CN104004115A - Preparation method of chlorosulfonated polyisoprene and preparation method thereof - Google Patents
Preparation method of chlorosulfonated polyisoprene and preparation method thereof Download PDFInfo
- Publication number
- CN104004115A CN104004115A CN201410177088.4A CN201410177088A CN104004115A CN 104004115 A CN104004115 A CN 104004115A CN 201410177088 A CN201410177088 A CN 201410177088A CN 104004115 A CN104004115 A CN 104004115A
- Authority
- CN
- China
- Prior art keywords
- polyisoprene
- chlorosulphonation
- solvent
- degraded
- trichloromethane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 229920001195 polyisoprene Polymers 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229960001701 chloroform Drugs 0.000 claims abstract description 14
- 238000000926 separation method Methods 0.000 claims abstract description 13
- 238000006731 degradation reaction Methods 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- 230000015556 catabolic process Effects 0.000 claims abstract description 10
- 239000007789 gas Substances 0.000 claims abstract description 9
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims abstract description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
- 239000001301 oxygen Substances 0.000 claims abstract description 6
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 12
- 239000000460 chlorine Substances 0.000 claims description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
- 229920001206 natural gum Polymers 0.000 claims description 9
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 238000001556 precipitation Methods 0.000 claims description 7
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 3
- OSVXSBDYLRYLIG-UHFFFAOYSA-N chlorine dioxide Inorganic materials O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims description 2
- 235000019398 chlorine dioxide Nutrition 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 230000000593 degrading effect Effects 0.000 claims 1
- 244000043261 Hevea brasiliensis Species 0.000 abstract 3
- 229920003052 natural elastomer Polymers 0.000 abstract 3
- 229920001194 natural rubber Polymers 0.000 abstract 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- 238000004807 desolvation Methods 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 description 13
- 238000005660 chlorination reaction Methods 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000005864 Sulphur Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- 238000006277 sulfonation reaction Methods 0.000 description 3
- 230000007812 deficiency Effects 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 208000037656 Respiratory Sounds Diseases 0.000 description 1
- 241000270708 Testudinidae Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 150000008423 fluorobenzenes Chemical class 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
A preparation method of chlorosulfonated polyisoprene comprises the following steps: a solvent adopted in solvent-method degradation and reaction processes contains a trichloromethane component; a chlorosulfonated process comprises simultaneously introducing chlorine gas and sulfur dioxide gas into a polyisoprene or natural rubber solution; polyisoprene or natural rubber is plasticated and then sent into a degradation kettle, and oxygen is introduced to degrade the polyisoprene or natural rubber solution; the weight ratio of the trichloromethane solvent in the degradation kettle is more than 50%, and the temperature in the reaction kettle is controlled at 45-75 DEG C under the condition of the pressure of 0.1-0.5 MPa; a reaction finished solution is subjected to desolvation, separation and drying to obtain the chlorosulfonated polyisoprene product with certain specifications, and the solvent separated in the separation process is sent back to the degradation process for cycle utilization.
Description
Technical field
The present invention relates to a kind of novel material, especially a kind of new derivative and the preparation method of polyisoprene.
Background technology
Chlorination polyisoprene (is commonly called as: the chlorinated derivatives that is chlorinated rubber) polyisoprene, intermediate as products such as protective systems has the excellent chemical properties such as anticorrosion, water-fast, fire-retardant, but the fragility after its film forming is large, should not use separately, need to add other material modification to improve its snappiness, chlorosulphonation polyisoprene is owing to having added sulfonation group in molecular structure, outside possessing chlorination polyisoprene characteristic, increased the snappiness of material, can not add under material modified condition as film forming material.
Liu Zhengnan etc. disclose employing water phase suspension, and under normal pressure, to anti-form-1,4-polyisoprene (TPI) carries out chlorination modified method.Temperature, time, particle diameter etc. have been studied to chlorination anti-form-1, the impact of 4-polyisoprene (CTPI) cl content.Obtaining suitable reaction conditions is: adopt the method for two stages intensification, control certain logical chlorine dose, the first stage, temperature of reaction is 35 ℃, and the reaction times is 2～3h; Subordinate phase. temperature of reaction is 50～55 ℃, and the reaction times is 1～6h, can obtain chlorine massfraction 50% with interior CTPI, product is soluble white loose particle." elastomerics, 2006 (1): 8-12.But chlorination polyisoprene snappiness is not enough, be difficult to as film forming material not adding under material modified condition.
