CN107868254B - Multifunctional plastic additive and preparation method thereof - Google Patents

Multifunctional plastic additive and preparation method thereof Download PDF

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CN107868254B
CN107868254B CN201711342408.7A CN201711342408A CN107868254B CN 107868254 B CN107868254 B CN 107868254B CN 201711342408 A CN201711342408 A CN 201711342408A CN 107868254 B CN107868254 B CN 107868254B
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chlorophosphate
silicone oil
organic solvent
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plastic additive
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CN107868254A (en
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漆刚
姜会平
巩阳
罗元林
白红伟
傅强
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CHENGDU GUIBAO NEW MATERIAL Co.,Ltd.
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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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/22—Amides of acids of phosphorus
    • C07F9/24—Esteramides
    • C07F9/2454—Esteramides the amide moiety containing a substituent or a structure which is considered as characteristic
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/045—Polysiloxanes containing less than 25 silicon atoms
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C08G77/395—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing phosphorus
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/02—Flame or fire retardant/resistant
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/08—Stabilised against heat, light or radiation or oxydation

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Abstract

The invention discloses a multifunctional plastic additive and a preparation method thereof, belonging to the technical field of plastic modification; the plastic additive is polysiloxane containing phosphorus and nitrogen, can improve the processing performance of plastics and the surface performance of plastic products, and simultaneously has a flame retardant function. The preparation method comprises the following steps: (1) dissolving raw material amino silicone oil in an organic solvent, adding triethylamine in an amount which is 15-30% of the weight of the raw material, and stirring in an ice-water bath for 10-30 min; (2) dissolving a chlorophosphate compound with the weight of 50-80% of the weight of the raw materials in the same organic solvent, slowly dropwise adding the chlorophosphate compound into the amino silicone oil solution at constant temperature, reacting for 4-8 h, removing an ice water bath, and returning to room temperature to stop the reaction; (3) unreacted chlorophosphate was removed by post-treatment to finally obtain a colorless viscous oil.

