CN109467929A - Shape memory cyanate ester resin material of resistance to radiated by gamma-ray and preparation method thereof - Google Patents
Shape memory cyanate ester resin material of resistance to radiated by gamma-ray and preparation method thereof Download PDFInfo
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- CN109467929A CN109467929A CN201811509565.7A CN201811509565A CN109467929A CN 109467929 A CN109467929 A CN 109467929A CN 201811509565 A CN201811509565 A CN 201811509565A CN 109467929 A CN109467929 A CN 109467929A
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- cyanate ester
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/0644—Poly(1,3,5)triazines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/12—Shape memory
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Abstract
The invention discloses shape memory cyanate ester resin materials of a kind of resistance to radiated by gamma-ray and preparation method thereof, belong to technical field of polymer materials, the method includes the cyanate ester monomer that mass fraction is 50%-80% is placed in oil bath pan, after the cyanate ester monomer is completely dissolved, the plasticizer and mass fraction that addition mass fraction is 10%-20% are 10%-30% crosslinking agent, cyanate precursor solution is made in magnetic agitation；And inject in preheated mold, it is placed in baking oven and is heating and curing, the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is made.Compared with the prior art, the preparation process of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is simple in the present invention, easy to operate, at low cost；And shape of the present invention memory cyanate ester resin material is due to resistance to radiated by gamma-ray performance, the components such as shape memory locking, driving can be prepared, damage of the gamma ray to the spacecraft primary clustering of in-orbit military service can be effectively reduced, the in-orbit safety of spacecraft is improved.
Description
Technical field
The present invention relates to technical field of polymer materials, and in particular to a kind of shape memory cyanic acid of resistance to radiated by gamma-ray
Ester resin material and preparation method thereof.
Background technique
With the fast development of aerospace science and technology, the mankind are more and more frequent to the exploration action of the outer space, boat
The flying distance of its device is also increasingly remoter, therefore the requirement to spacecraft is also more and more harsh.Spacecraft space during one's term of military service
Various space adverse circumstances can be inevitably suffered from, as vacuum, high/low temperature, elemental oxygen, ultraviolet light, radiated by gamma-ray etc.
Deng.In order to reduce each system of spacecraft in the damage of the adverse circumstances of space, it can be used for resistance to space radiation, the height transformation of spacecraft
Temperature, the research and development of high mechanical strength material are extremely urgent.
Macromolecule resin material is since its is at low cost, hardness is high, toughness is strong, corrosion-resistant, wear-resistant, thermodynamic property is excellent
It is different, chemical stability is good, have extraordinary application prospect in aerospace field.Cyanate ester resin is that one kind has up to 400
DEG C glass transition temperature thermosetting polymer, typically contain two or more-O-C ≡ N in molecular structure, i.e.,
Cyanate functional group.At a certain temperature, cyanate functional group (- O-C ≡ N) can occur trimerization reaction and generate triazine ring.
Triazine ring is a kind of hexatomic ring being alternately made of carbon nitrogen singly-bound and carbon-to-nitrogen double bon, and structure height is symmetrical, thermal stability and chemistry
Excellent stability.But its brittleness is big, and modified difference, glass transition temperature is also higher, even if more than glass transition temperature, material
The deformation of material is also relatively difficult, significantly limits application of the cyanate ester resin in engineering structure, while cyanate ester resin material
Expect that the performance study of resistance to space radiation as spacecraft is also extremely urgent.
In view of the above drawbacks, creator of the present invention proposes the present invention by prolonged research and practice.
Summary of the invention
To solve above-mentioned technological deficiency, the technical solution adopted by the present invention is, a kind of shape of resistance to radiated by gamma-ray
Remember the preparation method of cyanate ester resin material, comprising the following steps:
Step 1: the cyanate ester monomer that mass fraction is 50%-80% is placed in oil bath pan, to the cyanate ester monomer
After being completely dissolved, the plasticizer and mass fraction that addition mass fraction is 10%-20% are 10%-30% crosslinking agent, carry out magnetic
Power stirring, is made uniform cyanate precursor solution；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, and be placed in
It is heating and curing in baking oven, the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is made.
