CN110591435A - Antistatic polyethylene glycol monooleate halogen-free flame retardant - Google Patents
Antistatic polyethylene glycol monooleate halogen-free flame retardant Download PDFInfo
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- CN110591435A CN110591435A CN201910983977.2A CN201910983977A CN110591435A CN 110591435 A CN110591435 A CN 110591435A CN 201910983977 A CN201910983977 A CN 201910983977A CN 110591435 A CN110591435 A CN 110591435A
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- C—CHEMISTRY; METALLURGY
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
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- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/18—Fireproof paints including high temperature resistant paints
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/24—Electrically-conducting paints
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Abstract
The invention relates to the technical field of preparation of halogen-free flame retardants, and discloses an antistatic polyethylene glycol monooleate halogen-free flame retardant which comprises the following test raw materials of polyethylene glycol monooleate, an antioxidant compound, an organosilicon flame-retardant auxiliary agent and a synergistic metal-nonmetal catalyst, wherein polyethylene glycol monooleate is a polymer of oleic acid and polyethylene glycol. The antistatic polyethylene glycol monooleate halogen-free flame retardant is prepared by mixing zirconocene dichloride and a metal-nonmetal catalystNA compound of bromosuccinimide, a small amount of polyethylene glycol monooleate is coordinated into a polyethylene glycol dialdehyde monooleate compound through zirconocene dichloride, in the methodNUnder the catalysis of chlorosuccinimide, polyethylene glycol monooleate compound is chloridized into polyoxyl chloride monooleate and polyoxyl chloride monooleateThe ester forms a cross-linking band between the polyethylene glycol monooleate polymer, so that the polyethylene glycol monooleate polymer has stable conductive performance.
Description
Technical Field
The invention relates to the technical field of preparation of halogen-free flame retardants, in particular to an anti-static polyethylene glycol monooleate halogen-free flame retardant.
Background
The flame retardant has the function of making flammable polymers have flame retardant functional additives, is mainly designed for flame retardance of high molecular materials, and mainly comprises inorganic flame retardants and organic flame retardants at present, wherein halogen flame retardants are mainly used, but the halogen flame retardants generate more smoke and corrosive gases during thermal cracking or combustion to cause serious pollution to the environment, the use of the halogen flame retardants is increasingly limited, and the existing flame retardants do not have the function of making materials antistatic.
Disclosure of Invention
Technical problem to be solved
Aiming at the defects of the prior art, the invention provides an insulating cellulose-based halogen-free flame retardant, which solves the problem that the existing flame retardant contains toxic halogen and does not have an antistatic function.
(II) technical scheme
In order to achieve the purpose, the invention provides the following technical scheme: the antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following raw materials in parts by weight: 50-60 parts of polyethylene glycol monooleate, 0.3-0.8 part of antioxidant compound, 40-50 parts of organosilicon flame retardant auxiliary agent and 0.1-0.3 part of synergistic metal-nonmetal catalyst.
Preferably, the polyethylene glycol monooleate is a polymer of oleic acid and polyethylene glycol, and the preparation method is as follows:
(1) weighing 20 g of oleic acid and 50 mL of 1, 4-dioxane, sequentially putting into a 500 mL beaker, adding 35 g of polyethylene glycol and 2 g of catalyst benzenesulfonic acid, heating in a water bath to 70 ℃, and uniformly stirring for 12 hours;
(2) after the reaction is completed, cooling to room temperature, adding 5% sodium bicarbonate into the beaker in the step (1), stirring at a constant speed for 20-30 min, and neutralizing benzenesulfonic acid;
(3) adding 40 g of polyethylene glycol for extraction, removing 1, 4-dioxane by reduced pressure distillation after extraction, and filtering a crude product to obtain polyethylene glycol monooleate.
