CN114591172A - Dichloromethyl propionate behenate compound and preparation method and application thereof - Google Patents
Dichloromethyl propionate behenate compound and preparation method and application thereof Download PDFInfo
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- CN114591172A CN114591172A CN202210358424.XA CN202210358424A CN114591172A CN 114591172 A CN114591172 A CN 114591172A CN 202210358424 A CN202210358424 A CN 202210358424A CN 114591172 A CN114591172 A CN 114591172A
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- heat stabilizer
- dimethylolpropionate
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- -1 Dichloromethyl propionate behenate compound Chemical class 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title abstract description 16
- 239000000463 material Substances 0.000 claims abstract description 36
- 239000000945 filler Substances 0.000 claims abstract description 14
- 238000002156 mixing Methods 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 239000000126 substance Substances 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 239000002131 composite material Substances 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims abstract 3
- 239000012760 heat stabilizer Substances 0.000 claims description 21
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 12
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 claims description 10
- 235000021357 Behenic acid Nutrition 0.000 claims description 9
- 229940116226 behenic acid Drugs 0.000 claims description 9
- 239000006057 Non-nutritive feed additive Substances 0.000 claims description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N p-toluenesulfonic acid Substances CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 8
- 239000004033 plastic Substances 0.000 claims description 8
- 229920003023 plastic Polymers 0.000 claims description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 3
- 238000006482 condensation reaction Methods 0.000 claims description 3
- 230000018044 dehydration Effects 0.000 claims description 3
- 238000006297 dehydration reaction Methods 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 3
- 239000000344 soap Substances 0.000 claims description 3
- 150000007970 thio esters Chemical class 0.000 claims description 3
- 239000010456 wollastonite Substances 0.000 claims description 3
- 229910052882 wollastonite Inorganic materials 0.000 claims description 3
- 235000021355 Stearic acid Nutrition 0.000 claims description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- VTJUKNSKBAOEHE-UHFFFAOYSA-N calixarene Chemical compound COC(=O)COC1=C(CC=2C(=C(CC=3C(=C(C4)C=C(C=3)C(C)(C)C)OCC(=O)OC)C=C(C=2)C(C)(C)C)OCC(=O)OC)C=C(C(C)(C)C)C=C1CC1=C(OCC(=O)OC)C4=CC(C(C)(C)C)=C1 VTJUKNSKBAOEHE-UHFFFAOYSA-N 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 2
- 125000005489 p-toluenesulfonic acid group Chemical group 0.000 claims description 2
- 239000011347 resin Substances 0.000 claims description 2
- 229920005989 resin Polymers 0.000 claims description 2
- 239000008117 stearic acid Substances 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 230000002708 enhancing effect Effects 0.000 claims 1
- 238000005452 bending Methods 0.000 abstract description 3
- 239000004743 Polypropylene Substances 0.000 description 28
- 229920001155 polypropylene Polymers 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 8
- 239000008187 granular material Substances 0.000 description 4
- 238000002390 rotary evaporation Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 description 2
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 2
- MVLVMROFTAUDAG-UHFFFAOYSA-N ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC MVLVMROFTAUDAG-UHFFFAOYSA-N 0.000 description 2
- 229920001903 high density polyethylene Polymers 0.000 description 2
- 239000004700 high-density polyethylene Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 1
- IAZDPXIOMUYVGZ-WFGJKAKNSA-N Dimethyl sulfoxide Chemical compound [2H]C([2H])([2H])S(=O)C([2H])([2H])[2H] IAZDPXIOMUYVGZ-WFGJKAKNSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- TXQVDVNAKHFQPP-UHFFFAOYSA-N [3-hydroxy-2,2-bis(hydroxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(CO)(CO)CO TXQVDVNAKHFQPP-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/28—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with dihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses an behenic acid dimethylolpropionate compound and a preparation method and application thereof, wherein the chemical structure of the behenic acid dimethylolpropionate compound is shown as a formula (I). When the compound is used as an addition component of the gloss improver, the gloss of the filler modified PP can be obviously improved, the technical problem that the gloss of the filler modified PP is low is effectively solved, the preparation of the high-gloss PP modified material for vehicles is realized, and meanwhile, the addition of the new compound can further improve the mechanical property and the heat resistance of the filler modified PP, so that the filler modified PP has higher tensile strength and bending modulus and higher heat distortion temperature. The invention also provides a method for preparing the composite material by meltingThe high-gloss PP material prepared by blending can be used for manufacturing parts such as instrument panels, door panels, large enclosures and the like of automobiles.