Further, cyanate ester monomer described in the first step is bisphenol A cyanate ester.
Further, which is characterized in that the plasticizer includes one of epoxy resin, polycaprolactone, polyol resin
Or it is several.
Further, the crosslinking agent includes one of polyethylene oxide, diethylene glycol divinyl ether, polyethylene glycol
Or it is several.
Further, the preheating temperature of mold described in the first step is 90-120 DEG C.
Further, the condition being heating and curing described in second step is that temperature is 150-230 DEG C, heating rate 0.5-1.0
℃/min。
According to a kind of shape memory cyanate ester resin material of resistance to radiated by gamma-ray of above method preparation.
Further, radiated by gamma-ray is on the shape-memory properties of the material without influence.
Further, the material realizes shape when heating temperature is 160-220 DEG C before and after radiated by gamma-ray
It replys, and is returned to the time used in original shape as 30-90s.
Further, before and after radiated by gamma-ray, the upper limit temperature of heat tolerance of the material is 350-360 DEG C.
Compared with the prior art, the beneficial effects of the present invention are:
(1) preparation process of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is simple in the present invention, easily grasps
Make, it is at low cost；
(2) shape of the present invention remembers cyanate ester resin material due to that can prepare shape with resistance to radiated by gamma-ray performance
The components such as memory locking, driving, can effectively reduce damage of the gamma ray to the spacecraft primary clustering of in-orbit military service, improve
The in-orbit safety of spacecraft.
Detailed description of the invention
It, below will be to required in embodiment description in order to illustrate more clearly of the technical solution in various embodiments of the present invention
The attached drawing used is briefly described.
Fig. 1 is a kind of preparation of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray in the embodiment of the present invention 1
Method flow schematic diagram
Fig. 2 is a kind of shape memory cyanate ester resin material and various dose radiated by gamma-ray in the embodiment of the present invention 2
The thermogravimetric curve of cyanate ester resin material afterwards；
Fig. 3 is a kind of shape memory cyanate ester resin material and various dose radiated by gamma-ray in the embodiment of the present invention 2
The stress-strain diagram that cyanate ester resin material afterwards stretches at room temperature；
Fig. 4 is the shape of a kind of shape memory cyanate ester resin material before radiated by gamma-ray in the embodiment of the present invention 2
Remember Recovery Process photo；
Fig. 5 is the shape of a kind of shape memory cyanate ester resin material after radiated by gamma-ray in the embodiment of the present invention 2
Remember Recovery Process photo.
Specific embodiment
Below in conjunction with attached drawing, the forgoing and additional technical features and advantages are described in more detail.
Embodiment 1
Such as Fig. 1, a kind of preparation of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is present embodiments provided
Method, comprising the following steps:
Step 1: the cyanate ester monomer that mass fraction is 50%-80% is placed in the oil bath pan that temperature is 100-120 DEG C
In, after the cyanate ester monomer is completely dissolved, the plasticizer and mass fraction that addition mass fraction is 10%-20% are
The crosslinking agent of 10%-30% carries out magnetic agitation 30-60min, uniform cyanate precursor solution is made, wherein the cyanogen
Acid esters is bisphenol A cyanate ester；The plasticizer is one or more of epoxy resin, polycaprolactone, polyol resin；It is described
Crosslinking agent is one or more of polyethylene oxide, diethylene glycol divinyl ether, polyethylene glycol；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, preheating temperature
It is 90-120 DEG C, and being placed in convection oven in temperature is 150-230 DEG C, heating rate is the condition of 0.5-1.0 DEG C/min
Under be heating and curing, the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is made.And the spoke of resistance to gamma ray
According to shape memory cyanate ester resin material shape-memory properties are without significant change before and after radiated by gamma-ray, and highest is heat-resisting
Temperature is 350-360 DEG C, and wherein the dosage of radiated by gamma-ray is 0-1000KGy, and the amplification rate of the dosage is 4.0-
6.0Gy/s。
Therefore, the preparation process of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is simple in the present invention, easily
Operation, it is at low cost；And since the components such as shape memory locking, driving, Neng Gouyou can be prepared with resistance to radiated by gamma-ray performance
Effect reduces damage of the gamma ray to the spacecraft primary clustering of in-orbit military service, improves the in-orbit safety of spacecraft.
