CN109679050A - A kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers - Google Patents
A kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers Download PDFInfo
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- CN109679050A CN109679050A CN201811351062.1A CN201811351062A CN109679050A CN 109679050 A CN109679050 A CN 109679050A CN 201811351062 A CN201811351062 A CN 201811351062A CN 109679050 A CN109679050 A CN 109679050A
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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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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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
- C08G18/40—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
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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
- C08G18/40—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
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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
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
-
- 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The present invention relates to a kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers, specifically comprise the following steps: that polyethers (ester) polyalcohol, catalyst and antioxidant are added into there-necked flask, it heats up and vacuumizes, HMDI is added after being dehydrated and cooling down and is sufficiently mixed reaction, performed polymer is prepared；Performed polymer is sufficiently mixed with epoxy resin and is reacted, epoxy terminated polyurethane-epoxy resin is prepared；It will be in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, it heats up and vacuumizes, vacuum outgas is to still generation, the curing agent of metering is added, quickly several minutes of stirring, inject in warmed-up mold immediately after mixing, solidify 16h, subsequent post curing 7d at room temperature, prepares ultrahigh hardness high-toughness polyurethane elastomer.Hard segment content increases in the polyurethane elastomer strand of the method for the present invention preparation, performed polymer activity reduces, and has ultrahigh hardness and high tenacity.
Description
Technical field
The present invention relates to the preparation technical fields of polyurethane elastomer, and in particular to a kind of ultrahigh hardness high-toughness polyurethane
Method for producing elastomers.
Background technique
Polyurethane elastomer refers to the elastomer for containing more carbamate (- NHCOO-) group in molecule segment
Polymer is polyol compound and polyisocyanates by having terminal hydroxy group, adds small molecule chain extender reaction system when necessary
The high molecular material obtained.Since there are soft, hard two kinds of segments in its structure, at the same on molecule without or seldom have a chemical friendship
Connection, strand is substantially linear, therefore polyurethane elastomer has both the high rigidity performance and rubber of plastic material simultaneously
The high resiliency of material, elasticity, wearability and excellent in fatigue, and there is grease resistance, acid and alkali-resistance, resistance to environment, radiation hardness
Ability and excellent processing performance.
High Hardness Polyurethane Elastomer (Shao's D hardness be greater than 75) be widely used in production pressure roll, bearing, gear, stamping die,
Bowling etc..If replacing metal to do the inner core of various rubber rollers with High Hardness Polyurethane Elastomer, the weight of rubber roller can reduce, save
Can noise reduction, still, current polyurethane elastomer hardness and in terms of be not met by the demand of rubber roller.
Summary of the invention
The purpose of the present invention is to provide a kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers, to solve
Polyurethane elastomer in the prior art hardness and in terms of be not met by the demand of rubber roller the problem of.
The present invention provides a kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers, specifically include following step
It is rapid:
(1) preparation of precast body
Polyethers (ester) polyalcohol, catalyst and antioxygen are added into the there-necked flask that blender, thermometer, vacuum tube are housed
Agent heats up and vacuumizes, and temperature is made to reach 100~120 DEG C, and vacuum degree reaches -0.08~-0.1MPa, 2~3h of vacuum dehydration,
Then 60~75 DEG C are cooled to, HMDI is added and is sufficiently mixed, in 75~85 DEG C of 3~5h of reaction, it is spare that performed polymer is prepared；
Wherein, the catalyst accounts for the 0.01%~0.5% of polyethers (ester) polyol quality, and it is more that antioxidant accounts for polyethers (ester)
The 0.1%~0.4% of first alcohol quality；
(2) synthesis of epoxy terminated polyurethane-epoxy resin
The performed polymer is sufficiently mixed with epoxy resin, in 60~70 DEG C of reaction 2h, epoxy terminated reunion is prepared
Urethane-epoxy resin；
(3) resin solidification
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, is evacuated to
Vacuum degree reaches -0.08~-0.1Mpa, and vacuum outgas to still generation is added the curing agent of metering, quickly stirs several minutes,
Injection is pre-heated in 100 DEG C of mold immediately after mixing, 100 DEG C of solidification 16h, then post curing at room temperature
7d prepares ultrahigh hardness high-toughness polyurethane elastomer.
Further, the number-average molecular weight of polyethers (ester) polyalcohol is 1000~4000.