Description
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to a behenic acid dimethylolpropionate compound, and a preparation method and application thereof.
Background
The polypropylene (PP) has the characteristics of no toxicity, no odor, light weight, heat resistance, stability, good insulating property and excellent mechanical property, is low in price, wide in material source and easy to obtain, is widely applied to the field of automobiles, and is one of more materials used in the current automobile parts.
To enhance the appearance, the parts that affect the appearance of the automobile need to have a higher gloss. Meanwhile, in order to meet the requirements for vehicles, PP is generally modified. The filler is an indispensable component of modified PP materials for vehicles, but the addition of the filler can cause the glossiness of PP to be lower, thereby affecting the aesthetic appearance of automobiles. Therefore, the development of high-gloss PP modified materials for vehicles is a technical difficulty to be overcome at present.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention aims to provide an behenic acid dimethylolpropionate compound and a preparation method and application thereof.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a dimethylolpropionate behenate compound has a chemical structure shown in formula (I):
the invention also provides a preparation method of the behenic acid dimethylolpropionate compound, which comprises the following steps: prepared by the dehydration condensation reaction of dimethylolpropionic acid and behenic acid.
Preferably, the preparation method of the behenic acid dimethylolpropionate compound comprises the following steps: mixing dimethylolpropionic acid, behenic acid and a catalyst according to the molar ratio of (1-5) to (2-10) to (0.02-0.04), stirring and reacting at 120-170 ℃ for 120-150min, and removing water generated in the reaction process after the reaction is finished to obtain the behenic acid dimethylolpropionate compound.
Preferably, the catalyst is p-toluenesulfonic acid.
Preferably, the specific step of removing the water generated in the reaction process is vacuum rotary evaporation under the vacuum degree of 0.08-0.1MPa, the temperature is 80-90 ℃, and the time is 30-60 min.
The invention also provides the application of the behenic acid dimethylolpropionate compound in improving the glossiness of plastics; preferably, the plastic is a PP material.
The present invention also provides an improver for improving gloss of plastics, which comprises the behenic acid dimethylolpropionate compound; preferably, the plastic is a PP material.
The invention also provides a high-gloss PP material which comprises the following components in parts by weight: 44-98.5 parts of PP resin, 1-50 parts of filler and 0.1-2.5 parts of behenic acid dimethylolpropionate compound.
Preferably, the weight part of the behenic acid dimethylolpropionate compound is 0.1-2.0 parts.
When the preferred dimethylolpropionate behenate compound is added in the above range, the resulting material has both excellent gloss and mechanical properties.
Preferably, the filler is at least one of talc, whiskers, wollastonite, and calcium carbonate.
Preferably, the high gloss PP material further comprises the following components: at least one of a heat stabilizer and a processing aid.
Preferably, the weight part of the processing aid is 0.2-2.0 parts.
Preferably, the processing aid is at least one of a low molecular ester aid (e.g., triphenyl phosphite, thioester DSTDP, etc.), a metal soap aid (e.g., zinc stearate, calcium stearate, etc.), a stearic acid complex ester aid (e.g., pentaerythritol stearate, ethyl stearate, etc.), and an amide aid (e.g., erucamide, oleamide, ethylene bis stearamide, modified ethylene bis stearamide, etc.).