Preferably, the synergistic metal-nonmetal catalyst is zirconocene dichloride andN-a bromosuccinimide complex in a mass ratio of 6: 1. Through zirconocene dichloride, a small amount of polyethylene glycol monooleate is coordinated into polyethylene glycol aldehyde monooleate compoundNUnder the catalysis of-chlorosuccinimide, polyethylene glycol monooleate compounds are chlorinated into polyethylene glycol acyl chloride monooleate, and experiments show that the polyethylene glycol acyl chloride monooleateCross-linking bands are formed among the polyethylene glycol monooleate polymers, so that the polyethylene glycol monooleate polymers have stable conductive performance, and the coating has an antistatic function.
Preferably, the antioxidant compound is tetrakis (2, 4-di-tert-butylphenol) -4,4' -biphenyldiphosphite, which prevents polyethylene glycol monooleate from being oxidized to render the flame retardant ineffective.
Preferably, the silicone flame-retardant auxiliary is a carboxypolysiloxane flame-retardant auxiliary.
Preferably, the preparation method of the antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following steps:
(1) weighing 50-60 parts of polyethylene glycol monooleate, adding into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.3-0.8 part of antioxidant compound and 40-50 parts of organosilicon flame-retardant auxiliary agent, sequentially adding into the beaker, heating in water bath to 80-85 ℃, rapidly stirring for 0.5-1 h, continuously supplementing ethanol during stirring to maintain the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.1-0.3 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution in the step (1), heating the synergistic metal-nonmetal catalyst to 40 ℃ in a water bath, and uniformly stirring the synergistic metal-nonmetal catalyst for 2-3 hours to oxidize and halogenate a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate;
(3) and (3) cooling the material obtained in the step (2) to room temperature, distilling under reduced pressure, and sieving with a 300-mesh sieve to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant.
(III) advantageous technical effects
Compared with the prior art, the invention has the following beneficial technical effects:
1. the insulating cellulose-based halogen-free flame retardant is crosslinked into a compound through polyethylene glycol monooleate and an organic silicon flame retardant auxiliary agent, does not contain toxic halogen elements, effectively improves the flame retardance of the material, and does not influence the thermal conductivity of the material.
2. The insulating fiberThe vitamin-based halogen-free flame retardant is coordinated with a metal-nonmetal catalyst which is zirconocene dichloride andNa compound of bromosuccinimide, a small amount of polyethylene glycol monooleate is coordinated into a polyethylene glycol dialdehyde monooleate compound through zirconocene dichloride, in the methodNUnder the catalysis of chlorosuccinimide, polyethylene glycol monooleate compounds are chlorinated into polyethylene glycol monooleate, and experiments show that the polyethylene glycol monooleate forms a crosslinking belt between polyethylene glycol monooleate polymers, so that the polyethylene glycol monooleate polymers have stable conductivity, and the coating has an antistatic function.
Detailed Description
The antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following raw materials in parts by weight: 50-60 parts of polyethylene glycol monooleate, 0.3-0.8 part of antioxidant compound, 40-50 parts of organosilicon flame retardant auxiliary agent, 0.1-0.3 part of synergistic metal-nonmetal catalyst, and the polyethylene glycol monooleate is a polymer of oleic acid and polyethylene glycol, and the preparation method is as follows:
(1) weighing 20 g of oleic acid and 50 mL of 1, 4-dioxane, sequentially putting into a 500 mL beaker, adding 35 g of polyethylene glycol and 2 g of catalyst benzenesulfonic acid, heating in a water bath to 70 ℃, and uniformly stirring for 12 hours;
(2) after the reaction is completed, cooling to room temperature, adding 5% sodium bicarbonate into the beaker in the step (1), stirring at a constant speed for 20-30 min, and neutralizing benzenesulfonic acid;
(3) adding 40 g of polyethylene glycol for extraction, removing 1, 4-dioxane by reduced pressure distillation after extraction, and filtering a crude product to obtain polyethylene glycol monooleate.
