CN104004115B - Chlorosulphonation polyisoprene and preparation method - Google Patents
Chlorosulphonation polyisoprene and preparation method Download PDFInfo
- Publication number
- CN104004115B CN104004115B CN201410177088.4A CN201410177088A CN104004115B CN 104004115 B CN104004115 B CN 104004115B CN 201410177088 A CN201410177088 A CN 201410177088A CN 104004115 B CN104004115 B CN 104004115B
- Authority
- CN
- China
- Prior art keywords
- polyisoprene
- degraded
- chlorosulphonation
- solvent
- trichloromethane
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- 229920001195 polyisoprene Polymers 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 26
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229960001701 chloroform Drugs 0.000 claims abstract description 15
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000460 chlorine Substances 0.000 claims abstract description 13
- 238000000926 separation method Methods 0.000 claims abstract description 13
- 238000000034 method Methods 0.000 claims abstract description 12
- 229920001206 natural gum Polymers 0.000 claims abstract description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000007789 gas Substances 0.000 claims abstract description 9
- 238000001556 precipitation Methods 0.000 claims abstract description 8
- 238000001035 drying Methods 0.000 claims abstract description 7
- 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
- 239000000203 mixture Substances 0.000 claims abstract description 4
- OSVXSBDYLRYLIG-UHFFFAOYSA-N chlorine dioxide Inorganic materials O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 235000019398 chlorine dioxide Nutrition 0.000 claims abstract description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- 230000015556 catabolic process Effects 0.000 claims description 7
- 238000006731 degradation reaction 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
- 239000008096 xylene Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 12
- 239000000463 material Substances 0.000 description 13
- 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
- 238000005660 chlorination reaction Methods 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
Abstract
The preparation method of chlorosulphonation polyisoprene, step is as follows, and the solvent adopted in solvent method degraded and reaction process is containing trichloromethane composition; Simultaneously chlorosulphonation process passes into chlorine and sulfur dioxide gas in polyisoprene or natural gum solution; Polyisoprene or natural gum send into logical oxygen degraded polyisoprene or natural gum solution in degraded still after plasticating, the weight ratio of the solvent more than 50% of trichloromethane in degraded still, under 0.1-0.5MPa pressure condition, control the temperature 45-75 DEG C in reactor, the chlorosulphonation isoprene product of reaction residual liquor obtained certain specification after precipitation, separation, drying, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
Description
Technical field
The present invention relates to a kind of novel material, especially a kind of new derivative of polyisoprene and preparation method.
Background technology
Chlorinated polyisoprene (being commonly called as: chlorinated rubber) is the chlorinated derivatives of polyisoprene, intermediate as products such as protective systems has the superior chemical performances such as anticorrosion, water-fast, fire-retardant, but the fragility after its film forming is large, should not be used alone, other material modification need be added to improve its snappiness, chlorosulphonation polyisoprene is owing to the addition of sulfonation group in the molecular structure, possessing outside chlorinated polyisoprene characteristic, add the snappiness of material, can not add under material modified condition as film forming material.
Liu Zhengnan etc. disclose employing water phase suspension, and at ambient pressure to anti-form-1,4-polyisoprene (TPI) carries out chlorination modified method.Have studied temperature, time, particle diameter etc. to chlorination anti-form-1, the impact of 4-polyisoprene (CTPI) cl content.The reaction conditions obtaining being suitable for is: adopt the method that two benches heats up, control certain logical chlorine dose, the first stage, temperature of reaction is 35 DEG C, and the reaction times is 2 ~ 3h; Subordinate phase. temperature of reaction is 50 ~ 55 DEG C, and the reaction times is 1 ~ 6h, can obtain the CTPI of chlorine massfraction within 50%, and product is soluble white loose particle." elastomerics, 2006 (1): 8-12.But chlorinated 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 chlorinated polyisoprene snappiness deficiency, do not adding under material modified condition as film forming material.Particularly proposition 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, it 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, wherein x=10 ~ 11, y=2 ~ 7, z=2 ~ 7, n value 100-5000.Corresponding viscosity value is 5 ~ 600CP (xylene solution containing 20% chlorosulphonation polyisoprene).
The preparation method of chlorosulphonation polyisoprene, step is as follows, and the solvent adopted in solvent method degraded and reaction process is containing trichloromethane composition; Simultaneously chlorosulphonation process passes into chlorine and sulfur dioxide gas in polyisoprene or natural gum solution (mass concentration is 3-10% especially, especially 4-8%); Polyisoprene or natural gum send into logical oxygen degraded polyisoprene or natural gum solution in degraded still after plasticating, the weight ratio of the solvent more than 50% of trichloromethane in degraded still, under 0.1-0.5MPa pressure condition, control the temperature 45-75 DEG C in reactor, the chlorosulphonation isoprene product [C of reaction residual liquor obtained certain specification after precipitation, separation, drying
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 DEG C.
Further, in degraded still is solvent based on trichloromethane, the concentration of polyisoprene is 2-4%, chlorosulphonation operation is sent into when degradation solution viscosity reaches 2 ~ more than 4CP, control the temperature 50 ~ 55 DEG C in reactor, the volume ratio of chlorine and sulfurous gas is 1-3:1, the temperature 55-75 DEG C in control degradation still.