Summary of the invention
The present invention seeks to propose a kind of chlorosulphonation polyisoprene and preparation method, overcome the shortcoming of chlorination polyisoprene snappiness deficiency, do not adding under material modified condition as film forming material.Particularly proposing with trichloromethane is main solvent, by the production method of liquid phase chlorination, sulfonation production chlorosulphonation polyisoprene.
Technical scheme of the present invention is: chlorosulphonation polyisoprene, is characterized in that chemical molecular formula is [C
10h
xcl
y(SO
2cl)
z]
n, in the structure in polyisoprene molecule, introduce Cl and SO
2cl group, x=10～11 wherein, y=2～7, z=2～7, n value 100-5000.Corresponding viscosity value is 5～600CP (containing the xylene solution of 20% chlorosulphonation polyisoprene).
The preparation method of chlorosulphonation polyisoprene, step is as follows, and the solvent adopting in solvent method degraded and reaction process is containing trichloromethane composition; Chlorosulphonation process is to pass into chlorine and sulfur dioxide gas in polyisoprene or natural gum solution (mass concentration is 3-10% especially, especially 4-8%) simultaneously; Polyisoprene or natural gum are sent into logical oxygen degraded polyisoprene or natural gum solution in degraded still after plasticating, more than 50% weight ratio of the solvent of trichloromethane in degraded still, under 0.1-0.5MPa pressure condition, control the temperature 45-75 ℃ in reactor, reaction residual liquor makes the chlorosulphonation isoprene product [C of certain specification through precipitation, separation, after dry
10h
xcl
y(SO
2cl)
z]
n, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
Further, the temperature in reaction degraded still is no more than 75 ℃.
Further, what in degraded still, use is to take trichloromethane as main solvent, the concentration of polyisoprene is 2-4%, when reaching 2～4CP, degradation solution viscosity sends into chlorosulphonation operation when above, 50～55 ℃ of temperature in control reactor, the volume ratio of chlorine and sulfurous gas is 1-3:1, the temperature 55-75 ℃ in control degradation still.
Beneficial effect of the present invention: chlorosulphonation polyisoprene and preparation method that the present invention proposes, overcome the shortcoming of chlorination polyisoprene snappiness deficiency, do not add can be as film forming material under material modified condition.By GB GB/1731-93, detect and do not occur any crackle at the paint film not adding under material modified condition, basically identical with the snappiness of chlorinated rubber paint film of having added 8～10% additives, not additivated chlorinated rubber paint film is tortoise broken into pieces, obvious material cost of the present invention is low, prepares easy to use.What particularly the present invention proposed is main solvent with trichloromethane, and by the production method of liquid phase chlorination, sulfonation production chlorosulphonation polyisoprene, technical process is simple and reliable.
Accompanying drawing explanation
Fig. 1 is chlorosulphonation polyisoprene production technological process of the present invention.
Embodiment
Polyisoprene (or natural gum) is sent into logical oxygen degraded in degraded still after plasticating, what in degraded still, use is to take trichloromethane as main solvent, glue after degraded is sent into chlorosulphonation operation, under 0.05～0.5MPa condition, the temperature of controlling in reactor is no more than 75 ℃, but be greater than the temperature of 45 ℃, reaction residual liquor makes the chlorosulphonation isoprene product of certain specification through precipitation, separation, after dry, and the isolated solvent of separation circuit is sent degraded operation back to and recycled.Precipitation, separation, the dry simple and regular technique that belongs to.
The relevant embodiment of chlorosulphonation polyisoprene is as follows.
Example one:
Polyisoprene is sent into logical oxygen degraded in degraded still after plasticating, what in degraded still, use is to take trichloromethane as main solvent, the concentration of polyisoprene is 4%, when reaching 2～4CP, degradation solution viscosity sends into chlorosulphonation operation, at pressure, be under 0.05MPa condition, 50～55 ℃ of temperature in control reactor, the volume ratio of chlorine and sulfurous gas is 1:1, reaction residual liquor is through precipitation, separated, after dry, make sulphur content～9% (mass ratio), the chlorosulphonation isoprene product of viscosity 5～12CP (mainly controlling sulphur content by the air flow of reaction times and chlorine and sulfurous gas), the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
Example two:
Natural gum is sent into logical oxygen degraded in degraded still after plasticating, what in degraded still, use is to take trichloromethane as main solvent, the concentration of polyisoprene is 5%, when reaching 10～12CP, degradation solution viscosity sends into chlorosulphonation operation, at pressure, be under 0.1MPa condition, 60～65 ℃ of temperature in control reactor, the volume ratio of chlorine and sulfurous gas is 2:1, reaction residual liquor makes the chlorosulphonation isoprene product of sulphur content 4～5% viscosity 15～30CP through precipitation, separation, after dry, the isolated solvent of separation circuit is sent degraded operation back to and recycled.
