CN106753192A - A kind of polysulfide sealant with room temperature self-repairability, high elongation rate - Google Patents
A kind of polysulfide sealant with room temperature self-repairability, high elongation rate Download PDFInfo
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- CN106753192A CN106753192A CN201710027383.5A CN201710027383A CN106753192A CN 106753192 A CN106753192 A CN 106753192A CN 201710027383 A CN201710027383 A CN 201710027383A CN 106753192 A CN106753192 A CN 106753192A
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- room temperature
- polysulfide
- elongation rate
- weight
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- 239000004587 polysulfide sealant Substances 0.000 title claims abstract description 21
- 229920001021 polysulfide Polymers 0.000 claims abstract description 32
- 239000005077 polysulfide Substances 0.000 claims abstract description 31
- 150000008117 polysulfides Polymers 0.000 claims abstract description 31
- 239000007788 liquid Substances 0.000 claims abstract description 29
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 14
- 229920001971 elastomer Polymers 0.000 claims abstract description 12
- 239000005060 rubber Substances 0.000 claims abstract description 12
- -1 aromatic glycidyl oxiranes Chemical class 0.000 claims abstract description 9
- 239000003822 epoxy resin Substances 0.000 claims abstract description 8
- 238000007711 solidification Methods 0.000 claims abstract description 4
- 230000008023 solidification Effects 0.000 claims abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims 2
- 239000012530 fluid Substances 0.000 abstract description 11
- 239000000565 sealant Substances 0.000 abstract description 11
- 238000000034 method Methods 0.000 abstract description 2
- NFVPEIKDMMISQO-UHFFFAOYSA-N 4-[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC=C(O)C=C1 NFVPEIKDMMISQO-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 description 14
- 239000004593 Epoxy Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 5
- 125000003700 epoxy group Chemical group 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000012544 monitoring process Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 3
- 125000003396 thiol group Chemical group [H]S* 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- ZYUVGYBAPZYKSA-UHFFFAOYSA-N 5-(3-hydroxybutan-2-yl)-4-methylbenzene-1,3-diol Chemical compound CC(O)C(C)C1=CC(O)=CC(O)=C1C ZYUVGYBAPZYKSA-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- YPWFISCTZQNZAU-UHFFFAOYSA-N Thiane Chemical compound C1CCSCC1 YPWFISCTZQNZAU-UHFFFAOYSA-N 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000003486 chemical etching Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000011353 cycloaliphatic epoxy resin Substances 0.000 description 1
- NHADDZMCASKINP-HTRCEHHLSA-N decarboxydihydrocitrinin Natural products C1=C(O)C(C)=C2[C@H](C)[C@@H](C)OCC2=C1O NHADDZMCASKINP-HTRCEHHLSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 239000002828 fuel tank Substances 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J181/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Adhesives based on polysulfones; Adhesives based on derivatives of such polymers
- C09J181/04—Polysulfides
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/14—Polysulfides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Sealing Material Composition (AREA)
Abstract
A kind of polysulfide sealant with room temperature self-repairability, high elongation rate, it is 100 weight portion end sulfydryl liquid polysulfide rubbers to constitute, number-average molecular weight 2500~7000,5~15 parts by weight epoxy resin, the modified liquid polysulfide oligomer of 2~8 parts by weight of aromatic glycidyl oxiranes, (dimethylamino methyl) phenol of 0.05~5 weight portion 2,4,6 three；Condition of cure：Well mixed, cold curing solidification in 14 days or 50 DEG C solidifies 1 day for 2 days or 75 DEG C；Polysulfide sealant solidification after-drawing intensity is 0.5~1MPa, and elongation rate of tensile failure is 350~800%；The fluid sealant of disconnection contacts with each other at room temperature, selfreparing 12~72 hours, and tensile strength is 0.45~0.95MPa, and elongation rate of tensile failure is 320~720%, and there is fluid sealant room temperature self-repairability and room temperature to process recyclability again.
Description
Technical field
The present invention is a kind of polysulfide sealant with room temperature self-repairability, high elongation rate, belongs to fluid sealant technical field.
