, is provided simultaneously with excellent self-healing properties；Preparation method is simple, at low cost, has good market application prospect.
Description
Technical field
The invention belongs to polymeric material field, in particular to a kind of selfreparing polyurethane and preparation method thereof.
Background technique
Polyurethane refers to the quasi polymer for containing a large amount of carbamates in the molecular structure, also referred to as poly- amino first
Acid esters, full name in English polyurethane, abbreviation PU.Since the performance of polyurethane material can be by adjusting its molecular structure
It realizes, and method is relatively simple, therefore polyurethane material is widely used in building, automobile, electronics, packaging, shoemaking etc.
Field.In actual use, polyurethane material inevitably will receive external force and destroy generation defect, and lead to its correlation
The loss or reduction of performance lead to the shortening of material lifetime, the reduction of material safety and the increase of material maintenance cost.
But at present used in most polyurethane materials not can be carried out reparation after generating defect, some polyurethanes material can be with
It is repaired, but repair process needs the input of additional consolidant or energy (such as heating, illumination, pressure), this is very
Big limits actual use demand.In addition, what is be rarely reported (can not need additional in spontaneous selfreparing under room temperature state
Consolidant or energy) polyurethane material be also using the compromise of mechanical property as condition, and it is high along with preparation cost,
The problems such as synthesis technology is complicated.Therefore a kind of polyurethane material tool that can have self-repair function and good mechanical performance is prepared
There is important meaning.
Summary of the invention
Technical problem to be solved by the invention is to provide a kind of selfreparing polyurethane and preparation method thereof, the selfreparing is poly-
The synergistic effect of a variety of dynamic keys is utilized in urethane, contains dynamic hydrogen bond system intrinsic in polyurethane system first, secondly
It is also a kind of dynamic covalent bond by introducing oximido group to react the oxime ammonia ester bond generated with isocyanate groups, can also finally leads to
It crosses introducing metal ion and oxime occurs coordination and forms dynamic metal-coordinate bond；Preparation cost is low, has good mechanical property,
It is provided simultaneously with the spontaneous self-healing properties of excellent room temperature.
The present invention provides a kind of selfreparing polyurethane, and by mass fraction, raw material includes following components:
Dioxime: 1-10 parts；
Polyether polyol: 0-100 parts；
Polyester polyol: 0-100 parts；
Polyisocyanates: 5-100 parts；
Crosslinking agent: 0-5 parts；
Metal salt: 0-10 parts；
Catalyst: 0-1 parts；
Solvent: 0-500 parts.
Preferably, the dioxime (substance containing two or more C=N-OH groups in compound structure) is two
Methyl-glyoxal oxime, furil-dioxime, pyroracemic aldehyde dioxime, 2,4- pentane dione dioxime, furil-dioxime, 1,4- benzoquinones dioxime,
One or more of biphenyl glyoxime, 1,2- cyclohexanedione dioxime, acenaphthenone dioxime, dichloroglyoxime.
Preferably, polyether polyol (the ethers object in compound structure containing two or more-OH groups
Matter) it is one or more of polytetrahydrofuran ether glycol, polypropylene glycol, polyethylene glycol, polyglycereol；The polyether polyol
Weight average molecular weight is 500-10000.
Preferably, polyester polyol (the esters object in compound structure containing two or more-OH groups
Matter) it is polyhexamethylene adipate glycol, polybutylene glyool adipate, polypropylene glycol adipate glycol, polyadipate
One or more of glycol ester glycol, poly- phthalic acid butanol esterdiol, polycaprolactone glycol, polycaprolactonetriol；
The weight average molecular weight of the polyester polyol is 500-10000.
Preferably, the polyisocyanates (substance for containing two or more-NCO group in compound structure)
For toluene diisocynate, methyl diphenylene diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, six
Methylene diisocyanate tripolymer, dicyclohexyl methyl hydride diisocyanate, benzene dimethylene diisocyanate, triphenylmenthane three
One or more of isocyanates, L-lysine triisocyanate, poly methylene poly phenyl poly isocyanate.
Preferably, the crosslinking agent is glycerine, water, 1,2,3- butantriols, 1,2,4-butanetriol, pentaerythrite, diethyl
One or more of hydramine, trimethylolpropane, sorbierite, melamine, diethylenetriamine, castor oil.