Further, polyethers (ester) polyalcohol is selected from one of following substances: terminal hydroxy group polyadipate ethylene glycol
Ester (PEA), terminal hydroxy group polycaprolactone (PCL), terminal hydroxy group polyadipate hexylene glycol ester (PHA), terminal hydroxy group polybutyleneadipate
Ester (PBA), polytetramethylene ether diol (PTHF), polypropylene glycol.
Further, the catalyst is organic tin catalyst, is selected from stannous octoate, dibutyltin diacetate and February
The mixture of one or both of dilaurylate.
Further, the antioxidant is selected from the mixture of one or both of following substances: 2,6- di-t-butyl -4-
Methylphenol, four (4- hydroxyl -3,5- tert-butyl-phenyl propionic acid) pentaerythritol esters, 3,5- di-t-butyl -4- hydroxy phenylpropionic acid ten
Octaester.
Further, the epoxy resin is epoxy resin E-44.
Further, the curing agent is selected from one of following substances: 1,4-butanediol, 1,3-PD, Isosorbide-5-Nitrae-
Cyclohexanol, neopentyl glycol, 1,6-HD.
Beneficial effect using aforementioned present invention technical solution is:
The polyurethane elastomer of the method for the present invention preparation has ultrahigh hardness and high tenacity, and concrete principle is as follows:
(1) addition of HMDI, so that hard segment content increases in strand, so as to cause hardness increase；
(2) since the activity of HMDI is lower, after HMDI is added, so that performed polymer activity reduces, subsequent reactions speed has been neutralized
Rate extends curing time, and the processing performance of material can be improved；
(3) content of carbamate and epoxy group is high in polyurethane-epoxy resin, these polar groups increase point
Hydrogen bond and active force between son improve the tensile strength and hardness of polyurethane elastomer.
Specific embodiment
It in order to make the object, technical scheme and advantages of the embodiment of the invention clearer, below will be in the embodiment of the present invention
Technical solution be clearly and completely described, it is clear that described embodiments are some of the embodiments of the present invention, rather than
Whole embodiments.
Embodiment 1
The PBA480g that molecular weight is 1000 is added into the there-necked flask that blender, thermometer, vacuum tube are housed, PBA is added
The stannous octoate of quality 0.1% and 2, the 6- di-tert-butyl-4-methy phenol of PBA mass 0.2%, heat up and vacuumize, 110
DEG C, 2~3h is dehydrated under conditions of 0.13kPa, be cooled to 75 DEG C later, the HMDI that 280g is added is sufficiently mixed, and is reacted at 80 DEG C
Performed polymer is prepared in 3h；
The performed polymer is sufficiently mixed with epoxy resin, in 60 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, in 0.1kpa
Under conditions of vacuum outgas to still generation, the 1,4-butanediol of metering is added, quickly stirring 5 minutes, after mixing immediately
Injection is pre-heated in 100 DEG C of mold, 100 DEG C of solidification 16h, then post curing 7d at room temperature, prepares superelevation
Hardness high-toughness polyurethane elastomer.
The key technical indexes of ultrahigh hardness high-toughness polyurethane elastomer manufactured in the present embodiment are as follows: hardness: 70D is drawn
Stretch intensity: 64MPa, elongation: 230%.
Embodiment 2
The PCL2.1Kg that molecular weight is 2000 is added into the there-necked flask that blender, thermometer, vacuum tube are housed, is added
The stannous octoate of PCL mass 0.1% and 2, the 6- di-tert-butyl-4-methy phenol of PBA mass 0.2%, heat up and vacuumize,
110 DEG C, be dehydrated 2h under conditions of 0.13kPa, be cooled to 70 DEG C later, the HMDI that 1.225Kg is added is sufficiently mixed, anti-at 85 DEG C
3h is answered, performed polymer is prepared；
The performed polymer is sufficiently mixed with epoxy resin, in 60 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, in 0.1kpa
Under conditions of vacuum outgas to still generation, the 1,3-PD of metering is added, quickly stirring 5 minutes, after mixing immediately
Injection is pre-heated in 100 DEG C of mold, 100 DEG C of solidification 16h, then post curing 7d at room temperature, prepares superelevation
Hardness high-toughness polyurethane elastomer.