The synergistic metal-nonmetal catalyst is zirconocene dichloride andN-a bromosuccinimide complex in a mass ratio of 6: 1. Through zirconocene dichloride, a small amount of polyethylene glycol monooleate is coordinated into polyethylene glycol aldehyde monooleate compoundNUnder the catalysis of chlorosuccinimide, polyethylene glycol monooleate compounds are chlorinated into polyethylene glycol monooleate, and experiments show that the polyethylene glycol monooleate is polymerized in the polyethylene glycol monooleateThe substances form a crosslinking belt, so that the polyethylene glycol monooleate polymer has stable conductive performance, and the coating has an antistatic function, the antioxidant compound is tetra (2, 4-di-tert-butylphenol) -4,4' -biphenyl diphosphite, the polyethylene glycol monooleate is prevented from being oxidized to ensure that the flame retardant loses effectiveness, the organosilicon flame retardant auxiliary is a carboxyl polysiloxane flame retardant auxiliary, and the preparation method of the antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following steps:
(1) weighing 50-60 parts of polyethylene glycol monooleate, adding into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.3-0.8 part of antioxidant compound and 40-50 parts of organosilicon flame-retardant auxiliary agent, sequentially adding into the beaker, heating in water bath to 80-85 ℃, rapidly stirring for 0.5-1 h, continuously supplementing ethanol during stirring to maintain the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.1-0.3 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution in the step (1), heating the synergistic metal-nonmetal catalyst to 40 ℃ in a water bath, and uniformly stirring the synergistic metal-nonmetal catalyst for 2-3 hours to oxidize and halogenate a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate;
(3) and (3) cooling the material obtained in the step (2) to room temperature, distilling under reduced pressure, and sieving with a 300-mesh sieve to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant.
Example 1:
(1) weighing 50 parts of polyethylene glycol monooleate, adding the polyethylene glycol monooleate into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.3 part of antioxidant compound and 40 parts of organic silicon flame-retardant auxiliary agent, sequentially adding the antioxidant compound and the organic silicon flame-retardant auxiliary agent into the beaker, heating the mixture in a water bath to 80-85 ℃, rapidly stirring the mixture for 0.5-1 h, continuously replenishing the ethanol in the stirring process, keeping the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organic silicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.1 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution obtained in the step (1), heating the synergistic metal-nonmetal catalyst in a water bath to 40 ℃, and uniformly stirring the synergistic metal-nonmetal catalyst for 2 to 3 hours to enable a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate through oxidation and halogenation;
(3) and (3) cooling the material obtained in the step (2) to room temperature, carrying out reduced pressure distillation, and passing through a 300-mesh screen to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant component 1.
Example 2:
(1) weighing 55 parts of polyethylene glycol monooleate, adding the polyethylene glycol monooleate into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.3 part of antioxidant compound and 45 parts of organosilicon flame-retardant auxiliary agent, sequentially adding the antioxidant compound and the organosilicon flame-retardant auxiliary agent into the beaker, heating the mixture in a water bath to 80-85 ℃, rapidly stirring the mixture for 0.5-1 h, continuously replenishing the ethanol in the stirring process, keeping the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.1 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution obtained in the step (1), heating the synergistic metal-nonmetal catalyst in a water bath to 40 ℃, and uniformly stirring the synergistic metal-nonmetal catalyst for 2 to 3 hours to enable a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate through oxidation and halogenation;
(3) and (3) cooling the material obtained in the step (2) to room temperature, carrying out reduced pressure distillation, and passing through a 300-mesh screen to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant component 2.
Example 3:
(1) weighing 55 parts of polyethylene glycol monooleate, adding the polyethylene glycol monooleate into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.6 part of antioxidant compound and 45 parts of organosilicon flame-retardant auxiliary agent, sequentially adding the antioxidant compound and the organosilicon flame-retardant auxiliary agent into the beaker, heating the mixture in a water bath to 80-85 ℃, rapidly stirring the mixture for 0.5-1 h, continuously replenishing the ethanol in the stirring process, keeping the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.3 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution obtained in the step (1), heating the synergistic metal-nonmetal catalyst in a water bath to 40 ℃, and uniformly stirring the synergistic metal-nonmetal catalyst for 2 to 3 hours to enable a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate through oxidation and halogenation;
(3) and (3) cooling the material obtained in the step (2) to room temperature, distilling under reduced pressure, and sieving with a 300-mesh sieve to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant component 3.