Embodiment 2
A kind of preparation method of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is present embodiments provided, is wrapped
Include following steps:
Step 1: the bisphenol A cyanate ester monomer that mass fraction is 60% is placed in the oil bath pan that temperature is 110 DEG C,
After the cyanate ester monomer is completely dissolved, the epoxy resin that mass fraction is 20% and the poly- second that mass fraction is 20% are added
Glycol carries out magnetic agitation 45min, uniform cyanate precursor solution is made；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, preheating temperature
It is 100 DEG C, and is placed in convection oven and is heating and curing, curing process is that temperature is 150 DEG C of heating 2h, temperature 180
DEG C solidification 2h, temperature be 210 DEG C of solidification 3h, heating rate be 0.8 DEG C/min, the shape memory cyanogen of resistance to radiated by gamma-ray is made
Acid ester resin material.
Embodiment 3
A kind of preparation method of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is present embodiments provided, is wrapped
Include following steps:
Step 1: the bisphenol A cyanate ester monomer that mass fraction is 60% is placed in the oil bath pan that temperature is 100 DEG C,
After the cyanate ester monomer is completely dissolved, addition mass fraction be 20% polycaprolactone, mass fraction be 10% polycyclic
The polyethylene glycol that oxidative ethane and mass fraction are 10%, carries out magnetic agitation 30min, it is molten that uniform cyanate presoma is made
Liquid；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, preheating temperature
It is 90 DEG C, and is placed in convection oven and is heating and curing, curing process is that temperature is 150 DEG C of heating 2h, and temperature is 190 DEG C
Solidify 3h, temperature is 220 DEG C of solidification 3h, and heating rate is 0.5 DEG C/min, and the shape memory cyanic acid of resistance to radiated by gamma-ray is made
Ester resin material.
Embodiment 4
A kind of preparation method of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is present embodiments provided, is wrapped
Include following steps:
Step 1: the bisphenol A cyanate ester monomer that mass fraction is 70% is placed in the oil bath pan that temperature is 120 DEG C,
After the cyanate ester monomer is completely dissolved, the polycaprolactone that mass fraction is 15% and the polycyclic that mass fraction is 25% are added
Oxidative ethane carries out magnetic agitation 50min, uniform cyanate precursor solution is made；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, preheating temperature
It is 120 DEG C, and is placed in convection oven and is heating and curing, curing process is that temperature is 150 DEG C of heating 2h, temperature 180
DEG C solidification 2h, temperature be 210 DEG C of solidification 3h, heating rate be 0.6 DEG C/min, the shape memory cyanogen of resistance to radiated by gamma-ray is made
Acid ester resin material.
Embodiment 5
A kind of preparation method of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is present embodiments provided, is wrapped
Include following steps:
Step 1: the bisphenol A cyanate ester monomer that mass fraction is 80% is placed in the oil bath pan that temperature is 115 DEG C,
After the cyanate ester monomer is completely dissolved, the epoxy resin that mass fraction is 10% and the polycyclic that mass fraction is 10% are added
Oxidative ethane carries out magnetic agitation 60min, uniform cyanate precursor solution is made；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, preheating temperature
It is 110 DEG C, and is placed in convection oven and is heating and curing, curing process is that temperature is 160 DEG C of heating 2h, temperature 190
DEG C solidification 2h, temperature be 230 DEG C of solidification 2h, heating rate be 1.0 DEG C/min, the shape memory cyanogen of resistance to radiated by gamma-ray is made
Acid ester resin material.
