CN105384946B - Low sheraing emulsification macromolecule emulsifier and preparation method thereof - Google Patents
Low sheraing emulsification macromolecule emulsifier and preparation method thereof Download PDFInfo
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- CN105384946B CN105384946B CN201510737987.XA CN201510737987A CN105384946B CN 105384946 B CN105384946 B CN 105384946B CN 201510737987 A CN201510737987 A CN 201510737987A CN 105384946 B CN105384946 B CN 105384946B
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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
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C08G81/024—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G
- C08G81/025—Block or graft polymers containing sequences of polymers of C08C or C08F and of polymers of C08G containing polyether sequences
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/46—Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/24—Crosslinking, e.g. vulcanising, of macromolecules
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2387/00—Characterised by the use of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds
Abstract
The invention discloses a kind of low sheraing emulsification macromolecule emulsifier, it is made by polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene alkyl ether, hydrazine and flux oil；Polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene alkyl ether, the mol ratio of hydrazine are 1.0:1.0~2.5:0.8~1.6:0.25~0.75, the quality of flux oil is 0.5~2.0 times of polyolefin quality.The invention also discloses the preparation method of the emulsifying agent：(1) polyolefin is put into reactor, is heated to 70~80 DEG C, add dicarboxylic acids or acid anhydrides, stirred, heated, reacted, filtering；(2) compound that step (1) synthesizes instead is thrown back in reactor, adds flux oil and polyoxyethylene alkyl ether, agitating and heating, temperature reaction obtain esterification products；(3) esterification products are cooled down, adds hydrazine, react and produce.This macromolecule emulsifier is emulsified particularly suitable for low sheraing or mixing and emulsifying technique prepares emulsion matrix.
Description
Technical field
The present invention relates to technical field of chemical synthesis, and in particular to a kind of low sheraing emulsification macromolecule emulsifier and its system
Preparation Method.
Background technology
The performance of emulsifying agent all has a major impact to performances such as the quality, explosion property and storge quality of emulsion.
Therefore, the performance of emulsifying agent, increasingly paid attention to by emulsion industry.
Emulsion with TPO emulsifying agent originate from lube oil additive in polyisobutene succinimide class without
Grey dispersant, the various TPO emulsifying agents subsequently researched and developed mostly are based on this.And polyisobutene succinimide
The advantages of class emulsifying agent is that emulsion prepared therefrom is comparatively stable, and storage time is relatively long；But its emulsibility
Can be relatively poor, it is more difficult to play emulsification, its raw materials for production price is of a relatively high in addition.
Many macromolecule emulsifiers used in the country are depended on from external import, expensive；Domestic fresh several chemical industry
Enterprise produces macromolecule emulsifier, and due to being not quite understood to explosive, causes the macromolecule latex of domestic Production in Chemical Plant
Agent and the demand of explosive enterprise are not to match very much, therefore it is particularly important for Min Bao enterprises to develop macromolecule emulsifier.
A kind of polyisobutene fourth two using glycerine as esterifying reagent is disclosed in US20060223945A1, CN1158833A
Esters of gallic acid emulsifying agent.Disclosed in US6527885, US4919179, CN1415588A a kind of using alcohol amine compound as derivatization examination
The polyisobutylene butanedioic anhydride class emulsifying agent of agent.With the development of emulsion matrix low sheraing emulsifying process, emulsion emulsification
The requirement of agent is more and more stricter, and current emulsifying agent low sheraing, which plays newborn ability and storage stability, can meet to require.
The content of the invention
It is an object of the invention to provide a kind of low sheraing rise newborn ability, repeatedly pump-conveying property and storge quality it is superior, be suitable to
Emulsion macromolecule emulsifier of low sheraing emulsification or mixing and emulsifying technique and preparation method thereof.
Technical scheme is as follows：
A kind of low sheraing emulsification macromolecule emulsifier, by polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene alkyl ether, hydrazine
It is made with flux oil；The polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene alkyl ether, the mol ratio of hydrazine are 1.0:1.0~
2.5:0.8~1.6:0.25~0.75, the quality of the flux oil is 0.5~2.0 times of polyolefin quality.
Preferably, the polyolefin is selected from polyethylene, polypropylene, polybutene, polyisobutene, polypenthylene, polyphenyl second
One kind in alkene, ethylene-propylene copolymer or propylene-isobutylene copolymers.