Background technology
It is fluid sealant prepared by main base material with polysulfide rubber, with good elastic, water-fast, resistance to oxidation, resistance to ultraviolet spoke
Penetrate with the performance such as resistant to chemical etching, the aspect extensive application such as seal in building, fuel tank.Polysulfide sealant material makes for a long time
During, it is affected by the external environment and the tired reason of mechanics, inevitably can produces micro-crack drawn game in its inside and outside
Portion is damaged, and this tiny flaw is difficult to detect and repairs, and easily forms stress concentration point, causes overall mechanical properties to decline, and uses
The lost of life.Therefore polysulfide sealant of the exploitation with self-healing properties, can simplify maintenance and rework operation, and extension material makes
With save resources.Document (Macromolecules, 2011,44 (8)：2536-2541) report epoxy-capped thio resin
With the reaction of four -3-thiopropionate of pentaerythrite, the polymer with self-healing properties is prepared for, its tensile strength and breaking is stretched
Rate long is respectively 0.5MPa and 70%；The sample of disconnection contacts with each other at 60 DEG C, selfreparing 30~60 minutes, and tensile strength is
0.35~0.45MPa, material elongation rate of tensile failure is 45~65%.Document (Chemistry of Materials, 2014,26
(6)：2038-2046) report epoxy-capped thio resin to be reacted with diethylenetriamine, be prepared for poly- with self-healing properties
Compound, its tensile strength and elongation rate of tensile failure are respectively 0.23MPa and 105%；The sample of disconnection is under tri-n-butyl phosphine catalysis
Room temperature is repaired 12~24 hours, and tensile strength is 0.16~0.21MPa, and elongation rate of tensile failure is 66~100%.But use above-mentioned side
Self-repair type polysulfide polymeric material prepared by method, its elongation rate of tensile failure is less than 120%, less than breaking for general polysulfide sealant
Elongation, should not use as fluid sealant.
The content of the invention
The present invention is a kind of polysulfide sealant with room temperature self-repairability, high elongation rate.
The present invention is constituted：100 weight portion end sulfydryl liquid polysulfide rubbers, number-average molecular weight 2500~7000；5~15 weights
Amount part epoxy resin, epoxy resin is one or more mixtures in aromatic series or cycloaliphatic epoxy resin；2~8 weight portions
The liquid polysulfide oligomer of aromatic epoxies glycidyl ether modified；0.05~5 weight portion 2,4,6- tri- (dimethylamino methyl)
Phenol (DMP-30) accelerator.Condition of cure：Well mixed, cold curing solidification in 14 days or 50 DEG C solidifies 1 day for 2 days or 75 DEG C.
Fluid sealant main performance：0.5~1MPa of tensile strength, elongation rate of tensile failure 350~800%；The fluid sealant of disconnection phase at room temperature
Mutual contact 12~72 hours, are capable of achieving material property selfreparing, and tensile strength is 0.45~0.95MPa, and elongation rate of tensile failure 320~
720%, selfreparing rate reaches 80~97%, and (selfreparing rate refers to the tensile strength or elongation rate of tensile failure and the preceding material of cut-out after repairing
The ratio between tensile strength or elongation rate of tensile failure of material).
The liquid polysulfide oligomer synthesis of wherein aromatic epoxies glycidyl ether modified is as follows：100 weight portion end sulfydryls
Liquid polysulfide rubber, number-average molecular weight 1000~5000 adds 5~20 parts by weight of aromatic glycidyl oxiranes, and stirring is equal
Even, lower 60~80 DEG C of nitrogen protection is reacted more than 24 hours, infra-red sepectrometry monitoring reactant 2250cm-1The sulfhydryl content drop at place
When no longer changing to less than 0.5% or sulfydryl absorption peak strength, stop heating, cooling obtains aromatic epoxies glycidol ether and changes
The liquid polysulfide oligomer of property.One or more mixtures of the preferred following compounds of aromatic epoxies glycidol ether.
Polysulfide sealant of the invention, its room temperature self-repairability principle and advantage are as follows：(1) by adding aromatic epoxies
The liquid polysulfide oligomer of glycidyl ether modified, realizes the room temperature self-repairability of polysulfide sealant.Modified liquid polysulfide oligomerisation
Thing, its main chain is thio resin, identical with fluid sealant main material；End-capping reagent is aromatic epoxies glycidol ether, with curing agent ring
Oxygen resin compatible is good.After adding modified liquid polysulfide oligomer, spread easily in polysulfide sealant cross-linked network so that sealing
Colloid tethers section wriggling enhancing, the intersegmental disulfide bond contact of chain for improving material section exchanges probability, contributes to polysulfide network new
The formation of segment, increases new crosslinking points, improves room temperature self-repairability, and selfreparing rate reaches 80~97%.(2) polysulfide of the present invention
The elongation rate of tensile failure of fluid sealant 350~800%, and the polysulfide polymer phase ratio with self-repairability reported, with more
Elongation rate of tensile failure high；Changing liquid polysulfide oligomer addition can realize the elongation rate of tensile failure regulation and control of fluid sealant, meet different
The application of occasion needs.(3) polysulfide sealant of the present invention, also with room temperature machinability：The fluid sealant of below diameter 0.5cm is small
Fragment, room temperature 12~72 hours, can reinvent film forming under 5~10MPa moldings, realize that the processing again of material is reclaimed.(4) present invention
The raw material of polysulfide sealant is easy to get, and synthesis is simple, and reaction condition is gentle, possesses in self-repairability material and salvage material is prepared
Good application prospect.