Preferably, the weight part of the heat stabilizer is 0.2-2.0 parts.
Preferably, the heat stabilizer is at least one of a phenol heat stabilizer, an amine heat stabilizer, a phosphite heat stabilizer, a semi-hindered phenol heat stabilizer, a complex heat stabilizer formed by an acryloyl functional group and a thioester, and a calixarene heat stabilizer.
The invention also provides a preparation method of the high-gloss PP material, which comprises the following steps:
(1) weighing each component according to the formula, and uniformly mixing all the components to obtain a premix;
(2) and adding the premix into a double-screw extruder for melting, mixing, dispersing, extruding and granulating to obtain granules, and drying the granules to obtain the high-gloss PP material.
The invention also provides application of the high-gloss PP material in automobile manufacturing.
The invention also provides an automobile part which is made of the high-gloss PP material.
Preferably, the automotive parts include, but are not limited to: instrument panel, door panel, large enclosure, etc.
Compared with the prior art, the invention has the beneficial effects that: the invention provides a new compound prepared by carrying out a dehydration condensation reaction on dimethylolpropionic acid and behenic acid, which can obviously improve the glossiness of filler modified PP, effectively solves the technical problem that the glossiness of the filler modified PP is low, realizes the preparation of high-gloss PP modified materials for vehicles, and can further improve the mechanical property and the heat resistance of the filler modified PP by adding the new compound, so that the filler modified PP has higher tensile strength, bending modulus and heat distortion temperature. The invention also provides a high-gloss PP material prepared by melt blending, which can be used for manufacturing parts such as instrument panels, door panels, large enclosures and the like of automobiles.
Detailed Description
The technical solutions of the present invention will be further described with reference to the following embodiments, and it should be apparent that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention. The raw materials used in the examples and comparative examples were all commercially available, and the same material was used in parallel experiments.
The following description of the raw materials is made, but not limited to:
polypropylene: M2600R, supplied by ashore stoning.
The existing common PP gloss improver: the high-density polyethylene (HDPE) 8008,
talc powder: TYT-777A, supplied from Liaoning sources.
Wollastonite: supplied by Guangdong Xianglong science and technology;
calcium carbonate: offered by Dongguan Meilitai chemical company;
heat stabilizer: beta- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid ] pentaerythritol ester (antioxidant 1010, phenolic heat stabilizer), commercially available.
Thermal stabilizer: phosphite heat stabilizer, tris [2, 4-di-tert-butylphenyl ] phosphite, antioxidant 168, commercially available.
Processing aid: amide auxiliaries, erucamide, commercially available;
processing aid: metal soap auxiliaries, zinc stearate, commercially available.
Example 1
A preparation method of a behenic acid dimethylolpropionate compound comprises the following steps: mixing dimethylolpropionic acid, behenic acid and p-toluenesulfonic acid according to a molar ratio of 1:2:0.02, stirring and reacting at 170 ℃ for 120min, after the reaction is finished, performing vacuum rotary evaporation at a vacuum degree of 0.1MPa for 30min at a temperature of 80 ℃, and removing water generated by the reaction to obtain the behenic acid dimethylolpropionate compound. The specific reaction formula is as follows:
of the product obtained1H NMR chemical shifts are:
1H NMR(400MHz,d6-DMSO):δ＝10.6ppm(s,-OH)；δ＝4.4ppm(d,-OCH 2-)；
δ＝3.1ppm(m,-CH-)；δ＝2.3ppm(t,-OCO-CH 2-CH2-)；δ＝1.7ppm(m,-CH2-CH 2-CH3)；
δ＝1.1ppm(d,-CH-CH 3)；δ＝1.0ppm(t,-CH2-CH 3)。
example 2
A preparation method of a behenic acid dimethylolpropionate compound comprises the following steps: mixing dimethylolpropionic acid, behenic acid and p-toluenesulfonic acid according to a molar ratio of 1:2:0.03, stirring and reacting at 150 ℃ for 150min, after the reaction is finished, performing vacuum rotary evaporation at a vacuum degree of 0.08MPa for 40min at a temperature of 80 ℃, and removing water generated by the reaction to obtain the behenic acid dimethylolpropionate compound.
