CN107915826A - A kind of preparation method of the self-repair type shape memory polyurethane containing double selenium keys - Google Patents
A kind of preparation method of the self-repair type shape memory polyurethane containing double selenium keys Download PDFInfo
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- CN107915826A CN107915826A CN201711077844.6A CN201711077844A CN107915826A CN 107915826 A CN107915826 A CN 107915826A CN 201711077844 A CN201711077844 A CN 201711077844A CN 107915826 A CN107915826 A CN 107915826A
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- shape memory
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- polyester
- diisocyanate
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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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6633—Compounds of group C08G18/42
-
- 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
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3897—Low-molecular-weight compounds having heteroatoms other than oxygen containing heteroatoms other than oxygen, halogens, nitrogen, sulfur, phosphorus or silicon
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
-
- 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
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G2280/00—Compositions for creating shape memory
Abstract
The invention discloses a kind of preparation method of the self-repair type shape memory polyurethane containing double selenium keys, the invention polyurethane is by diisocyanate and polyester-diol pre-polymerization, then carries out block polymerization with double selenium glycol and obtains.The polyurethane is in the crystallization invertibity of polyester molecule chain and the dynamic exchange characteristic of double selenium keys, compared with temperate condition（30~60 °C）Shape memory function can be achieved, while realize the reparation to material disconnected section, cut equivalent damage.Synthesized polyurethane is more block structures, using crystalline polyester glycol as soft segment, using double selenium glycol of diisocyanate and the covalent bond containing dynamic as hard section, with good molecular structure designability, by adjusting soft and hard segments component and proportioning, its selfreparing and shape memory function can be effectively adjusted, can be applied to the fields such as intelligent packaging, electronic device and bio-medical material.
Description
Technical field
It is more particularly to a kind of to be moved containing double selenium the present invention relates to a kind of preparation method of self-repair type shape memory polyurethane
The preparation of the self-repair type shape memory polyurethane of state covalent bond
Background technology
With the development of science and technology, various new materials come into being, and intellectual material is wherein important one kind.Institute
It is a series of a kind of material with specific functions such as self diagnosis, self-adaptation, self-regenerations to call intellectual material.Shape memory
One of the Typical Representative of polyurethane as intellectual material, is that one kind has original shape, is become under certain external condition effect
After shape is fixed, by outside stimulus such as heat, light, electricity, magnetic, the polymer of its original-shape can be replied（Progress in
Polymer Science, 2010, 35(1-2):3-23.）.
At present, the thermal shape memory polymer of polymer deformation is controlled using temperature as stimulation means by common concern
And research, and it is widely used in the fields such as intelligent packaging, electronic device and bio-medical material.In thermal shape memory polymer
In, representational is the thermoplastic polyurethane for having micro phase separation structure, and generally comprising can anti-phase（Soft segment）And stationary phase（Firmly
Section）Two parts（European Polymer Journal, 2015, 70:173-185.）.For crystalline thermoplastic's polyurethane,
Can anti-phase be made of crystalline polyester or polyethers etc., can be carried out under exterior environmental stimulus between crystalline state-molten state reversible
Transformation, for fixing temporary shapes；Stationary phase is made of diisocyanate monomer and small molecule chain extender monomer etc., is pierced in outside
Under swashing, for replying original shape（Acs Applied Materials & Interfaces, 2015, 7(4):2585-
2593.）.As it can be seen that thermal shape memory polyurethane can remember temporary shapes at the transition temperature, and at the corresponding temperature
Reply original-shape.
Although shape memory polyurethane has a series of excellent performances and is widely applied prospect, due to material sheet
The property of body, is also easy to produce crackle, aging equivalent damage in use, strongly limit the security and durability of material, leads
Causing the shape memory function of material cannot fully play.Therefore, how the service life of elongated shape memory polyurethane makes
Material itself function obtains fully playing the research hotspot as polymer science and materials science field.
In recent years, selfreparing high molecular material has obtained the extensive of scientists and engineers as one compared with frontier
Concern.The recovery technique of self-repair material is applied to shape-memory polymer, is prepared with selfreparing and shape memory work(
The intellectual material of energy, this can not only solve the various fatigue problems that shape-memory polymer occurs in use, but also
Reduce the use cost of material.So far, using the theory of dynamic chemical key come realize the research of the self-repair function of material into
Fruit is emerged in an endless stream（Advanced Materials, 2017, 29(14).）.