Brief description of the drawings
The surface cuts of the polysulfide sealant of the present invention of accompanying drawing 1 are placed at room temperature, and otch fades away healing.
The polysulfide sealant that accompanying drawing 2 disconnects contacts with each other after selfreparing in 48 hours at room temperature, tensile deformation.
Under 5MPa moldings, 36 hours film forming of room temperature realize that processing is reclaimed again to the fine grained chippings polysulfide sealant of accompanying drawing 3.
Specific embodiment
Embodiment 1
It is prepared by polysulfide sealant：100 weight portion end sulfydryl liquid polysulfide rubbers, the weight portion of number-average molecular weight 4000,8.5 is double
Phenol F type epoxy resin, the liquid polysulfide oligomer of 5 weight portion benzyl epoxy glycidyl ether modifieds, 1 weight portion DMP-30 promotes
Agent is constituted.Condition of cure：75 DEG C solidify 1 day.
The liquid polysulfide oligomer synthesis of benzyl epoxy glycidyl ether modified：100 weight portion end sulfydryl liquid polysulfide rubbers
Glue, number-average molecular weight 4000 adds 8.2 weight portion benzyl glycidyl oxiranes, stirs, the lower 70 DEG C of reactions of nitrogen protection
36 hours, infra-red sepectrometry monitoring reactant 2250cm-1The sulfhydryl content at place drops to less than 0.5%, and cooling obtains benzyl epoxy
The liquid polysulfide oligomer of glycidyl ether modified.
Sample mechanical property：Tensile strength 0.65MPa, elongation rate of tensile failure 498%.Self-healing properties：The sample of cut-out exists
Contact with each other at room temperature 24 hours, its tensile strength 0.63MPa (selfreparing rate 96.9%), elongation rate of tensile failure after selfreparing
461% (selfreparing rate 92.6%).
Embodiment 2
It is prepared by polysulfide sealant：100 weight portion end sulfydryl liquid polysulfide rubbers, the weight portion of number-average molecular weight 4000,7.3 is double
Phenol A types epoxy resin and 2 parts of weight portion thiacyclohexane -1,2- dicarboxylic acids 2-glycidyl esters, 6 weight portion phenyl epoxy glycidols
The modified liquid polysulfide oligomer of ether, 1.5 weight portion DMP-30 accelerator composition.Condition of cure：50 DEG C solidify 2 days.
The liquid polysulfide oligomer synthesis of phenyl epoxy glycidyl ether modified：100 weight portion end sulfydryl liquid polysulfide rubbers
Glue, number-average molecular weight 1000 adds 16.4 weight portion phenyl glycidyl oxiranes, stirs, and lower 80 DEG C of nitrogen protection is anti-
Answer 24 hours, infra-red sepectrometry monitoring reactant sulfydryl absorption peak strength no longer changes, and cooling obtains phenyl epoxy glycidol
The modified liquid polysulfide oligomer of ether.
Sample mechanical property：Tensile strength 0.51MPa, elongation rate of tensile failure 747%.Self-healing properties：The sample of cut-out exists
Contact with each other at room temperature 48 hours, its tensile strength 0.49MPa (selfreparing rate 96.1%), elongation rate of tensile failure after selfreparing
668% (selfreparing rate 89.4%).
Embodiment 3
It is prepared by polysulfide sealant：50 weight portion end sulfydryl liquid polysulfide rubbers, the weight portion end mercapto of number-average molecular weight 2500,50
Base liquid polysulfide rubber, the parts by weight of bisphenol A types epoxy resin of number-average molecular weight 4000,5 and 6 parts of parts by weight of bisphenol F type asphalt mixtures modified by epoxy resin
Fat, the modified liquid polysulfide oligomer of 3 weight portion o-tolyl glycidyl oxiranes, 2 weight portion DMP-30 accelerator composition.
Condition of cure：Cold curing 14 days.
The modified liquid polysulfide oligomer synthesis of o-tolyl glycidyl oxirane：100 weight portion end sulfydryl liquid gather
Sulphur rubber, number-average molecular weight 4000 adds 7.5 weight portion o-tolyl glycidyl oxiranes, and uniform, nitrogen guarantor is stirred at room temperature
Protect lower 60 DEG C to react 48 hours, infra-red sepectrometry monitoring reactant 2250cm-1The sulfhydryl content at place drops to less than 0.5%, cooling
Obtain the modified liquid polysulfide oligomer of o-tolyl glycidyl oxirane.