Description

Multifunctional plastic additive and preparation method thereof
Technical Field
The invention relates to the technical field of plastic industry, in particular to a multifunctional plastic additive and a preparation method thereof.
Background
In the plastic modification industry, in order to improve the processing performance and the service performance of plastics, a plurality of modification aids with different functional types are often required to be added. This will undoubtedly bring certain difficulties to formulation design, equipment matching, production control, etc.
If two or more than two functions can be integrated on the same auxiliary agent, namely the multifunctional auxiliary agent, the 'half effort' is multiplied. At present, the multi-functionalization of the plastic additive has been reported. For example, patents CN102219928A and CN106084295A disclose a plastic multifunctional additive and a preparation method thereof, respectively, but the preparation methods thereof mainly comprise simple compounding of several materials, and the functionality, uniformity and compatibility of the plastic additive are difficult to ensure. The patents CN106866888A and CN105440221A are multifunctional plastic additives prepared by chemical synthesis, but the functions of the additives are mainly to improve the processability or material compatibility of plastics, and do not relate to the flame retardance and scratch resistance required by the actual application of plastics. Meanwhile, the stability and controllability of the preparation methods of the compounds are insufficient, and industrial production is difficult to realize.
Disclosure of Invention
The invention overcomes the defects of the prior art and provides a multifunctional plastic additive with the functions of lubrication, dispersion, scratch resistance, flame retardance and the like and a preparation method thereof.
In view of the above problems of the prior art, according to one aspect of the present disclosure, the following technical solutions are adopted in the present invention:
a multifunctional plastic additive has the following molecular structure:
Figure BDA0001508727280000021
wherein R and R' may be the same or different and are alkyl, phenyl or other non-reactive groups; m and M', which may be the same or different, are methyl, ethyl, phenyl or other non-reactive groups; n is an integer of 5 to 100, and m is an integer of 1 to 10. Preferably, n is an integer of 10 to 60 and m is an integer of 1 to 3.
In order to better realize the invention, the further technical scheme is as follows:
a preparation method of a multifunctional plastic additive comprises the following steps:
(1) dissolving raw material amino silicone oil in an organic solvent, adding triethylamine according to 15-30% of the weight of the raw material amino silicone oil, and stirring for 10-30 minutes in an ice water bath;
(2) dissolving a chlorophosphate compound which accounts for 50-80% of the weight of the raw material amino silicone oil in the same organic solvent as the organic solvent in the step (1), slowly dropwise adding the chlorophosphate compound into the amino silicone oil solution at a constant temperature, reacting for 4-8 h, removing an ice water bath, and returning to room temperature to stop the reaction;
(3) unreacted chlorophosphate was removed by post-treatment to finally obtain a colorless viscous oil.
According to one embodiment of the present invention, the amino silicone oil used in the step (1) is an amino-terminated polysiloxane having a molecular structure as follows:
Figure BDA0001508727280000022
wherein R and R' may be the same or different and are alkyl, phenyl or other non-reactive groups, n is an integer of 5 to 100, and m is an integer of 1 to 10. Preferably, n is an integer of 10 to 60 and m is an integer of 1 to 3.
According to another embodiment of the present invention, the phosphorochloridates used in step (2) are one or more selected from the group consisting of dimethyl chlorophosphate, diethyl chlorophosphate and diphenyl chlorophosphate.
According to another embodiment of the present invention, the organic solvent is one or more selected from the group consisting of dimethylformamide, dichloroethane, chloroform, chlorobenzene, and tetrahydrofuran.
According to another embodiment of the present invention, the mass fraction of the organic solvent is 10 to 80%.
Compared with the prior art, the invention has the beneficial effects that:
the invention relates to a multifunctional plastic additive and a preparation method thereof, wherein (1) the preparation method has the advantages of simple process, low energy consumption, environmental protection, safety, good repeatability and convenient realization of industrialization; (2) the prepared multifunctional plastic additive has good thermal stability and no toxicity, can simultaneously improve the processability and the service performance of plastics, and has strong practicability; (3) the prepared plastic additive can obviously improve the scratch resistance and the flame retardance of plastic products, is particularly suitable for the field of modification of automotive interior plastic, and has wide market prospect.
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For a clearer explanation of the embodiments or technical solutions in the prior art of the present application, the drawings used in the description of the embodiments or prior art will be briefly described below, it is obvious that the drawings in the following description are only references to some embodiments in the present application, and other drawings can be obtained by those skilled in the art without creative efforts.
FIG. 1 shows an IR spectrum of a multifunctional plastic adjuvant according to example 3 of the present invention.
Detailed Description
The present invention will be described in further detail with reference to examples, but the embodiments of the present invention are not limited thereto.
A multifunctional plastic additive mainly plays roles of lubrication, dispersion, scratch resistance, flame retardance and the like, and has the following molecular structure:
Figure BDA0001508727280000041
r and R' may be the same or different and are alkyl, phenyl or other non-reactive groups; m and M', which may be the same or different, are methyl, ethyl, phenyl or other non-reactive groups. n is an integer of 5 to 100, and m is an integer of 1 to 10. Preferably, n is an integer of 10 to 60 and m is an integer of 1 to 3.
A preparation method of a polysiloxane multifunctional plastic additive comprises the following specific steps:
(1) dissolving raw material amino silicone oil in an organic solvent, adding triethylamine in an amount which is 15-30% of the weight of the raw material, and stirring for 10-30 minutes in an ice water bath;