Chinese patent（CN105802196A）Disclose a kind of high molecular material with double process shape-memory effect and its
Preparation method, it is by crystallinity polyethers or polyester-diol, diisocyanate, small molecule chain extender, rubber elastomer, free radical
It polymerize ultraviolet initiator and more sulfydryl curing agent composition, shape memory function, but shape memory mistake can be realized under 60 °C
Journey also needs ultraviolet light to cure, and does not possess self-repair function, has some limitations.Chinese patent（CN105482065A）
A kind of self-healing polyurethane resin containing cystine linkage and preparation method thereof is disclosed, it is by polyethers or polyester-diol, two different
Cyanate, the small molecule chain extender containing cystine linkage is aggregated obtains.Self-healing can be realized when being heated to 80 °C, but is used
Temperature is higher, and does not have shape-memory properties.Although the small molecule monomer containing cystine linkage is because of its interchangeability, selectivity
By force, the features such as cost is low is widely used in self-repair material field, but self-repair procedure required temperature is higher mostly, limits it
Application range.Compared with cystine linkage, the chemical bond energy of double selenium keys is lower, can be carried out under the conditions of relatively mild.An etc. is prepared for
Heat-curable urethane containing double selenium keys, double selenium keys can carry out dynamic exchange at room temperature, and repair ability increases with the rise of temperature
By force, but do not possess shape-memory properties（Polymer Chemistry, 2017, 8:3641-3646.）.
So far, the research of the self-repair type shape-memory polymer in relation to the covalent bond containing dynamic both at home and abroad and few
See.Therefore, double selenium dynamic covalent bonds are combined with shape memory polyurethane, the crystallization invertibity based on polyester molecule chain and
The dynamic exchange characteristic of double selenium keys, compared with temperate condition（30~60 °C）It is lower that shape memory function can be achieved, realize at the same time
Reparation to material disconnected section, cut equivalent damage.As far as we know, the self-repair type shape memory polyurethane at present containing double selenium keys
It there is no relevant report.
The content of the invention
Patent of the present invention is related to a kind of preparation method of the self-repair type shape memory polyurethane containing double selenium keys, the invention institute
It is by diisocyanate and polyester-diol pre-polymerization to state polyurethane, then carries out block polymerization with double selenium glycol and obtains.
Self-repair type shape memory polyurethane provided by the present invention containing double selenium keys is characterized in that：
（1）It is provided by the present invention reversible containing double crystallizations of the self-repair type shape memory polyurethane of selenium key based on polyester molecule chain
Property and double selenium keys dynamic exchange characteristic, compared with temperate condition（30~60 °C）Shape memory function can be achieved, at the same it is real
Now to the reparation of material disconnected section, cut equivalent damage.（2）Self-repair type shape memory provided by the present invention containing double selenium keys gathers
Urethane is more block structures, using crystalline polyester glycol as soft segment, with diisocyanate and double selenium glycol of the covalent bond containing dynamic
For hard section, there is good molecular structure designability, by adjusting soft and hard segments component and proportioning, can effectively adjust it and review one's lessons by oneself
Multiple and shape memory function, can be applied to the fields such as intelligent packaging, electronic device and bio-medical material.
The purpose of the present invention is what is be achieved through the following technical solutions：
Self-repair type shape memory polyurethane of the present invention containing double selenium keys be by diisocyanate and polyester-diol pre-polymerization,
Then carry out block polymerization with double selenium glycol and obtain, the quality proportioning of its each component is as follows：
Polyester-diol 10 ~ 100
Diisocyanate 5 ~ 50
Double selenium glycol 2 ~ 15
Organic solvent 20 ~ 200
Organic bismuth catalyst 0.01 ~ 0.1
The self-repair type shape memory polyurethane is synthesized by following special process：
（1）At 90 ~ 120 DEG C, polyester-diol is depressurized under conditions of vacuum is 0.09 MPa using rotating retorts and is steamed
2 ~ 5 h are evaporated, remove moisture；（2）Sequentially added in sequence in three-necked flask polyester-diol, diisocyanate, organic solvent,
Organic bismuth catalyst, is heated to 50 ~ 80 DEG C, nitrogen protection, reacts 2 ~ 6 h under mechanical stirring；（3）Add double selenium glycol, dimension
Hold 50 ~ 80 DEG C of reaction temperature, nitrogen protection, the reaction was continued 2 ~ 6 h；（4）It is cooled to room temperature, pour mask, it is dry at 25 ~ 50 DEG C
The self-repair type shape memory polyurethane containing double selenium keys can be obtained after 48 h.