Example three:
Polyisoprene (or natural gum) is sent into blowing air degraded in degraded still after plasticating, degraded is used in still is that to take trichloromethane be that (the solvent mixture can adopt toluene to main solvent, dimethylbenzene, Benzene Chloride, chlorinated hydrocarbon or fluorobenzene class etc.), polyisoprene concentration is 4%, when reaching 20～25CP, degradation solution viscosity sends into chlorosulphonation operation, at pressure, be under 0.2MPa condition, 68～71 ℃ of temperature in control reactor, the volume ratio of chlorine and sulfurous gas is 3:1, reaction residual liquor is through precipitation, separated, after dry, make the chlorosulphonation isoprene product of sulphur content 1～2% viscosity 60～120CP, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
The embodiment of the present invention does not limit the present invention, and any and nondistinctive technical scheme product of flesh and blood of the present invention does not surpass the scope of protection of present invention.
Claims (3)
1. chlorosulphonation polyisoprene, is characterized in that chemical molecular formula is [C
10h
xcl
y(SO
2cl)
z]
n, in the structure in polyisoprene molecule, introduce Cl and SO
2cl group, x=10～11 wherein, y=2～7, z=2～7, n value 100～5000; Corresponding viscosity value is 5～600CP (containing the xylene solution of 20% chlorosulphonation polyisoprene).
2. the preparation method of chlorosulphonation polyisoprene according to claim 1, is characterized in that step is as follows, and the solvent adopting in solvent method degraded and reaction process is containing trichloromethane composition; Chlorosulphonation process is to pass into chlorine and sulfur dioxide gas in polyisoprene or natural gum solution simultaneously; Polyisoprene or natural gum are sent into logical oxygen degraded polyisoprene or natural gum solution in degraded still after plasticating, more than 50% weight ratio of the solvent of trichloromethane in degraded still, under 0.1-0.5MPa pressure condition, control the temperature 45-75 ℃ in reactor, reaction residual liquor makes the chlorosulphonation isoprene product [C of certain specification through precipitation, separation, after dry
10h
xcl
y(SO
2cl)
z]
n, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
3. the preparation method of chlorosulphonation polyisoprene according to claim 2, it is characterized in that degrading, what use in still is to take trichloromethane as main solvent, the concentration of polyisoprene is 2-4%, when reaching 2～4CP, degradation solution viscosity sends into chlorosulphonation operation when above, 50～55 ℃ of temperature in control reactor, the volume ratio of chlorine and sulfurous gas is 1-3:1, the temperature 55-75 ℃ in control degradation still.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410177088.4A CN104004115B (en) | 2014-04-29 | 2014-04-29 | Chlorosulphonation polyisoprene and preparation method |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410177088.4A CN104004115B (en) | 2014-04-29 | 2014-04-29 | Chlorosulphonation polyisoprene and preparation method |
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|---|---|
| CN104004115A true CN104004115A (en) | 2014-08-27 |
| CN104004115B CN104004115B (en) | 2015-08-05 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926961A (en) * | 2015-03-27 | 2015-09-23 | 青岛科技大学 | Preparation method of polyisoprene resin with low crystallinity |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6547710B1 (en) * | 2000-11-14 | 2003-04-15 | Conocophillips Company | Sulfonated rubber compositions and processes therefor and therewith |
| CN1649943B (en) * | 2002-02-28 | 2011-03-02 | 斯图加特大学 | Modified polymer or polymer blends or blend film or moulding body, and methods for producing the same and uses |
| CN102250272A (en) * | 2010-05-20 | 2011-11-23 | 青岛科技大学 | Granular chlorinated trans-1, 4-polyisoprene rubber and water phase suspension reaction preparation method thereof |
-
2014
- 2014-04-29 CN CN201410177088.4A patent/CN104004115B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6547710B1 (en) * | 2000-11-14 | 2003-04-15 | Conocophillips Company | Sulfonated rubber compositions and processes therefor and therewith |
| CN1649943B (en) * | 2002-02-28 | 2011-03-02 | 斯图加特大学 | Modified polymer or polymer blends or blend film or moulding body, and methods for producing the same and uses |
| CN102250272A (en) * | 2010-05-20 | 2011-11-23 | 青岛科技大学 | Granular chlorinated trans-1, 4-polyisoprene rubber and water phase suspension reaction preparation method thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926961A (en) * | 2015-03-27 | 2015-09-23 | 青岛科技大学 | Preparation method of polyisoprene resin with low crystallinity |
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| CN104004115B (en) | 2015-08-05 |
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