Preferably, the metal in the metal salt be magnesium, aluminium, calcium, titanium, vanadium, chromium, manganese, iron, cobalt, nickel, copper, zinc, gallium, germanium,
Hydrochloride, sulfate, Bromide, acetate, nitrate, the citric acid of one or more of strontium, rhodium, palladium, silver, cadmium, indium, antimony
Salt, mesylate, Acetylacetone hydrochlorate, borofluoride, difluoro salt dissolving, gluconate, subcarbonate, sulphurizing salt, sulphur cyanogen
Hydrochlorate, iodized salt, niobates, ethylate, phosphate, oxalates, trifluoroacetate, hexafluorophosphoric acid tetrem cyanogen salt, pyrophosphate,
Stearate, bis- (trifluoromethanesulfonic acid) inferior amine salts, fluoroform sulphonate, thiophene -2-carboxylic acid salt, four water beetle hydrochlorates, diethyl two
Thion propylhomoserin salt, cyanide salt, diethyl, oacetic acid salt, six hydrated sulfuric acid ammonium salts, perchlorate, ethylenediamine
Tetrem acid sodium-salt, bis- (triphenylphosphine) borohydride salts, tetrafluoro boric acid four (acetonitrile) salt, bis- (hexafluoroacetylacetone) salt, octadecylene
Hydrochlorate, acrylates, methacrylate, pyrophosphate, isopropoxide, it is bis- (1- hydroxyl -1H- pyridine -2- thiosulfuric acid-O,
S) salt, methoxide or fluorate.
Preferably, the catalyst be dibutyl tin dilaurate, stannous octoate, triethylamine, double dimethylamino ethyl ethers,
One or more of N-ethylmorpholine, triethylenediamine.
Preferably, the solvent is acetone, tetrahydrofuran, n,N-Dimethylformamide, Isosorbide-5-Nitrae-dioxane, toluene, fourth
One or more of ketone, methylene chloride, chloroform.
The present invention also provides a kind of preparation methods of selfreparing polyurethane, comprising:
(1) 1-10 parts of dioxime, 0-100 parts of polyether polyol, 0-100 parts of polyester polyol, 0-5 parts of crosslinking agent are dissolved in molten
In 0-500 parts of agent；
(2) then be added polyisocyanates 5-100 parts, 0-1 parts of catalyst, 40-70 DEG C reaction 0.5-1 hours, then
It is added metal salt 0-10 parts, is further reacted 0.5-2 hours at 50-75 DEG C；
(3) be finally transferred in vacuum drying oven, 60-90 DEG C reaction 20-50 hours, be evacuated to bubble-free appearance, i.e.,
?.
Beneficial effect
The synergistic effect of a variety of dynamic keys is utilized in selfreparing polyurethane of the invention, contains in polyurethane system first
Intrinsic dynamic hydrogen bond system is also a kind of secondly by introducing oximido group to react the oxime ammonia ester bond generated with isocyanate groups
Dynamic covalent bond finally can also occur coordination and form dynamic metal-coordinate bond by introducing metal ion and oxime.Therefore, originally
The selfreparing polyurethane of invention has good mechanical mechanics property, is provided simultaneously with the spontaneous self-healing properties of excellent room temperature, repairs
Multiple process is not necessarily to the input of additional renovation agent or energy (heating, illumination, pressure etc.)；The polyurethane material preparation method letter
Single, preparation cost is low；Its material composition is stronger with the Modulatory character of structure, has good market application prospect.
Specific embodiment
Present invention will be further explained below with reference to specific examples.It should be understood that these embodiments are merely to illustrate the present invention
Rather than it limits the scope of the invention.In addition, it should also be understood that, after reading the content taught by the present invention, those skilled in the art
Member can make various changes or modifications the present invention, and such equivalent forms equally fall within the application the appended claims and limited
Range.
Embodiment 1
2 parts of dimethylglyoximes, 20 parts of polytetrahydrofuran ether glycol (Mn=1000), 0.4 part of glycerine is taken to be dissolved in 50
In part acetone；Then 10 parts of isophorone diisocyanate, 0.3 part of dibutyl tin dilaurate are added, it is small in 55 DEG C of reactions 0.5
When, 0.5 part of copper chloride is added, is further reacted 0.5 hour at 60 DEG C；Reaction solution is transferred in vacuum drying oven, 75 DEG C of reactions
It 35 hours, is evacuated to bubble-free and occurs to get selfreparing polyurethane.