Wherein, polyester-diol used is poly adipate succinic acid ester, polyethylene glycol adipate, polyadipate ethylene glycol fourth
One kind in diol ester, polycaprolactone；During the number average molecular weight of polyester-diol used is 500,1000,2000,3000
It is a kind of；Diisocyanate used for toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate,
One kind in hexamethylene diisocyanate and its homologue；Organic solvent used is butanone, tetrahydrofuran, ethyl acetate, N,
One kind in dinethylformamide.
The advantage of the invention is that：The polyurethane is in the crystallization invertibity of polyester molecule chain and the dynamic exchange of double selenium keys
Characteristic, compared with temperate condition（30~60 °C）Shape memory function can be achieved, while realize to material disconnected section, cut etc.
The reparation of damage.Synthesized polyurethane is more block structures, using crystalline polyester glycol as soft segment, with diisocyanate and is contained
Double selenium glycol of dynamic covalent bond are hard section, have good molecular structure designability, by adjusting soft and hard segments component and matching somebody with somebody
Than can effectively adjust its selfreparing and shape memory function, can be applied to intelligent packaging, electronic device and bio-medical material
Deng field.
Embodiment：
Embodiment one：By 30 g poly adipate succinic acid esters（Mn=3000）It is placed in equipped with blender, thermometer and condensing unit
In three-necked flask, at 110 DEG C, vacuum carries out decompression water removal under conditions of being 0.09 MPa, cools down；Pressed in three-necked flask
According to 5.22 g toluene di-isocyanate(TDI)s, 60 mL acetone, 15 μ L organic bismuth catalysts 8108 are sequentially sequentially added, nitrogen is protected,
70 °C of 3 h of reaction are warming up under mechanical stirring；The double selenium glycol of 3.49 g are added, 5 h are reacted at 55 °C, until isocyanic acid
Radical content reaches theoretical value（Di-n-butylamine titration judges）；It is cooled to room temperature, pour mask, at 25 ~ 50 DEG C after dry 48 h i.e.
It can obtain the self-repair type shape memory polyurethane containing double selenium keys.
Embodiment two：By 30 g polycaprolactones（Mn=3000）It is placed in three mouthfuls equipped with blender, thermometer and condensing unit
In flask, at 110 DEG C, vacuum carries out decompression water removal under conditions of being 0.09 MPa, cools down；According to suitable in three-necked flask
Sequence sequentially adds 5.22 g toluene di-isocyanate(TDI)s, 60 mL acetone, 15 μ L organic bismuth catalysts 8108, nitrogen protection, in machine
70 °C of 3 h of reaction are warming up under tool stirring；The double selenium glycol of 3.49 g are added, react 5 h at 55 °C, until isocyano contains
Amount reaches theoretical value（Di-n-butylamine titration judges）；It is cooled to room temperature, pour mask, can be obtained after dry 48 h at 25 ~ 50 DEG C
To the self-repair type shape memory polyurethane containing double selenium keys.
Embodiment three：By 30 g polyethylene glycol adipates（Mn=2000）It is placed in equipped with blender, thermometer and condensation dress
In the three-necked flask put, at 110 DEG C, vacuum carries out decompression water removal under conditions of being 0.09 MPa, cools down；In three-necked flask
In sequentially add 9.99 g isophorone diisocyanate, 50 mL acetone, 15 μ L organic bismuth catalysts 8108, nitrogen in sequence
Gas shielded, is warming up to 80 °C of 3 h of reaction under mechanical stirring；The double selenium glycol of 7.44 g are added, react 4 h at 60 °C, directly
Reach theoretical value to isocyano-content（Di-n-butylamine titration judges）；It is cooled to room temperature, pour mask, it is dry at 25 ~ 50 DEG C
The self-repair type shape memory polyurethane containing double selenium keys can be obtained after 48 h.
Example IV：By 30 g polycaprolactones（Mn=2000）It is placed in three mouthfuls equipped with blender, thermometer and condensing unit
In flask, at 110 DEG C, vacuum carries out decompression water removal under conditions of being 0.09 MPa, cools down；According to suitable in three-necked flask
Sequence sequentially adds 13.32 g isophorone diisocyanate, 65 mL acetone, 15 μ L organic bismuth catalysts 8108, and nitrogen is protected,
80 °C of 3 h of reaction are warming up under mechanical stirring；The double selenium glycol of 11.16 g are added, 5 h are reacted at 50 °C, until isocyanide
Acid group content reaches theoretical value（Di-n-butylamine titration judges）；It is cooled to room temperature, pour mask, at 25 ~ 50 DEG C after dry 48 h
The self-repair type shape memory polyurethane containing double selenium keys can be obtained.