Example 3
A preparation method of a behenic acid dimethylolpropionate compound comprises the following steps: mixing dimethylolpropionic acid, behenic acid and p-toluenesulfonic acid according to a molar ratio of 1:10:0.04, stirring and reacting at 120 ℃ for 150min, after the reaction is finished, performing vacuum rotary evaporation at a vacuum degree of 0.1MPa for 40min at a temperature of 80 ℃, and removing water generated by the reaction to obtain the behenic acid dimethylolpropionate compound.
Examples 4 to 7
Embodiments 4 to 7 provide a high-gloss PP material, the formula of which in parts by weight is shown in table 1, and the preparation method comprises the following steps:
(1) weighing the components according to a formula, putting all the components into a high-speed mixer, and mixing at a rotating speed of 400-600 r/min for 5-10 min to uniformly mix the components to obtain a premix; behenic acid dimethylolpropionate compound was prepared as in example 1;
(2) and adding the premix into a double-screw extruder for melting, mixing, dispersing, extruding and granulating to obtain granules, and finally drying the granules at 80 ℃ to obtain the high-gloss PP material. The processing temperature of each section of the double-screw extruder is as follows: the temperature of the first zone is 170-190 ℃, the temperature of the second zone is 190-230 ℃, the temperature of the third zone is 230-240 ℃, the temperature of the fourth zone is 230-240 ℃, the temperature of the fifth zone is 230-240 ℃, the temperature of the sixth zone is 230-240 ℃, the temperature of the seventh zone is 240-250 ℃, the temperature of the eighth zone is 240-250 ℃, and the temperature of the ninth zone is 230-240 ℃; the rotating speed of the screw is 500-800 r/min.
Comparative examples 1 to 6 provide PP materials, the weight part formulations of which are shown in Table 1, and the preparation methods refer to the preparation methods of examples 4 to 7.
TABLE 1
Note: in the table, "-" indicates that the component was not added, as follows.
Performance tests were performed on the polypropylene materials of examples 4-7, comparative examples 1-6, and the blank. The test methods for the properties are as follows:
1. gloss (60 ℃) gloss on the glossy surface was tested on a plate according to the GB 8807(1988) standard, while injection moulding of a mass-vehicle K31 dermatoglyph plate was carried out to test the gloss on the dermatoglyph surface; the higher the gloss value, the higher the gloss of the material.
2. Tensile strength tests were carried out according to ISO 527-2(2012), with specimen dimensions of 150X 10X 4(mm) and a tensile speed of 50 mm/min.
3. The flexural modulus test was carried out according to ISO 178(2010) with specimen dimensions of 80X 10X 4(mm), a bending speed of 2mm/min and a span of 64 mm.
4. Heat distortion temperature was measured according to ISO75-2(2013) under the condition of 0.45MPa, and the specimen size was 80X 10X 4 (mm).
The test results are shown in Table 2.
TABLE 2
As can be seen from the data in the table above: the glossiness improver provided by the invention can obviously improve the glossiness of the polypropylene composite material for vehicles, so that the material has higher glossiness when being made into smooth or leather-grain workpieces.
The gloss improver added in comparative example 5 was present in an amount of 3 parts, which is significantly higher than the gloss of the material without gloss (comparative example 1), but was comparable to examples 4 and 7, indicating that the continued increase in the gloss improver content over 2.5 parts had no significant effect on the further increase in the gloss of the material, and it can also be seen that the material of comparative example 5 had a very significant decrease in mechanical properties, and even a slightly lower flexural modulus than the blank. In contrast, in comparative example 6, the gloss improving agent was added in an amount of 0.05 part, which is a lower amount, and the effect of improving gloss was not obtained.