Preferably, the polyolefin molecular weight is 500~3000, and end alkene content is more than 85%.
Preferably, the dicarboxylic acids or acid anhydrides are selected from maleic acid, fumaric acid, glutaconate, maleic acid
One or more mixtures in acid anhydride.
Preferably, the number of the oxyethylene group in the polyoxyethylene alkyl ether is 5~20, and the carbon of alkyl is former
Subnumber is 12~18.
Preferably, the flux oil is 60N base oils, 150N base oils, 220N base oils, 32# base oils or first
Benzene.
A kind of preparation method of foregoing low sheraing emulsification macromolecule emulsifier, first enter for polyolefin with dicarboxylic acids or acid anhydrides
Row alkylation reaction, esterification then is carried out with polyoxyethylene alkyl ether, carrying out cross-linking reaction finally by hydrazine obtains；Specific system
Standby process comprises the following steps：
(1) polyolefin is put into reactor, is heated to 70~80 DEG C, dicarboxylic acids or acid are added under nitrogen protective condition
Acid anhydride, 1~2h of insulated and stirred, 180~240 DEG C are warming up to, react 3~7h, be filtrated to get polyolefin carboxylic acid or polyolefin carboxylic acid acid anhydride；
(2) polyolefin carboxylic acid of step (1) synthesis or polyolefin carboxylic acid acid anhydride are instead thrown back in reactor, in nitrogen ceiling
Flux oil and polyoxyethylene alkyl ether are added under part, is heated while stirring, is warming up to 110~160 DEG C, 4~6h is reacted, must be esterified
Product；
(3) esterification products that step (2) synthesizes are cooled to 65~90 DEG C, hydrazine is added under nitrogen protective condition, be incubated
1~6h is stirred, obtains the macromolecule emulsifier of the present invention.
The beneficial effects of the invention are as follows：This macromolecule emulsifier has good emulsifiability due to the crosslinked action of hydrazine
With stable emulsifying performance, show the low sheraing more superior than other emulsifying agents and play newborn ability, be more suitable for low sheraing emulsification or mixed
Close emulsifying process and prepare emulsion matrix, prepared emulsion matrix shows more superior anti-bumpiness in long-range delivery process
Energy, repeatedly pump-conveying property and storage stability performance.Present invention process is simple and environmentally-friendly, raw material sources are wide, production cost is low.
Embodiment
With reference to embodiment, the invention will be further described, but not thereby limiting the invention.
Experimental method in following embodiments, it is conventional method unless otherwise instructed.
Embodiment 1 prepares low sheraing emulsification macromolecule emulsifier
Operate in accordance with the following steps：
(1) polyisobutene is put into reactor, is heated to 70 DEG C, maleic anhydride is added under nitrogen protective condition and is urged
The catalyst benzoyl peroxide tert-butyl ester of change amount, insulated and stirred 2h, 180 DEG C are warming up to, react 7h, be filtrated to get polyisobutene fourth
Dicarboxylic anhydride；
(2) polyisobutylene butanedioic anhydride that step (1) synthesizes instead is thrown back in reactor, added under nitrogen protective condition
60N base oils and polyoxyethylene cetyl base (5) ether, are heated while stirring, are warming up to 110 DEG C, are reacted 6h, are obtained esterification products；
(3) esterification products that step (2) synthesizes are cooled to 65 DEG C, hydrazine (i.e. hydrazine) are added under nitrogen protective condition,
Insulated and stirred 6h, obtains the macromolecule emulsifier of the present invention, density 0.900g/mL, acid number 10.9mgKOH/g, and viscosity is
157.69mm2/ s, yield 96%.
In above step, the proportioning of each chemicals is：Polyisobutene, maleic anhydride, polyoxyethylene cetyl base (5) ether,
The mol ratio of hydrazine is 1.0:1.0:0.8:The quality of 0.25,60N base oil is 0.5 times of polyisobutene quality.