the amino silicone oil can be amino-terminated polysiloxane, and the molecular structure is as follows:
Figure BDA0001508727280000042
r and R' may be the same or different and are alkyl, phenyl or other non-reactive groups, n is an integer from 5 to 100, and m is an integer from 1 to 10. Preferably, n is an integer of 10 to 60 and m is an integer of 1 to 3.
(2) Dissolving a chlorophosphate compound with the weight of 50-80% of the weight of the raw materials in the same organic solvent, slowly dropwise adding the chlorophosphate compound into the amino silicone oil solution at constant temperature, reacting for 4-8 h, removing an ice water bath, and returning to room temperature to stop the reaction; the chlorophosphate compound can be one or more of dimethyl chlorophosphate, diethyl chlorophosphate and diphenyl chlorophosphate.
The organic solvent can be one or more of dimethylformamide, dichloroethane, chloroform, chlorobenzene and tetrahydrofuran, and the mass fraction of the solvent is 10-80%.
(3) Unreacted chlorophosphate was removed by post-treatment to finally obtain a colorless viscous oil.
The preparation method has the advantages of simple process, environmental protection, energy conservation, good repeatability and convenient realization of industrialization. The phosphorus-containing and nitrogen-containing polysiloxane prepared by the method has good thermal stability and no toxicity, and can improve the processing performance of plastics, improve the material fluidity and the dispersibility, reduce the torque of an extruder and improve the production capacity; the surface performance of a workpiece can be improved, the friction coefficient is reduced, the scratch resistance is realized, and the surface texture is increased; most importantly, the flame retardance of the polymer material can be improved, and economic loss and casualties caused by material combustion can be reduced.
Example 1
100m of dichloroethane L was added to the reaction kettle, followed by 40g of amino silicone oil (R' ═ R ═ CH)3N is 5-10, m is 1), stirring 30min in 6.0g triethylamine ice water bath, dissolving 20g dimethyl chlorophosphate in 20m L dichloroethane, slowly dripping by using a constant pressure funnel, finishing dripping for 1.0h, removing the ice water bath after reacting for 4.0h, gradually returning the reaction liquid to a greenhouse, stopping the reaction, separating and purifying to obtain 50.0g colorless viscous oily substance.
Example 2
100m of dichloroethane L was added to the reaction kettle, followed by 40g of amino silicone oil (R' ═ R ═ CH)3N is 10-20, m is 1), stirring for 60min in 8.0g triethylamine ice water bath, dissolving 25g diethyl chlorophosphate in 20m L dichloroethane, slowly dripping by using a constant pressure funnel, finishing dripping for 1.5h, removing the ice water bath after reacting for 4.0h, gradually returning the reaction liquid to a greenhouse, stopping the reaction, separating and purifying to obtain 52.0g colorless viscous oily substance.
Example 3
Tetrahydrofuran 100m L was added to the reaction kettle followed by 40g of aminosilicone oil (R' ═ R ═ CH)3N is 10-20, m is 1), stirring for 60min in 8.0g triethylamine ice water bath, dissolving 25g diphenyl chlorophosphate in 20m L tetrahydrofuran, slowly dripping by using a constant pressure funnel, finishing dripping for 1.5h, removing the ice water bath after reacting for 8.0h, gradually returning the reaction liquid to a greenhouse, stopping the reaction, separating and purifying to obtain 56.0g colorless viscous oily substance.
Example 4
Tetrahydrofuran 100m L was added to the reaction kettle followed by 40g of amino silicone oil (R ═ CH)3The preparation method comprises the following steps of (1) stirring 8.0g of triethylamine in an ice-water bath for 60min, dissolving 25g of diphenyl chlorophosphate in 20m of tetrahydrofuran L, slowly dripping the diphenyl chlorophosphate by using a constant-pressure funnel, finishing dripping the diphenyl chlorophosphate after 1.5h of reaction, removing the ice-water bath after 8.0h of reaction, gradually returning the reaction liquid to a greenhouse, stopping the reaction, separating and purifying to obtain 60.0g of colorless viscous oily substance.
5 wt% of the oil obtained in examples 1 to 4 was added to a polypropylene/talc (70/25) system to compare the processability, scratch resistance, flame retardancy and mechanical properties of the plastic before and after addition, as shown in Table 1.
TABLE 1 Experimental data on the Effect of the addition of 5 wt% of the inventive auxiliary on the Properties of the Polypropylene/Talc powder (70/25) System
Figure BDA0001508727280000061
In conclusion, the multifunctional plastic additive provided by the invention can improve the processing performance of plastics and can also improve the service performance of plastic products. The multifunctional additive is more practical, and the additive can play a functional role in different stages in the plastic processing and using processes, and each function is not influenced by each other, and the compatibility problem of the compound multifunctional additive does not exist.
It should be noted that: the scope of the invention is not limited to the embodiments. The above examples are merely illustrative of the present invention. Various equivalent changes or modifications based on the present invention still fall within the technical scope protected by the present invention.
Reference throughout this specification to "one embodiment," "another embodiment," "an embodiment," etc., means that a particular feature, structure, or characteristic described in connection with the embodiment is included in at least one embodiment described generally in this application. The appearances of the same phrase in various places in the specification are not necessarily all referring to the same embodiment. Further, when a particular feature, structure, or characteristic is described in connection with any embodiment, it is submitted that it is within the scope of the invention to effect such feature, structure, or characteristic in connection with other embodiments.
Although the invention has been described herein with reference to a number of illustrative embodiments thereof, it should be understood that numerous other modifications and embodiments can be devised by those skilled in the art that will fall within the spirit and scope of the principles of this disclosure. More specifically, various variations and modifications are possible in the component parts and/or arrangements of the subject combination arrangement within the scope of the disclosure and claims of this application. In addition to variations and modifications in the component parts and/or arrangements, other uses will also be apparent to those skilled in the art.