Example 4:
(1) weighing 60 parts of polyethylene glycol monooleate, adding the polyethylene glycol monooleate into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.7 part of antioxidant compound and 45 parts of organosilicon flame-retardant auxiliary agent, sequentially adding the antioxidant compound and the organosilicon flame-retardant auxiliary agent into the beaker, heating the mixture in a water bath to 80-85 ℃, rapidly stirring the mixture for 0.5-1 h, continuously replenishing the ethanol in the stirring process, keeping the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.2 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution obtained in the step (1), heating the synergistic metal-nonmetal catalyst in a water bath to 40 ℃, and uniformly stirring the synergistic metal-nonmetal catalyst for 2 to 3 hours to enable a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate through oxidation and halogenation;
(3) and (3) cooling the material obtained in the step (2) to room temperature, carrying out reduced pressure distillation, and passing through a 300-mesh screen to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant component 4.
Example 5: (1) weighing 60 parts of polyethylene glycol monooleate, adding the polyethylene glycol monooleate into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.8 part of antioxidant compound and 50 parts of organosilicon flame-retardant auxiliary agent, sequentially adding the antioxidant compound and the organosilicon flame-retardant auxiliary agent into the beaker, heating the mixture in a water bath to 80-85 ℃, rapidly stirring the mixture for 0.5-1 h, continuously replenishing the ethanol in the stirring process, keeping the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.3 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution obtained in the step (1), heating the synergistic metal-nonmetal catalyst in a water bath to 40 ℃, and uniformly stirring the synergistic metal-nonmetal catalyst for 2 to 3 hours to enable a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate through oxidation and halogenation;
(3) and (3) cooling the material obtained in the step (2) to room temperature, distilling under reduced pressure, and sieving with a 300-mesh sieve to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant component 5.
Claims (6)
1. The antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following raw materials in parts by weight: 50-60 parts of polyethylene glycol monooleate, 0.3-0.8 part of antioxidant compound, 40-50 parts of organosilicon flame retardant auxiliary agent and 0.1-0.3 part of synergistic metal-nonmetal catalyst.
2. The antistatic polyethylene glycol monooleate halogen-free flame retardant as claimed in claim 1, wherein: the polyethylene glycol monooleate is a polymer of oleic acid and polyethylene glycol, and the preparation method comprises the following steps:
(1) weighing 20 g of oleic acid and 50 mL of 1, 4-dioxane, sequentially putting into a 500 mL beaker, adding 35 g of polyethylene glycol and 2 g of catalyst benzenesulfonic acid, heating in a water bath to 70 ℃, and uniformly stirring for 12 hours;
(2) after the reaction is completed, cooling to room temperature, adding 5% sodium bicarbonate into the beaker in the step (1), stirring at a constant speed for 20-30 min, and neutralizing benzenesulfonic acid;
(3) adding 40 g of polyethylene glycol for extraction, removing 1, 4-dioxane by reduced pressure distillation after extraction, and filtering a crude product to obtain polyethylene glycol monooleate.
3. The antistatic polyethylene glycol monooleate halogen-free flame retardant as claimed in claim 1, wherein: the synergistic metal-nonmetal catalyst is zirconocene dichloride andN-a complex of bromosuccinimide in a mass ratio of 6: 1;
through zirconocene dichloride, a small amount of polyethylene glycol monooleate is coordinated into polyethylene glycol aldehyde monooleate compoundNUnder the catalysis of chlorosuccinimide, polyethylene glycol monooleate compounds are chlorinated into polyethylene glycol monooleate, and experiments show that the polyethylene glycol monooleate forms a crosslinking belt between polyethylene glycol monooleate polymers, so that the polyethylene glycol monooleate polymers have stable conductivity, and the coating has an antistatic function.