Embodiment 2 prepares low sheraing emulsification macromolecule emulsifier
Operate in accordance with the following steps：
(1) polypropylene is put into reactor, is heated to 80 DEG C, glutaconate is added under nitrogen protective condition, be incubated
1h is stirred, is warming up to 240 DEG C, 3h is reacted, is filtrated to get polypropylene glutaric acid；
(2) the polypropylene glutaric acid that step (1) synthesizes instead is thrown back in reactor, 150N is added under nitrogen protective condition
Base oil and polyoxyethylene lauryl base (7) ether, are heated while stirring, are warming up to 160 DEG C, are reacted 4h, are obtained esterification products；
(3) esterification products that step (2) synthesizes are cooled to 90 DEG C, hydrazine (i.e. hydrazine) are added under nitrogen protective condition,
Insulated and stirred 1h, obtains the macromolecule emulsifier of the present invention, density 0.936g/mL, acid number 15.9mgKOH/g, and viscosity is
250.17mm2/ s, yield 95%.
In above step, the proportioning of each chemicals is polypropylene, glutaconate, polyoxyethylene lauryl base (7) ether, hydrazine
Mol ratio is 1.0:2.5:1.6:The quality of 0.75,150N base oil is 2.0 times of polypropylene quality.
Embodiment 3 prepares low sheraing emulsification macromolecule emulsifier
Operate in accordance with the following steps：
(1) by propylene-isobutylene copolymers input reactor, 75 DEG C is heated to, is added under nitrogen protective condition suitable
Butene dioic acid, insulated and stirred 1.5h, 220 DEG C are warming up to, react 5h, be filtrated to get polyolefin succinic acid；
(2) the polyolefin succinic acid that step (1) synthesizes instead is thrown back in reactor, 220N is added under nitrogen protective condition
Base oil and polyoxyethylene stearyl base (7) ether, are heated while stirring, are warming up to 150 DEG C, are reacted 5h, are obtained esterification products；
(3) esterification products that step (2) synthesizes are cooled to 75 DEG C, hydrazine (i.e. hydrazine) are added under nitrogen protective condition,
Insulated and stirred 5h, obtains the macromolecule emulsifier of the present invention, density 0.874g/mL, acid number 9.2mgKOH/g, and viscosity is
129.37mm2/ s, yield 96%.
In above step, the proportioning of each chemicals is propylene-isobutylene copolymers, maleic acid, polyoxyethylene 18
Alkyl (7) ether, the mol ratio of hydrazine are 1.0:1.5:1.1:The quality of 0.4,220N base oil and the matter of propylene-isobutylene copolymers
Measure identical.
Embodiment 4 prepares low sheraing emulsification macromolecule emulsifier
Operate in accordance with the following steps：
(1) polyethylene is put into reactor, is heated to 75 DEG C, fumaric acid is added under nitrogen protective condition, protected
Temperature stirring 1.5h, is warming up to 200 DEG C, reacts 4h, be filtrated to get polyethylene succinic acid；
(2) the polyethylene succinic acid that step (1) synthesizes instead is thrown back in reactor, 32# is added under nitrogen protective condition
Base oil and polyoxyethylene heptadecyl (6) ether, are heated while stirring, are warming up to 140 DEG C, are reacted 4h, are obtained esterification products；
(3) esterification products that step (2) synthesizes are cooled to 80 DEG C, hydrazine (i.e. hydrazine) are added under nitrogen protective condition,
Insulated and stirred 4h, obtains the macromolecule emulsifier of the present invention, density 0.923g/mL, acid number 13.1mgKOH/g, and viscosity is
195.31mm2/ s, yield 96%.
In above step, the proportioning of each chemicals is polyethylene, fumaric acid, polyoxyethylene heptadecyl (6) ether, hydrazine
Mol ratio be 1.0:2.0:1.1:The quality of 0.5,32# base oil is 1.5 times of polyethylene quality.
Embodiment 5 prepares low sheraing emulsification macromolecule emulsifier
Operate in accordance with the following steps：
(1) polypenthylene is put into reactor, is heated to 75 DEG C, maleic acid and anti-is added under nitrogen protective condition
Butene dioic acid, insulated and stirred 1.5h, 210 DEG C are warming up to, react 3h, be filtrated to get polypenthylene succinic acid；
(2) the polypenthylene succinic acid that step (1) synthesizes instead is thrown back in reactor, 32# is added under nitrogen protective condition
Base oil and polyoxyethylene tridecyl base (7) ether, are heated while stirring, are warming up to 150 DEG C, are reacted 5h, are obtained esterification products；
(3) esterification products that step (2) synthesizes are cooled to 70 DEG C, hydrazine (i.e. hydrazine) are added under nitrogen protective condition,
Insulated and stirred 3h, obtains the macromolecule emulsifier of the present invention, density 0.897g/mL, acid number 10.4mgKOH/g, and viscosity is
197.14mm2/ s, yield 97%.