Embodiment 6
Illustrate that shape memory cyanate ester resin material is before radiated by gamma-ray prepared by the present invention in order to clearer
The variation of thermodynamic property and shape-memory properties afterwards, the present embodiment is to the shape memory cyanate resin prepared in embodiment 2
Performance change of the rouge material before and after radiated by gamma-ray is briefly described.
The dosage of radiated by gamma-ray is respectively 10KGy, 100KGy, 1000KGy, the amplification of the dosage in the present embodiment
Rate is 4.0-6.0Gy/s, and before and after radiated by gamma-ray, and there are color changes for shape memory cyanate ester resin material appearance
Change, the light brown after irradiation is gradually become by the dark-brown of predose.
Such as figure, 2, the height that the cyanate ester resin material after the radiated by gamma-ray of Three doses is 360 DEG C in temperature
The lower weight of temperature is unchanged, and weight has small reduction after temperature is higher than 420 DEG C, and gamma ray dosage is bigger, this variation
It is more obvious.This illustrates cyanate ester resin material after gamma ray high-energy irradiation, and strand cracks, and produces small molecule,
These small molecule chains decompose at high temperature, generate gas, and gas evolution causes weight to reduce.Wherein cracking reaction mainly from
The cracking of the branches such as hydroxyl, alkyl, the shape memory of synthesis in the materials such as cyanate, epoxy resin, polyol resin, polyethylene glycol
Cyanate ester resin causes the cracking of branch after gamma ray high-energy irradiation.
Such as Fig. 3, the elongation strain of cyanate ester resin material is 5.0-7.0%, 1000KGy radiated by gamma-ray at room temperature
Afterwards, the elongation strain of cyanate ester resin material is 8.0-9.0%, therefore the cyanate resin after the radiated by gamma-ray of Three doses
The strain of rouge material at room temperature increases, and gamma ray dosage is bigger, and this variation is more obvious, this illustrates cyanate ester resin
Material is after gamma ray high-energy irradiation, and the degree of cross linking in system increases, this is because cyanate precursor solution is heating and curing
When, polymerization reaction occurs for the active function groups in each component, mainly in the cyano in cyanate ester monomer and plasticizer, crosslinking agent
Epoxy group, hydroxyl isoreactivity group occur polymerization reaction, generate macromolecules cross-linking network.In curing reaction, due to solidification
The factors such as temperature, curing time, system viscosity, steric hindrance, resin cannot reach 100% curing degree, have constituent part
Monomer residue is in resin.When resin is irradiated through high-energy gamma ray, above-mentioned polymerization reaction meeting further progress leads to body
The degree of cross linking of system increases.
Such as Fig. 4 and Fig. 5, in identical 180 DEG C of temperature environments, cyanate ester resin material before and after radiated by gamma-ray
Shape recovery rate is 100%, the recovery of shape time in 50-70s, without significant difference.This is because resin shape is remembered
The superiority and inferiority of performance is generally determined by shape recovery rate, shape fixed rate and shape recovery time.Shape-memory properties mainly with
The network structure being crosslinked in resin system is related, and the cracking of strand is to destroy network structure, is unfavorable for its shape-memory properties,
Belong to negative effect；The polymerization reaction of monomer is to generate network structure, is conducive to its shape-memory properties, belongs to positive shadow
It rings.And after radiated by gamma-ray, the variation of the shape-memory properties of cyanate ester resin material is cracking reaction and polymerization reaction
Concentrated expression, influence of the two to resin shape memory effect all enhance with the increase of gamma ray dosage, and two kinds of influences can
It cancels out each other, therefore the shape-memory properties variation of the cyanate ester resin before and after radiated by gamma-ray is little.