The key technical indexes of ultrahigh hardness high-toughness polyurethane elastomer manufactured in the present embodiment are as follows: hardness: 75D is drawn
Stretch intensity: 68MPa, elongation: 205%.
Embodiment 3
The PHA3Kg that molecular weight is 2000 is added into the there-necked flask that blender, thermometer, vacuum tube are housed, PHA is added
The stannous octoate of quality 0.1% and 2, the 6- di-tert-butyl-4-methy phenol of PBA mass 0.2%, heat up and vacuumize, 120
DEG C, be dehydrated 2h under conditions of 0.13kPa, be cooled to 70 DEG C later, the HMDI that 1.75Kg is added is sufficiently mixed, and is reacted at 85 DEG C
Performed polymer is prepared in 3h；
The performed polymer is sufficiently mixed with epoxy resin, in 60 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, in 0.1kpa
Under conditions of vacuum outgas to still generation, Isosorbide-5-Nitrae-cyclohexanol of metering is added, quickly stirring 5 minutes, after mixing immediately
Injection is pre-heated in 100 DEG C of mold, 100 DEG C of solidification 16h, then post curing 7d at room temperature, prepares superelevation
Hardness high-toughness polyurethane elastomer.
The key technical indexes of ultrahigh hardness high-toughness polyurethane elastomer manufactured in the present embodiment are as follows: hardness: 78D is drawn
Stretch intensity: 68MPa, elongation: 198%.
Embodiment 4
The PEA5Kg that molecular weight is 3000 is added into the there-necked flask that blender, thermometer, vacuum tube are housed, PEA is added
The stannous octoate of quality 0.1% and 2, the 6- di-tert-butyl-4-methy phenol of PBA mass 0.2%, heat up and vacuumize, 120
DEG C, be dehydrated 2h under conditions of 0.13kPa, be cooled to 70 DEG C later, the HMDI that 2.92Kg is added is sufficiently mixed, and is reacted at 85 DEG C
Performed polymer is prepared in 3h；
The performed polymer is sufficiently mixed with epoxy resin, in 60 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, in 0.1kpa
Under conditions of vacuum outgas to still generation, Isosorbide-5-Nitrae-cyclohexanol of metering is added, quickly stirring 5 minutes, after mixing immediately
Injection is pre-heated in 100 DEG C of mold, 100 DEG C of solidification 16h, then post curing 7d at room temperature, prepares superelevation
Hardness high-toughness polyurethane elastomer.
The key technical indexes of ultrahigh hardness high-toughness polyurethane elastomer manufactured in the present embodiment are as follows: hardness: 80D is drawn
Stretch intensity: 70MPa, elongation: 150%.
Embodiment 5
The PTHF6Kg that molecular weight is 1000 is added into the there-necked flask that blender, thermometer, vacuum tube are housed, is added
The stannous octoate of PTHF mass 0.1% and 2, the 6- di-tert-butyl-4-methy phenol of PBA mass 0.2%, heat up and vacuumize,
It is dehydrated 2h under conditions of 120 DEG C, 0.13kPa, is cooled to 70 DEG C later, the HMDI that 3.5Kg is added is sufficiently mixed, anti-at 85 DEG C
3h is answered, performed polymer is prepared；
The performed polymer is sufficiently mixed with epoxy resin, in 60 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, in 0.1kpa
Under conditions of vacuum outgas to still generation, Isosorbide-5-Nitrae-cyclohexanol of metering is added, quickly stirring 5 minutes, after mixing immediately
Injection is pre-heated in 100 DEG C of mold, 100 DEG C of solidification 16h, then post curing 7d at room temperature, prepares superelevation
Hardness high-toughness polyurethane elastomer.
The key technical indexes of ultrahigh hardness high-toughness polyurethane elastomer manufactured in the present embodiment are as follows: hardness: 85D is drawn
Stretch intensity: 95MPa, elongation: 125%.
The measuring method of the key technical indexes of polyurethane elastomer of the present invention uses standard are as follows: Determination of Hardness method: HG/
T3846-2008；Tensile strength, tearing strength measuring method: ISO 37-2005.
Finally, it should be noted that the above embodiments are only used to illustrate the technical solution of the present invention., rather than its limitations；To the greatest extent
Pipe present invention has been described in detail with reference to the aforementioned embodiments, those skilled in the art should understand that: its according to
So be possible to modify the technical solutions described in the foregoing embodiments, or to some or all of the technical features into
Row equivalent replacement；And these are modified or replaceed, various embodiments of the present invention technology that it does not separate the essence of the corresponding technical solution
The range of scheme.