Embodiment five：By 30 g poly adipate succinic acid esters（Mn=1000）It is placed in equipped with blender, thermometer and condensation dress
In the three-necked flask put, at 110 DEG C, vacuum carries out decompression water removal under conditions of being 0.09 MPa, cools down；In three-necked flask
In sequentially add 19.98 g isophorone diisocyanate, 70 mL acetone, 15 μ L organic bismuth catalysts 8108 in sequence,
Nitrogen is protected, and is warming up to 80 °C of 3 h of reaction under mechanical stirring；The double selenium glycol of 14.88 g are added, react 5 h at 55 °C,
Until isocyano-content reaches theoretical value（Di-n-butylamine titration judges）；It is cooled to room temperature, pour mask, is done at 25 ~ 50 DEG C
The self-repair type shape memory polyurethane containing double selenium keys can be obtained after dry 48 h.
Claims (2)
1. patent of the present invention is related to a kind of preparation method of the self-repair type shape memory polyurethane containing double selenium keys, described in the invention
Polyurethane is by diisocyanate and polyester-diol pre-polymerization, then carries out block polymerization with double selenium glycol and obtains, its each component
Quality proportioning is as follows：
Polyester-diol 10 ~ 100
Diisocyanate 5 ~ 50
Double selenium glycol 2 ~ 15
Organic solvent 20 ~ 200
Organic bismuth catalyst 0.01 ~ 0.1
The self-repair type shape memory polyurethane is synthesized by following special process：
（1）At 90 ~ 120 DEG C, polyester-diol is depressurized under conditions of vacuum is 0.09 MPa using rotating retorts and is steamed
2 ~ 5 h are evaporated, remove moisture；（2）Sequentially added in sequence in three-necked flask polyester-diol, diisocyanate, organic solvent,
Organic bismuth catalyst, is heated to 50 ~ 80 DEG C, nitrogen protection, reacts 2 ~ 6 h under mechanical stirring；（3）Add double selenium glycol, dimension
Hold 50 ~ 80 DEG C of reaction temperature, nitrogen protection, the reaction was continued 2 ~ 6 h；（4）It is cooled to room temperature, pour mask, it is dry at 25 ~ 50 DEG C
The self-repair type shape memory polyurethane containing double selenium keys can be obtained after 48 h.
2. the preparation method of the self-repair type shape memory polyurethane according to claim 1 containing double selenium keys, its feature exist
In polyester-diol used for poly adipate succinic acid ester, polyethylene glycol adipate, polyadipate ethylene glycol butanediol ester, gather oneself
One kind in lactone；The number average molecular weight of polyester-diol used be 1000,2000,3000 in one kind, two isocyanide used
Acid esters is toluene di-isocyanate(TDI), isophorone diisocyanate, methyl diphenylene diisocyanate, hexa-methylene diisocyanate
One kind in ester and its homologue；Organic solvent used is butanone, in tetrahydrofuran, ethyl acetate, N,N-dimethylformamide
One kind.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108484868A (en) * | 2018-05-09 | 2018-09-04 | 苏州大学 | Self-healing material and preparation method thereof based on polyurethane |
| CN109762129A (en) * | 2019-01-10 | 2019-05-17 | 陕西科技大学 | A kind of self-healing no-solvent polyurethane composition, synthetic leather bass and preparation method that light is reversible |
| CN109912772A (en) * | 2019-03-22 | 2019-06-21 | 镇江利德尔复合材料有限公司 | A kind of preparation method of the shape memory polyurethane of novel response quickly |
| CN111187507A (en) * | 2020-01-14 | 2020-05-22 | 四川大学 | Preparation method of graphene-based hybrid flame retardant/self-repairing polyurethane flame-retardant composite material |
| CN111217974A (en) * | 2020-03-05 | 2020-06-02 | 中科院广州化学有限公司 | Self-repairable polyurethane material and preparation method and application thereof |
| CN112194773A (en) * | 2020-10-13 | 2021-01-08 | 长安大学 | Dynamic diselenide bond polyester elastomer material and preparation method and application thereof |
| CN112574375A (en) * | 2019-09-30 | 2021-03-30 | 中国科学院宁波材料技术与工程研究所 | Self-healing hydrophobic polyurethane and preparation method and application thereof |