Sample mechanical property：Tensile strength 0.71MPa, elongation rate of tensile failure 437%.Self-healing properties：The sample of cut-out exists
Contact with each other at room temperature 72 hours, its tensile strength 0.64MPa (selfreparing rate 90.1%), elongation rate of tensile failure after selfreparing
364% (selfreparing rate 83.2%).
Claims (1)
1. a kind of polysulfide sealant with room temperature self-repairability, high elongation rate, constitutes and is：100 weight portion end sulfydryl liquid gather
Sulphur rubber, the parts by weight epoxy resin of number-average molecular weight 2500~7000,5~the 15, (dimethylamine of 0.05~5 weight portion 2,4,6- tri-
Ylmethyl) phenol, it is characterized in that the modified liquid polysulfide oligomer of also 2~8 parts by weight of aromatic glycidyl oxiranes；Gu
Change condition：Well mixed, cold curing solidification in 14 days or 50 DEG C solidifies 1 day for 2 days or 75 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201710027383.5A CN106753192B (en) | 2017-01-13 | 2017-01-13 | Polysulfide sealant with room-temperature self-repairability and high elongation |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710027383.5A CN106753192B (en) | 2017-01-13 | 2017-01-13 | Polysulfide sealant with room-temperature self-repairability and high elongation |
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| CN106753192A true CN106753192A (en) | 2017-05-31 |
| CN106753192B CN106753192B (en) | 2020-04-03 |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108690178A (en) * | 2018-05-30 | 2018-10-23 | 南京大学 | A kind of polysulfide polyurethane with self-repair function(Urea)Preparation method |
| CN109081919A (en) * | 2018-07-13 | 2018-12-25 | 安徽工业大学 | A method of addition reaction is clicked based on sulfydryl-alkene and prepares self-repair material |
| CN109180938A (en) * | 2018-08-31 | 2019-01-11 | 王雪峰 | A kind of preparation method of shock resistance high-adhesion polysulfide rubber |
| CN110982464A (en) * | 2019-11-22 | 2020-04-10 | 南京工程学院 | Toughening epoxy adhesive capable of being reprocessed and recycled and curing method |
| CN113292926A (en) * | 2021-04-28 | 2021-08-24 | 常州大学 | Water-based self-repairing epoxy anticorrosive paint and preparation method thereof |
| CN114502684A (en) * | 2019-08-06 | 2022-05-13 | Ppg工业俄亥俄公司 | Adhesive composition |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1040045A (en) * | 1987-12-28 | 1990-02-28 | 国家建筑材料工业局.秦皇岛玻璃研究院 | The double glazing polysulfide epoxy sealing glue |
| CN101096544A (en) * | 2006-06-30 | 2008-01-02 | 天津市振东涂料有限公司 | Method for preparing liquid polysulfide prepolymer block modified epoxide resin protective coating |
| CN101434825A (en) * | 2008-12-12 | 2009-05-20 | 河南永丽化工有限公司 | Bicomponent terminal mercapto polyurethane mildewproof sealant and preparation thereof |
| US20090170999A1 (en) * | 2003-01-30 | 2009-07-02 | Cosman Michael A | Preformed compositions in shaped form comprising polymer blends |
| CN101831270A (en) * | 2010-05-27 | 2010-09-15 | 南京大学 | Polysulfide sealant with low compressed permanent deformation |
| CN102702540A (en) * | 2012-06-06 | 2012-10-03 | 南京大学 | Plastification method for polysulfide sealant |
| CN103555264A (en) * | 2013-10-11 | 2014-02-05 | 中国航空工业集团公司北京航空材料研究院 | High peeling strength polysulfide sealant and sealing method |
| CN103865472A (en) * | 2014-03-12 | 2014-06-18 | 浙江兴宇汽车零部件有限公司 | Flame retardant environment-friendly polysulfide sealant and production method of sealant |
| CN104448314A (en) * | 2014-12-08 | 2015-03-25 | 郑州中原应用技术研究开发有限公司 | Epoxy group end-capped polysulfide polymer, preparation method and application thereof and room temperature fast-curing epoxy resin adhesive containing epoxy group end-capped polysulfide polymer |
| CN105400483A (en) * | 2015-12-15 | 2016-03-16 | 锦西化工研究院有限公司 | Preparation method of electrical-insulation polysulfide rubber sealant |
-
2017
- 2017-01-13 CN CN201710027383.5A patent/CN106753192B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1040045A (en) * | 1987-12-28 | 1990-02-28 | 国家建筑材料工业局.秦皇岛玻璃研究院 | The double glazing polysulfide epoxy sealing glue |
| US20090170999A1 (en) * | 2003-01-30 | 2009-07-02 | Cosman Michael A | Preformed compositions in shaped form comprising polymer blends |
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