Compared with the gloss improver commonly used in the market at present (comparative example 4), the gloss of the material can be obviously improved by adopting the technology (example 5) of the invention, and the material performance has obvious advantages.
Finally, it should be noted that the above embodiments are only used for illustrating the technical solutions of the present invention and not for limiting the protection scope of the present invention, and although the present invention is described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention.
Claims (10)
1. A dimethylolpropionate behenate compound, characterized by the chemical structure as shown in formula (I):
2. the method of preparing a dimethylolpropionate eicosadioate compound of claim 1, comprising: prepared by the dehydration condensation reaction of dimethylolpropionic acid and behenic acid.
3. The method of preparing a dimethylolpropionate eicosadioate compound of claim 2, comprising the steps of: mixing dimethylolpropionic acid, behenic acid and a catalyst according to the molar ratio of (1-5) to (2-10) to (0.02-0.04), stirring and reacting at the temperature of 120-170 ℃ for 120-150min, and removing water generated in the reaction process after the reaction is finished to obtain a dimethylolpropionate behenate compound; preferably, the catalyst is p-toluenesulfonic acid.
4. Use of the dimethylol propionate behenate compound of claim 1 for enhancing the gloss of plastics; preferably, the plastic is a PP material.
5. An improver for improving the gloss of plastics, comprising the dimethylol propionate behenate compound of claim 1; preferably, the plastic is a PP material.
6. The high-gloss PP material is characterized by comprising the following components in parts by weight: 44 to 98.5 parts of PP resin, 1 to 50 parts of filler, and 0.1 to 2.5 parts of dimethylolpropionate behenate compound as claimed in claim 1.
7. The high gloss PP material of claim 6, wherein the filler is at least one of talc, whiskers, wollastonite, and calcium carbonate.
8. The high gloss PP material of claim 6, further comprising the following components: at least one of a heat stabilizer and a processing aid;
preferably, the weight part of the processing aid is 0.2-2.0 parts;
preferably, the processing aid is at least one of a low molecular ester aid, a metal soap aid, a stearic acid composite ester aid and an amide aid;
preferably, the weight part of the heat stabilizer is 0.2-2.0 parts;
the heat stabilizer is at least one of a phenol heat stabilizer, an amine heat stabilizer, a phosphite heat stabilizer, a semi-hindered phenol heat stabilizer, a compound heat stabilizer formed by an acryloyl functional group and thioester, and a calixarene heat stabilizer.
9. Use of a high gloss PP material according to any one of claims 6 to 8 in the manufacture of automobiles.
10. An automobile part, characterized in that the part is made of the high-gloss PP material according to any one of claims 6 to 8.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1560766A (en) * | 1977-06-09 | 1980-02-06 | Emery Industries Inc | Soaps esters-soaps and resin compositions containing them |
| US20060052491A1 (en) * | 2002-10-02 | 2006-03-09 | Adalbert Braig | Synergistic uv absorber combination |
| US20070213443A1 (en) * | 2006-03-10 | 2007-09-13 | Lisa Marie Fine | Dispersions containing alkoxylates of alicyclic polycyclic compounds |
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2022
- 2022-03-30 CN CN202210358424.XA patent/CN114591172B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1560766A (en) * | 1977-06-09 | 1980-02-06 | Emery Industries Inc | Soaps esters-soaps and resin compositions containing them |
| US20060052491A1 (en) * | 2002-10-02 | 2006-03-09 | Adalbert Braig | Synergistic uv absorber combination |
| US20070213443A1 (en) * | 2006-03-10 | 2007-09-13 | Lisa Marie Fine | Dispersions containing alkoxylates of alicyclic polycyclic compounds |
Non-Patent Citations (1)
| Title |
|---|
| MARÍA C. MEJÍA 等: "Polyfunctional macromonomers obtained from 2,2-bis(hydroxymethyl) propanoic acid and tall oil fatty acids" * |
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