In above step, the proportioning of each chemicals is polypenthylene, maleic acid, fumaric acid, polyoxyethylene 13
Alkyl (7) ether, the mol ratio of hydrazine are 1.0:0.8:0.7:1.2:The quality of 0.6,32# base oil and polypenthylene it is identical in quality.
In the embodiment above, the polyolefin can also be in polybutene, polystyrene or ethylene-propylene copolymer
One kind, the dicarboxylic acids or acid anhydrides can also be maleic acid, fumaric acid, glutaconate, maleic anhydride it is a variety of mixed
Compound；Embodiment is not intended to limit protection scope of the present invention.
The emulsifying agent performance measurement of embodiment 6
First, emulsification experiment
By macromolecule emulsifier I~V made from embodiment 1 to 5, (rotating speed 500r/min) enters under low sheraing emulsification condition
Row emulsification experiment, and newborn time, the water-soluble value and viscosity of emulsion matrix have been tested, emulsion matrix state is observed, experimental result is such as
Shown in table 1.
The emulsifying agent low sheraing emulsification experiment result of table 1
Macromolecule emulsifier I~V made from embodiment 1 to 5 is subjected to emulsification experiment under the conditions of mixing and emulsifying, and tested
Newborn time, the water-soluble value and viscosity of emulsion matrix are played, observes emulsion matrix state, experimental result is as shown in table 2.
The emulsifying agent mixing and emulsifying experimental result of table 2
As can be seen from Table 1 and Table 2, emulsifying agent made from the inventive method shows under the conditions of low sheraing or mixing and emulsifying
The emulsifiability gone out, play breast soon, matrix is stable, and emulsion matrix is prepared suitable for low sheraing emulsification or mixing and emulsifying technique.
2nd, storage stability is tested
Macromolecule emulsifier I~V made from embodiment 1 to 5 prepares emulsion matrix, carries out room temperature storage experiment and height
Warm circulation experiment (45 DEG C of storages store 16 hours for 8 hours, -30 DEG C as a circulation), experimental result is as shown in table 3.
The emulsion matrix storage stability experimental result of table 3
From table 3 it can be seen that the stable storing that emulsion matrix prepared by emulsifying agent made from the inventive method has been shown
Property.
3rd, long-range experiment of jolting
Macromolecule emulsifier I~V made from embodiment 1 to 5 prepares emulsion matrix, carries out long-range experiment of jolting, experiment
As a result it is as shown in table 4.
The emulsion matrix of table 4 jolts experimental result
From table 4, it can be seen that the anti-energy that jolts that emulsion matrix prepared by emulsifying agent made from the inventive method has been shown
Power, it is suitable for the long-range dispatching of emulsion matrix.
4th, pumping experiment
Macromolecule emulsifier I~V prepares emulsion matrix made from embodiment 1 to 5, carries out pumping experiment, experimental result
As shown in table 5.
The emulsion matrix of table 5 pumps experimental result
As can be seen from Table 5, the pump-conveying property repeatedly that the emulsion matrix that prepared by emulsifying agent of the present invention does very well.
5th, explosion velocity is tested
Macromolecule emulsifier I~V prepares emulsion made from embodiment 1 to 5, carries out live explosion, explosion velocity in hole
5700~5900m/s, quick-fried heap surface lumpiness is uniform, and bulk is few, meets onsite application requirement.
Claims (7)
- A kind of 1. low sheraing emulsification macromolecule emulsifier, it is characterised in that：By polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene Alkyl ether, hydrazine and flux oil are made；The polyolefin, dicarboxylic acids or acid anhydrides, polyoxyethylene alkyl ether, the mol ratio of hydrazine are 1.0: 1.0~2.5:0.8~1.6:0.25~0.75, the quality of the flux oil is 0.5~2.0 times of polyolefin quality；The height Molecule emulsifying agent is first to carry out alkylation reaction with dicarboxylic acids or acid anhydrides by polyolefin, then carries out ester with polyoxyethylene alkyl ether Change reaction, carrying out cross-linking reaction finally by hydrazine obtains.