Claims (7)
1. a kind of ultrahigh hardness high-toughness polyurethane method for producing elastomers, which is characterized in that specifically comprise the following steps:
(1) preparation of precast body
Polyethers (ester) polyalcohol, catalyst and antioxidant are added into the there-necked flask that blender, thermometer, vacuum tube are housed, rises
Temperature simultaneously vacuumizes, and so that temperature is reached 100~120 DEG C, vacuum degree reaches -0.08~-0.1MPa, then 2~3h of vacuum dehydration drops
Temperature is added HMDI and is sufficiently mixed, in 75~85 DEG C of 3~5h of reaction, it is spare that performed polymer is prepared to 60~75 DEG C；
Wherein, the catalyst accounts for the 0.01%~0.5% of polyethers (ester) polyol quality, and antioxidant accounts for polyethers (ester) polyalcohol
The 0.1%~0.4% of quality；
(2) synthesis of epoxy terminated polyurethane-epoxy resin
The performed polymer is sufficiently mixed with epoxy resin, in 60~70 DEG C of reaction 2h, epoxy terminated reunion urethane-is prepared
Epoxy resin；
(3) resin solidification
By in the epoxy terminated polyurethane-epoxy resin investment reactor of metering, 80 DEG C are warming up to, vacuum is evacuated to
Degree reaches -0.08~-0.1Mpa, and vacuum outgas to still generation is added the curing agent of metering, quickly stirs several minutes, mixing
Injection is pre-heated in 100 DEG C of mold immediately after uniformly, 100 DEG C of solidification 16h, then post curing 7d at room temperature, is made
It is standby to obtain ultrahigh hardness high-toughness polyurethane elastomer.
2. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
The number-average molecular weight of polyethers (ester) polyalcohol is 1000~4000.
3. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
Polyethers (ester) polyalcohol is selected from one of following substances: terminal hydroxy group polyethylene glycol adipate (PEA), terminal hydroxy group polycaprolactone
(PCL), terminal hydroxy group polyadipate hexylene glycol ester (PHA), terminal hydroxy group poly adipate succinic acid ester (PBA), polytetramethylene ether two
Alcohol (PTHF), polypropylene glycol.
4. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
Catalyst is organic tin catalyst, selected from one of stannous octoate, dibutyltin diacetate and dibutyl tin dilaurate
Or two kinds of mixture.
5. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
Antioxidant is selected from the mixture of one or both of following substances: 2,6 di tert butyl 4 methyl phenol, four (hydroxyl -3 4-,
5- tert-butyl-phenyl propionic acid) pentaerythritol ester, 3,5- di-t-butyl -4- hydroxy phenylpropionic acid octadecyl ester.
6. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
Epoxy resin is epoxy resin E-44.
7. ultrahigh hardness high-toughness polyurethane method for producing elastomers according to claim 1, which is characterized in that described
Curing agent be selected from one of following substances: 1,4- butanediol, 1,3- propylene glycol, 1,4- cyclohexanol, neopentyl glycol, 1,6-
Hexylene glycol.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110746566A (en) * | 2019-11-12 | 2020-02-04 | 东莞市米儿塑胶原料有限公司 | Thermoplastic polyurethane matrix resin |
| CN111732710A (en) * | 2020-06-29 | 2020-10-02 | 合肥精创科技有限公司 | Epoxy modified polyurethane material for mud pump piston and preparation method thereof |
| CN113527632A (en) * | 2021-07-20 | 2021-10-22 | 湖南聚仁化工新材料科技有限公司 | Preparation method and application of epsilon-caprolactone modified epoxy resin |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110746566A (en) * | 2019-11-12 | 2020-02-04 | 东莞市米儿塑胶原料有限公司 | Thermoplastic polyurethane matrix resin |
| CN111732710A (en) * | 2020-06-29 | 2020-10-02 | 合肥精创科技有限公司 | Epoxy modified polyurethane material for mud pump piston and preparation method thereof |
| CN113527632A (en) * | 2021-07-20 | 2021-10-22 | 湖南聚仁化工新材料科技有限公司 | Preparation method and application of epsilon-caprolactone modified epoxy resin |
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Application publication date: 20190426 |