The mechanical property and self-healing properties of material are investigated with electronic universal material testing machine.The polyurethane material intensity is
14.8Mpa；It is stitched together not applying after material is completely cut through and is placed on 25 DEG C of processes under external force state 40 hours, intensity is
8MPa。
Embodiment 2
2 parts of dimethylglyoximes, 20 parts of polytetrahydrofuran ether glycol (Mn=1000), 0.4 part of glycerine is taken to be dissolved in 50
In part acetone；Then 10 parts of isophorone diisocyanate, 0.3 part of dibutyl tin dilaurate are added, it is small in 55 DEG C of reactions 0.5
When, 1 part of bis- (trifluoromethanesulfonic acid) imines copper is added, is further reacted 0.5 hour at 60 DEG C；Reaction solution is transferred to vacuum drying oven
In, 75 DEG C are reacted 35 hours, are evacuated to bubble-free and occur to get selfreparing polyurethane.
The mechanical property and self-healing properties of material are investigated with electronic universal material testing machine.The polyurethane material intensity is
11.5MPa；It is stitched together not applying after material is completely cut through and is placed on 25 DEG C of processes under external force state 40 hours, intensity is
8.1Mpa。
Embodiment 3
2 parts of dimethylglyoximes, 20 parts of polytetrahydrofuran ether glycol (Mn=1000), 0.4 part of glycerine is taken to be dissolved in 50
In part acetone；Then 10 parts of isophorone diisocyanate, 0.3 part of dibutyl tin dilaurate are added, it is small in 55 DEG C of reactions 0.5
When, it is further reacted 0.5 hour at 60 DEG C；Reaction solution is transferred in vacuum drying oven, 75 DEG C are reacted 35 hours, and nothing is evacuated to
Bubble occurs to get selfreparing polyurethane.
The mechanical property and self-healing properties of material are investigated with electronic universal material testing machine.The polyurethane material intensity is
6.8Mpa；It is stitched together not applying after material is completely cut through and is placed on 25 DEG C of processes under external force state 40 hours, intensity is
3.7MPa。
The resulting selfreparing polyurethane material of Examples 1 to 3 can carry out spontaneous selfreparing at room temperature, pass through tune
Save the different adjustable materials of formula green strength and selfreparing after intensity, to meet different use demands.
In order to illustrate the effect that dioxime plays in the material, design comparison example, comparative example formula is to be formulated base in embodiment 3
It modifies on plinth.In the case where the other components dosage of holding embodiment 3 is constant, comparative example has subtracted dimethyl second two
Aldoxime component, and increase the dosage of polytetrahydrofuran ether glycol (Mn=1000) to keep system total hydroxy constant, specifically
It is as follows:
Comparative example
40 parts of polytetrahydrofuran ether glycol (Mn=1000), 0.4 part of glycerine are taken to be dissolved in 50 parts of acetone；Then 10 are added
Part isophorone diisocyanate, 0.3 part of dibutyl tin dilaurate, react 0.5 hour at 55 DEG C, in 60 DEG C of further reactions
0.5 hour；Reaction solution is transferred in vacuum drying oven, 75 DEG C are reacted 35 hours, are evacuated to bubble-free and occur to get comparative example
Polyurethane.
The mechanical property and self-healing properties of material are investigated with electronic universal material testing machine.The polyurethane material intensity is
4.1Mpa；It is stitched together not applying after material is completely cut through and is placed on 25 DEG C of processes under external force state 40 hours, intensity is
1.0MPa。
Embodiment 3 and comparative example the result shows that, the introducing of dioxime component is effective while reinforcing material mechanical strength
The self-healing efficiency for improving material.
Claims (10)
1. a kind of selfreparing polyurethane, it is characterised in that: press mass fraction, raw material includes following components:
Dioxime: 1-10 parts；
Polyether polyol: 0-100 parts；
Polyester polyol: 0-100 parts；
Polyisocyanates: 5-100 parts；
Crosslinking agent: 0-5 parts；
Metal salt: 0-10 parts；
Catalyst: 0-1 parts；
Solvent: 0-500 parts.
2. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the dioxime is dimethyl glyoxal
Oxime, furil-dioxime, pyroracemic aldehyde dioxime, 2,4- pentane dione dioxime, furil-dioxime, 1,4- benzoquinones dioxime, biphenyl second two
One or more of aldoxime, 1,2- cyclohexanedione dioxime, acenaphthenone dioxime, dichloroglyoxime.
3. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the polyether polyol is poly- tetrahydro furan
It mutters one or more of ether glycol, polypropylene glycol, polyethylene glycol, polyglycereol；The weight average molecular weight of the polyether polyol is
500-10000。
4. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the polyester polyol is polyadipate
Hexylene glycol esterdiol, polybutylene glyool adipate, polypropylene glycol adipate glycol, polyethylene glycol adipate glycol,
One or more of poly- phthalic acid butanol esterdiol, polycaprolactone glycol, polycaprolactonetriol；The polyester polyol
Weight average molecular weight be 500-10000.
5. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the polyisocyanates is that toluene two is different
Cyanic acid, methyl diphenylene diisocyanate, isophorone diisocyanate, hexamethylene diisocyanate, hexa-methylene two are different
Cyanate tripolymer, dicyclohexyl methyl hydride diisocyanate, benzene dimethylene diisocyanate, triphenylmethane triisocyanate,
One or more of L-lysine triisocyanate, poly methylene poly phenyl poly isocyanate.
6. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the crosslinking agent be glycerine, water, 1,
2,3- butantriol, 1,2,4- butantriol, pentaerythrite, diethanol amine, trimethylolpropane, sorbierite, melamine, divinyl
One or more of triamine, castor oil.
7. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: metal in the metal salt be magnesium,
The salt of one or more of aluminium, calcium, titanium, vanadium, chromium, manganese, iron, cobalt, nickel, copper, zinc, gallium, germanium, strontium, rhodium, palladium, silver, cadmium, indium, antimony
Hydrochlorate, sulfate, Bromide, acetate, nitrate, citrate, mesylate, Acetylacetone hydrochlorate, borofluoride, difluoro
Salt dissolving, gluconate, subcarbonate, sulphurizing salt, rhodanate, iodized salt, niobates, ethylate, phosphate, oxalic acid
Salt, trifluoroacetate, hexafluorophosphoric acid tetrem cyanogen salt, pyrophosphate, stearate, bis- (trifluoromethanesulfonic acid) inferior amine salts, fluoroform
Sulfonate, thiophene -2-carboxylic acid salt, four water beetle hydrochlorates, two thion propylhomoserin salt of diethyl, cyanide salt, diethyl, ethyl second
Acetoacetate, six hydrated sulfuric acid ammonium salts, perchlorate, disodium edta, bis- (triphenylphosphine) borohydride salts, tetrafluoro boron
It is sour four (acetonitrile) salt, bis- (hexafluoroacetylacetone) salt, Monoethanolamine Oleate, acrylates, methacrylate, pyrophosphate, different
Propylate, bis- (1- hydroxyl -1H- pyridine -2- thiosulfuric acid-O, S) salt, methoxide or fluorate.
8. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the catalyst is two fourth of tin dilaurate
One or more of Ji Xi, stannous octoate, triethylamine, double dimethylamino ethyl ethers, N-ethylmorpholine, triethylenediamine.
9. a kind of selfreparing polyurethane according to claim 1, it is characterised in that: the solvent be acetone, tetrahydrofuran,
One or more of n,N-Dimethylformamide, Isosorbide-5-Nitrae-dioxane, toluene, butanone, methylene chloride, chloroform.
10. a kind of preparation method of selfreparing polyurethane, comprising:
(1) 1-10 parts of dioxime, 0-100 parts of polyether polyol, 0-100 parts of polyester polyol, 0-5 parts of crosslinking agent are dissolved in solvent 0-
In 500 parts；
(2) then be added polyisocyanates 5-100 parts, 0-1 parts of catalyst, 40-70 DEG C reaction 0.5-1 hours, be then added
It 0-10 parts of metal salt, is further reacted 0.5-2 hours at 50-75 DEG C；
(3) be finally transferred in vacuum drying oven, 60-90 DEG C reaction 20-50 hours, be evacuated to bubble-free occur to get.