Beneficial effect of the present invention: the chlorosulphonation polyisoprene that the present invention proposes and preparation method, overcome the shortcoming of chlorinated polyisoprene snappiness deficiency, do not add can as film forming material under material modified condition.Detect by GB GB/1731-93 and do not occur any crackle not adding the paint film under material modified condition, basically identical with the snappiness of the chlorinated rubber paint film that with the addition of 8 ~ 10% additives, not additivated chlorinated rubber paint film then 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
Logical oxygen degraded in degraded still sent into by polyisoprene (or natural gum) after plasticating, in degraded still is solvent based on trichloromethane, chlorosulphonation operation sent into by glue after degraded, under 0.05 ~ 0.5MPa condition, the temperature controlled in reactor is no more than 75 DEG C, but be greater than the temperature of 45 DEG C, the chlorosulphonation isoprene product of reaction residual liquor obtained certain specification after precipitation, separation, drying, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.Precipitation, separation, dry genus simple and regular technique.
The one embodiment of chlorosulphonation polyisoprene is as follows.
Example one:
Logical oxygen degraded in degraded still sent into by polyisoprene after plasticating, in degraded still is solvent based on trichloromethane, the concentration of polyisoprene is 4%, chlorosulphonation operation is sent into when degradation solution viscosity reaches 2 ~ 4CP, under pressure is 0.05MPa condition, control the temperature 50 ~ 55 DEG C in reactor, the volume ratio of chlorine and sulfurous gas is 1:1, reaction residual liquor is through precipitation, be separated, sulphur content ~ 9% (mass ratio) is obtained after drying, the chlorosulphonation isoprene product (air flow mainly through reaction times and chlorine and sulfurous gas controls sulphur content) of viscosity 5 ~ 12CP, the isolated solvent of separation circuit is sent degraded operation back to and is recycled.
Example two:
Logical oxygen degraded in degraded still sent into by natural gum after plasticating, in degraded still is solvent based on trichloromethane, the concentration of polyisoprene is 5%, chlorosulphonation operation is sent into when degradation solution viscosity reaches 10 ~ 12CP, under pressure is 0.1MPa condition, control the temperature 60 ~ 65 DEG C in reactor, the volume ratio of chlorine and sulfurous gas is 2:1, reaction residual liquor obtains the chlorosulphonation isoprene product of sulphur content 4 ~ 5% viscosity 15 ~ 30CP after precipitation, separation, drying, and the isolated solvent of separation circuit is sent degraded operation back to and recycled.
Example three:
Blowing air degraded in degraded still sent into by polyisoprene (or natural gum) after plasticating, in degraded still is that (the solvent mixture can adopt toluene for solvent based on trichloromethane, dimethylbenzene, Benzene Chloride, chlorinated hydrocarbon or fluorobenzene class etc.), polyisoprene concentration is 4%, chlorosulphonation operation is sent into when degradation solution viscosity reaches 20 ~ 25CP, under pressure is 0.2MPa condition, control the temperature 68 ~ 71 DEG C in reactor, the volume ratio of chlorine and sulfurous gas is 3:1, reaction residual liquor is through precipitation, be separated, the chlorosulphonation isoprene product of sulphur content 1 ~ 2% viscosity 60 ~ 120CP is obtained after drying, 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 the nondistinctive technical scheme product of flesh and blood any and of the present invention does not exceed the scope of protection of present invention.
Claims (2)
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, wherein x=10 ~ 11, y=2 ~ 7, z=2 ~ 7, n value 100 ~ 5000; Xylene solution corresponding viscosity value containing 20% chlorosulphonation polyisoprene is 5 ~ 600CP.
2. the preparation method of chlorosulphonation polyisoprene according to claim 1, it is characterized in that step is as follows, polyisoprene or natural gum are sent in degraded still after plasticating, logical oxygen utilizes solvent method degraded polyisoprene or natural gum solution, and the solvent adopted in solvent method degraded operation is containing trichloromethane composition; In degraded still, trichloromethane accounts for the weight ratio of more than 50% in a solvent, and the temperature in control degradation still is 55-75 DEG C; Carry out chlorosulfonation operation afterwards, simultaneously process passes into chlorine and sulfur dioxide gas in the polyisoprene after above-mentioned degraded or natural gum solution, the solvent adopted in chlorosulfonation operation is containing trichloromethane composition, under 0.1-0.5MPa pressure condition, the temperature controlled in the reactor of chlorosulfonation operation employing is 45-75 DEG C; React the chlorosulphonation isoprene product [C of obtained certain specification after precipitation, separation, drying
10h
xcl
y(SO
2cl)
z]
n, the isolated solvent of separation circuit is sent degraded operation back to and is recycled; In degraded still is solvent based on trichloromethane, and the concentration of polyisoprene is 2-4%, and the feeding chlorosulphonation operation when degradation solution viscosity reaches 2 ~ more than 4CP, the volume ratio of chlorosulphonation operation chlorine and sulfurous gas is 1-3:1.
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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 CN104004115A (en) | 2014-08-27 |
| CN104004115B true CN104004115B (en) | 2015-08-05 |
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| 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 |
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| CN104004115A (en) | 2014-08-27 |
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