Therefore, the shape memory cyanate ester resin material in the present embodiment has resistance to radiated by gamma-ray performance, specific table
It is now that the cyanate ester resin material can realize shape when heating temperature is 160-220 DEG C before and after radiated by gamma-ray
Shape is replied, and is returned to the time used in original shape as 30-90s.And the upper limit temperature of heat tolerance is 350-360 DEG C, gamma ray
The strain of cyanate ester resin material at room temperature after irradiation increases, therefore the shape memory cyanate ester resin material in the present embodiment
Material can prepare the components such as shape memory locking, driving, can effectively reduce gamma ray to the main group of the spacecraft of in-orbit military service
The damage of part improves the in-orbit safety of spacecraft.
The foregoing is merely presently preferred embodiments of the present invention, is merely illustrative for the purpose of the present invention, and not restrictive
's.Those skilled in the art understand that in the spirit and scope defined by the claims in the present invention many changes can be carried out to it,
It modifies or even equivalent, but falls in protection scope of the present invention.
Claims (10)
1. a kind of preparation method of the shape memory cyanate ester resin material of resistance to radiated by gamma-ray, which is characterized in that including with
Lower step:
Step 1: the cyanate ester monomer that mass fraction is 50%-80% is placed in oil bath pan, it is complete to the cyanate ester monomer
After dissolution, the plasticizer and mass fraction that addition mass fraction is 10%-20% are 10%-30% crosslinking agent, carry out magnetic force and stir
It mixes, uniform cyanate precursor solution is made；
Step 2: the cyanate precursor solution prepared by the first step, injects in preheated mold, and be placed in baking oven
In be heating and curing, the shape memory cyanate ester resin material of resistance to radiated by gamma-ray is made.
2. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 1, which is characterized in that the
Cyanate ester monomer described in one step is bisphenol A cyanate ester.
3. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 1 or 2, feature exist
In the plasticizer includes one or more of epoxy resin, polycaprolactone, polyol resin.
4. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 3, which is characterized in that institute
Stating crosslinking agent includes one or more of polyethylene oxide, diethylene glycol divinyl ether, polyethylene glycol.
5. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 1, which is characterized in that the
The preheating temperature of mold described in one step is 90-120 DEG C.
6. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 1, which is characterized in that the
The condition being heating and curing described in two steps is that temperature is 150-230 DEG C, and heating rate is 0.5-1.0 DEG C/min.
7. a kind of shape memory cyanate of resistance to radiated by gamma-ray of method preparation according to claim 1-6
Resin material.
8. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 7, which is characterized in that gal
Horse x ray irradiation x is on the shape-memory properties of the material without influence.
9. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 1, which is characterized in that institute
Material is stated before and after radiated by gamma-ray, realizes recovery of shape when heating temperature is 160-220 DEG C, and be returned to initial shape
Time used in shape is 30-90s.
10. the shape memory cyanate ester resin material of resistance to radiated by gamma-ray according to claim 9, which is characterized in that
Before and after radiated by gamma-ray, the upper limit temperature of heat tolerance of the material is 350-360 DEG C.
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Cited By (1)
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| CN114276576A (en) * | 2021-12-23 | 2022-04-05 | 中国工程物理研究院化工材料研究所 | Method for enabling fluorine-containing copolymer to have photo-thermal dual shape memory performance by gamma ray irradiation and application |
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| CN114276576A (en) * | 2021-12-23 | 2022-04-05 | 中国工程物理研究院化工材料研究所 | Method for enabling fluorine-containing copolymer to have photo-thermal dual shape memory performance by gamma ray irradiation and application |
| CN114276576B (en) * | 2021-12-23 | 2023-03-07 | 中国工程物理研究院化工材料研究所 | Method for enabling fluorine-containing copolymer to have photo-thermal dual shape memory performance through gamma ray irradiation and application |
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| CN109467929B (en) | 2021-07-30 |
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