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| WO2023168045A1 (en) | 2022-03-04 | 2023-09-07 | Conagen Inc. | Hydroxy/amino oxime-based hot melt adhesives for rework, repair and recycle |
| WO2023168066A1 (en) | 2022-03-04 | 2023-09-07 | Conagen Inc. | Oxime-based hot melt adhesives for rework, repair and recycle |
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Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003060191A2 (en) * | 2002-01-04 | 2003-07-24 | University Of Dayton | Non-toxic corrosion-protection conversion coatinges absed on cobalt |
| US20080207793A1 (en) * | 2005-07-19 | 2008-08-28 | Basf | Coatings Reparable by Introduction of Energy |
| CN104961881A (en) * | 2015-06-03 | 2015-10-07 | 四川大学 | Dynamic bond-containing polyurethane material for 3D printing and its preparation method and use |
| CN106750145A (en) * | 2016-12-16 | 2017-05-31 | 四川大学 | Review one's lessons by oneself polyurethane material of redoubling force-responsive and preparation method thereof |
| US20170342189A1 (en) * | 2014-12-15 | 2017-11-30 | Mitsui Chemicals, Inc. | Self-repairing polyurethane resin material, self-repairing polyurethane resin, self-repairing coating material, self-repairing elastomer material, method for producing self-repairing polyurethane resin material, and method for producing self-repairing polyurethane resin |
| CN107446099A (en) * | 2017-08-04 | 2017-12-08 | 上海天原集团胜德塑料有限公司 | High pressure resistant polyurethane material and preparation method |
| CN108162528A (en) * | 2017-12-22 | 2018-06-15 | 宿迁市金田塑业有限公司 | A kind of novel high-performance antibacterial antifogging film |
| CN108314763A (en) * | 2017-01-17 | 2018-07-24 | 中国科学院化学研究所 | A kind of dynamic based on oxime can repair polyurethane and preparation method thereof |
-
2018
- 2018-12-24 CN CN201811582067.5A patent/CN109705300B/en active Active
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003060191A2 (en) * | 2002-01-04 | 2003-07-24 | University Of Dayton | Non-toxic corrosion-protection conversion coatinges absed on cobalt |
| US20080207793A1 (en) * | 2005-07-19 | 2008-08-28 | Basf | Coatings Reparable by Introduction of Energy |
| US20170342189A1 (en) * | 2014-12-15 | 2017-11-30 | Mitsui Chemicals, Inc. | Self-repairing polyurethane resin material, self-repairing polyurethane resin, self-repairing coating material, self-repairing elastomer material, method for producing self-repairing polyurethane resin material, and method for producing self-repairing polyurethane resin |
| CN104961881A (en) * | 2015-06-03 | 2015-10-07 | 四川大学 | Dynamic bond-containing polyurethane material for 3D printing and its preparation method and use |
| CN106750145A (en) * | 2016-12-16 | 2017-05-31 | 四川大学 | Review one's lessons by oneself polyurethane material of redoubling force-responsive and preparation method thereof |
| CN108314763A (en) * | 2017-01-17 | 2018-07-24 | 中国科学院化学研究所 | A kind of dynamic based on oxime can repair polyurethane and preparation method thereof |
| CN107446099A (en) * | 2017-08-04 | 2017-12-08 | 上海天原集团胜德塑料有限公司 | High pressure resistant polyurethane material and preparation method |
| CN108162528A (en) * | 2017-12-22 | 2018-06-15 | 宿迁市金田塑业有限公司 | A kind of novel high-performance antibacterial antifogging film |
Non-Patent Citations (2)
| Title |
|---|
| DAIHUA FU等: "A facile dynamic crosslinked healable poly(oxime-urethane) elastomer with high elastic recovery and recyclability", 《JOURNAL OF MATERIALS CHEMISTRY A》 * |
| WEN-XING LIU等: "Oxime-Based and Catalyst-Free Dynamic Covalent Polyurethanes", 《JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》 * |
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| CN117843914B (en) * | 2024-03-07 | 2024-05-14 | 内蒙古科技大学 | Preparation method of high-performance self-repairing elastomer material for self-repairing inner tube or other elastic materials |
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