- 2. low sheraing emulsification macromolecule emulsifier as claimed in claim 1, it is characterised in that：The polyolefin is selected from poly- second Alkene, polypropylene, polybutene, polyisobutene, polypenthylene, polystyrene, ethylene-propylene copolymer or propylene-isobutylene copolymers One kind in thing.
- 3. low sheraing emulsification macromolecule emulsifier as claimed in claim 1, it is characterised in that：The polyolefin molecular weight is 500~3000, end alkene content is more than 85%.
- 4. low sheraing emulsification macromolecule emulsifier as claimed in claim 1, it is characterised in that：Dicarboxylic acids or the acid anhydrides choosing From one or more mixtures in maleic acid, fumaric acid, glutaconate, maleic anhydride.
- 5. low sheraing emulsification macromolecule emulsifier as claimed in claim 1, it is characterised in that：The polyoxyethylene alkyl ether In the number of oxyethylene group be 5~20, the carbon number of alkyl is 12~18.
- 6. low sheraing emulsification macromolecule emulsifier as claimed in claim 1, it is characterised in that：The flux oil is 60N bases Plinth oil, 150N base oils, 220N base oils, 32# base oils or toluene.
- A kind of 7. preparation method of the low sheraing emulsification macromolecule emulsifier of claim 1, it is characterised in that：Including following step Suddenly：(1) polyolefin is put into reactor, is heated to 70~80 DEG C, dicarboxylic acids or acid anhydrides are added under nitrogen protective condition, 1~2h of insulated and stirred, 180~240 DEG C are warming up to, react 3~7h, be filtrated to get polyolefin carboxylic acid or polyolefin carboxylic acid acid anhydride；(2) polyolefin carboxylic acid of step (1) synthesis or polyolefin carboxylic acid acid anhydride are instead thrown back in reactor, under nitrogen protective condition Flux oil and polyoxyethylene alkyl ether are added, is heated while stirring, is warming up to 110~160 DEG C, 4~6h is reacted, production must be esterified Thing；(3) esterification products that step (2) synthesizes are cooled to 65~90 DEG C, hydrazine, insulated and stirred 1 is added under nitrogen protective condition ~6h, obtain the macromolecule emulsifier of the present invention.
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| CN106084094A (en) * | 2016-06-02 | 2016-11-09 | 新乡市瑞丰新材料股份有限公司 | A kind of preparation method of polyisobutene succinimide |
| CN109879710B (en) * | 2017-12-06 | 2021-06-18 | 宏大爆破有限公司 | Compound oil phase for explosive emulsion matrix, field mixed explosive and preparation method |
| CN113493532B (en) * | 2021-08-04 | 2022-11-04 | 中国葛洲坝集团易普力股份有限公司 | Emulsifier for remote delivery of latex matrix and preparation method and application thereof |
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| CN87101249A (en) * | 1986-11-14 | 1988-07-13 | 鲁布里佐尔公司 | Blasting explosives composition |
| CN101602634A (en) * | 2009-05-26 | 2009-12-16 | 锦州康泰润滑油添加剂有限公司 | Ester emulsifier for industrial emulsion explosive and preparation method thereof |
| CN102992922A (en) * | 2012-12-24 | 2013-03-27 | 江南大学 | Novel polymer emulsifier and preparation method thereof |
| CN103012023A (en) * | 2012-12-14 | 2013-04-03 | 倪欧琪 | Emulsifying agent for industrial explosive and preparation method of emulsifying agent |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN87101249A (en) * | 1986-11-14 | 1988-07-13 | 鲁布里佐尔公司 | Blasting explosives composition |
| CN101602634A (en) * | 2009-05-26 | 2009-12-16 | 锦州康泰润滑油添加剂有限公司 | Ester emulsifier for industrial emulsion explosive and preparation method thereof |
| CN103012023A (en) * | 2012-12-14 | 2013-04-03 | 倪欧琪 | Emulsifying agent for industrial explosive and preparation method of emulsifying agent |
| CN102992922A (en) * | 2012-12-24 | 2013-03-27 | 江南大学 | Novel polymer emulsifier and preparation method thereof |
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