4. The antistatic polyethylene glycol monooleate halogen-free flame retardant as claimed in claim 1, wherein: the antioxidant compound is tetra (2, 4-di-tert-butylphenol) -4,4' -biphenylyl diphosphite, and polyethylene glycol monooleate is prevented from being oxidized to cause the failure of the flame retardant.
5. The antistatic polyethylene glycol monooleate halogen-free flame retardant as claimed in claim 1, wherein: the organic silicon flame-retardant auxiliary agent is carboxyl polysiloxane flame-retardant auxiliary agent.
6. The antistatic polyethylene glycol monooleate halogen-free flame retardant as claimed in claim 1, wherein the preparation method of the antistatic polyethylene glycol monooleate halogen-free flame retardant comprises the following steps:
(1) weighing 50-60 parts of polyethylene glycol monooleate, adding into a 500 mL beaker, adding 200 mL of ethanol, weighing 0.3-0.8 part of antioxidant compound and 40-50 parts of organosilicon flame-retardant auxiliary agent, sequentially adding into the beaker, heating in water bath to 80-85 ℃, rapidly stirring for 0.5-1 h, continuously supplementing ethanol during stirring to maintain the solution amount at 200 mL, and fully and uniformly mixing the antioxidant compound and the organosilicon flame-retardant auxiliary agent with the polyethylene glycol monooleate;
(2) weighing 0.1-0.3 part of synergistic metal-nonmetal catalyst, adding the synergistic metal-nonmetal catalyst into the solution in the step (1), heating the synergistic metal-nonmetal catalyst to 40 ℃ in a water bath, and uniformly stirring the synergistic metal-nonmetal catalyst for 2-3 hours to oxidize and halogenate a small amount of polyethylene glycol monooleate to generate a small amount of polyoxyl chloride monooleate;
(3) and (3) cooling the material obtained in the step (2) to room temperature, distilling under reduced pressure, and sieving with a 300-mesh sieve to obtain the antistatic polyethylene glycol monooleate halogen-free flame retardant.
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| CN201910983977.2A CN110591435A (en) | 2019-10-16 | 2019-10-16 | Antistatic polyethylene glycol monooleate halogen-free flame retardant |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060135685A1 (en) * | 2004-12-14 | 2006-06-22 | Jan-Gerd Hansel | Ester mixtures |
| WO2010024601A2 (en) * | 2008-08-27 | 2010-03-04 | Ls Cable Ltd. | Flame-retardant insulating materials comprising polypropylene with improved dispersion and mechanical properties |
| CN104928912A (en) * | 2015-06-23 | 2015-09-23 | 安徽皖翎羽绒制品有限公司 | Anti-static down composite thermal material and preparation method thereof |
| CN110305512A (en) * | 2019-07-10 | 2019-10-08 | 厦门芒娅贸易有限公司 | A kind of polyethylene glycol monooleate halogen-free flame retardants of antistatic |
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2019
- 2019-10-16 CN CN201910983977.2A patent/CN110591435A/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060135685A1 (en) * | 2004-12-14 | 2006-06-22 | Jan-Gerd Hansel | Ester mixtures |
| WO2010024601A2 (en) * | 2008-08-27 | 2010-03-04 | Ls Cable Ltd. | Flame-retardant insulating materials comprising polypropylene with improved dispersion and mechanical properties |
| CN104928912A (en) * | 2015-06-23 | 2015-09-23 | 安徽皖翎羽绒制品有限公司 | Anti-static down composite thermal material and preparation method thereof |
| CN110305512A (en) * | 2019-07-10 | 2019-10-08 | 厦门芒娅贸易有限公司 | A kind of polyethylene glycol monooleate halogen-free flame retardants of antistatic |
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Application publication date: 20191220 |