Claims (5)

1. The multifunctional plastic additive is characterized in that the molecular structure is as follows:
Figure FDA0002448915340000011
wherein R and R' may be the same or different and are methyl or phenyl; m and M', which may be the same or different, are methyl, ethyl or phenyl; n is an integer of 5 to 20, and m is an integer of 1 to 3.
2. The preparation method of the multifunctional plastic additive is characterized by comprising the following steps:
(1) dissolving raw material amino silicone oil in an organic solvent, adding triethylamine according to 15-30% of the weight of the raw material amino silicone oil, and stirring for a period of time in an ice water bath; the amino silicone oil is amino-terminated polysiloxane, and the molecular structure is as follows:
Figure FDA0002448915340000012
wherein R and R' can be the same or different and are methyl or phenyl, n is an integer of 5-20, and m is an integer of 1-3;
(2) dissolving a chlorophosphate compound which accounts for 50-80% of the weight of the raw material amino silicone oil in the same organic solvent as the organic solvent in the step (1), slowly dropwise adding the chlorophosphate compound into the amino silicone oil solution at a constant temperature, reacting for 4-8 h, removing an ice water bath, and returning to room temperature to stop the reaction; the chlorophosphate compound is one or more selected from dimethyl chlorophosphate, diethyl chlorophosphate and diphenyl chlorophosphate;
(3) unreacted chlorophosphate was removed by post-treatment to finally obtain a colorless viscous oil.
3. The method for preparing the multifunctional plastic additive according to claim 2, wherein the organic solvent is one or more selected from the group consisting of dimethylformamide, dichloroethane, chloroform, chlorobenzene, and tetrahydrofuran.
4. The preparation method of the multifunctional plastic additive according to claim 2, wherein the mass fraction of the organic solvent is 10-80%.
5. The preparation method of the multifunctional plastic additive according to claim 2, wherein the stirring time in an ice-water bath is 10-30 minutes.
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CN108997584B (en) * 2018-08-31 2020-10-09 成都硅宝科技股份有限公司 Organic silicon flame retardant containing phosphorus and nitrogen and preparation method thereof

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1717433A (en) * 2002-11-25 2006-01-04 株式会社资生堂 Polysiloxane having phosphorylcholine group and process for producing the same
CN101977968A (en) * 2008-03-31 2011-02-16 株式会社资生堂 Polysiloxane, acrylic compound and vinylic compound
CN102070667A (en) * 2010-12-30 2011-05-25 上海交通大学 Organosilicon compound containing phosphorus and nitrogen and preparation method thereof
CN102504264A (en) * 2011-10-08 2012-06-20 青岛大学 Preparation method of flame retarding antibacterial agent
CN103073725A (en) * 2013-02-08 2013-05-01 苏州大学 Swelling flame retardant and preparation method thereof
CN103073889A (en) * 2013-02-08 2013-05-01 苏州大学 Flame retardant thermosetting resin and preparation method thereof
CN106279884A (en) * 2016-08-12 2017-01-04 杨秀枝 A kind of manufacture method of protecting film PE master batch
CN106700081A (en) * 2017-01-22 2017-05-24 太原理工大学 Polysiloxane fire retardant containing nitrogen, phosphorus and silicon, and preparation method thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2886972B2 (en) * 1990-11-06 1999-04-26 財団法人相模中央化学研究所 Polyorganosiloxane having phosphoric acid amide group at one terminal and transdermal absorption enhancer
CN1263786C (en) * 2004-11-11 2006-07-12 上海交通大学 Phosphorus containing siloxane and process for preparing same
CN103570758A (en) * 2013-10-31 2014-02-12 江汉大学 Flame-retardant modified silane coupling agent and preparation method thereof

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1717433A (en) * 2002-11-25 2006-01-04 株式会社资生堂 Polysiloxane having phosphorylcholine group and process for producing the same
CN101977968A (en) * 2008-03-31 2011-02-16 株式会社资生堂 Polysiloxane, acrylic compound and vinylic compound
CN102070667A (en) * 2010-12-30 2011-05-25 上海交通大学 Organosilicon compound containing phosphorus and nitrogen and preparation method thereof
CN102504264A (en) * 2011-10-08 2012-06-20 青岛大学 Preparation method of flame retarding antibacterial agent
CN103073725A (en) * 2013-02-08 2013-05-01 苏州大学 Swelling flame retardant and preparation method thereof
CN103073889A (en) * 2013-02-08 2013-05-01 苏州大学 Flame retardant thermosetting resin and preparation method thereof
CN106279884A (en) * 2016-08-12 2017-01-04 杨秀枝 A kind of manufacture method of protecting film PE master batch
CN106700081A (en) * 2017-01-22 2017-05-24 太原理工大学 Polysiloxane fire retardant containing nitrogen, phosphorus and silicon, and preparation method thereof

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