| CN113651938A (en) * | 2021-07-11 | 2021-11-16 | 浙江理工大学 | Solvent-free polyurethane with self-repairing function and preparation method thereof |
| CN113896854A (en) * | 2021-10-19 | 2022-01-07 | 中国林业科学研究院林产化学工业研究所 | Castor oil-based shape memory polymer and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB924769A (en) * | 1959-01-16 | 1963-05-01 | Dunlop Rubber Co | Improvements in polymeric foam materials |
| CN103965430A (en) * | 2014-04-16 | 2014-08-06 | 上海工程技术大学 | Self-repairing polyurethane, as well as textile printing coating and preparation method thereof |
| CN106497385A (en) * | 2016-11-23 | 2017-03-15 | 四川大学 | A kind of preparation method of visible ray selfreparing aqueous polyurethane coating material of the main chain containing double selenium keys |
| CN107057326A (en) * | 2017-02-16 | 2017-08-18 | 四川大学 | Composite of photoresponse shape memory selfreparing and preparation method thereof, restorative procedure and application |
-
2017
- 2017-11-06 CN CN201711077844.6A patent/CN107915826A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB924769A (en) * | 1959-01-16 | 1963-05-01 | Dunlop Rubber Co | Improvements in polymeric foam materials |
| CN103965430A (en) * | 2014-04-16 | 2014-08-06 | 上海工程技术大学 | Self-repairing polyurethane, as well as textile printing coating and preparation method thereof |
| CN106497385A (en) * | 2016-11-23 | 2017-03-15 | 四川大学 | A kind of preparation method of visible ray selfreparing aqueous polyurethane coating material of the main chain containing double selenium keys |
| CN107057326A (en) * | 2017-02-16 | 2017-08-18 | 四川大学 | Composite of photoresponse shape memory selfreparing and preparation method thereof, restorative procedure and application |
Non-Patent Citations (3)
| Title |
|---|
| SHAOBO JI ET AL.: ""Visible-Light-Induced Self-Healing Diselenide-Containing Polyurethane Elastomer"", 《ADVANCED MATERIALS》 * |
| 崔航等: ""形状记忆聚氨酯材料的研究进展"", 《材料导报A:综述篇》 * |
| 胡金莲等: "《形状记忆纺织材料》", 30 June 2006 * |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108484868A (en) * | 2018-05-09 | 2018-09-04 | 苏州大学 | Self-healing material and preparation method thereof based on polyurethane |
| CN108484868B (en) * | 2018-05-09 | 2020-12-01 | 苏州大学 | Self-healing material based on polyurethane and preparation method thereof |
| CN109762129A (en) * | 2019-01-10 | 2019-05-17 | 陕西科技大学 | A kind of self-healing no-solvent polyurethane composition, synthetic leather bass and preparation method that light is reversible |
| CN109912772A (en) * | 2019-03-22 | 2019-06-21 | 镇江利德尔复合材料有限公司 | A kind of preparation method of the shape memory polyurethane of novel response quickly |
| CN112574375A (en) * | 2019-09-30 | 2021-03-30 | 中国科学院宁波材料技术与工程研究所 | Self-healing hydrophobic polyurethane and preparation method and application thereof |
| CN112574375B (en) * | 2019-09-30 | 2022-12-20 | 中国科学院宁波材料技术与工程研究所 | Self-healing hydrophobic polyurethane and preparation method and application thereof |
| CN111187507A (en) * | 2020-01-14 | 2020-05-22 | 四川大学 | Preparation method of graphene-based hybrid flame retardant/self-repairing polyurethane flame-retardant composite material |
| CN111217974A (en) * | 2020-03-05 | 2020-06-02 | 中科院广州化学有限公司 | Self-repairable polyurethane material and preparation method and application thereof |
| CN112194773A (en) * | 2020-10-13 | 2021-01-08 | 长安大学 | Dynamic diselenide bond polyester elastomer material and preparation method and application thereof |
| CN112194773B (en) * | 2020-10-13 | 2022-04-15 | 长安大学 | Dynamic diselenide bond polyurethane elastomer material and preparation method and application thereof |
| CN113651938A (en) * | 2021-07-11 | 2021-11-16 | 浙江理工大学 | Solvent-free polyurethane with self-repairing function and preparation method thereof |
| CN113896854A (en) * | 2021-10-19 | 2022-01-07 | 中国林业科学研究院林产化学工业研究所 | Castor oil-based shape memory polymer and preparation method thereof |
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Application publication date: 20180417 |