CN114369067A - Acylamino uracil and preparation method and application thereof - Google Patents
Acylamino uracil and preparation method and application thereof Download PDFInfo
- Publication number
- CN114369067A CN114369067A CN202111646793.0A CN202111646793A CN114369067A CN 114369067 A CN114369067 A CN 114369067A CN 202111646793 A CN202111646793 A CN 202111646793A CN 114369067 A CN114369067 A CN 114369067A
- Authority
- CN
- China
- Prior art keywords
- conh
- preparation
- amidouracil
- uracil
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- -1 Acylamino uracil Chemical compound 0.000 title claims abstract description 29
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Natural products O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 title claims abstract description 27
- 229940035893 uracil Drugs 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 239000004800 polyvinyl chloride Substances 0.000 claims abstract description 36
- 229920000915 polyvinyl chloride Polymers 0.000 claims abstract description 35
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical group CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 6
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical group CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 claims abstract description 5
- 238000007112 amidation reaction Methods 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 14
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 13
- VFGRNTYELNYSKJ-UHFFFAOYSA-N 6-amino-1,3-dimethylpyrimidine-2,4-dione Chemical compound CN1C(N)=CC(=O)N(C)C1=O VFGRNTYELNYSKJ-UHFFFAOYSA-N 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002994 raw material Substances 0.000 claims description 8
- 235000021314 Palmitic acid Nutrition 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 claims description 7
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 claims description 7
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 6
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 6
- 235000021355 Stearic acid Nutrition 0.000 claims description 6
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 6
- 239000008117 stearic acid Substances 0.000 claims description 6
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 claims description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- 230000035484 reaction time Effects 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- YRPQTVNCCVPGFA-FPLPWBNLSA-N palmitoleamide Chemical group CCCCCC\C=C/CCCCCCCC(N)=O YRPQTVNCCVPGFA-FPLPWBNLSA-N 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 abstract description 7
- 238000012545 processing Methods 0.000 abstract description 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 3
- 230000001050 lubricating effect Effects 0.000 abstract description 3
- 238000003889 chemical engineering Methods 0.000 abstract description 2
- 239000012847 fine chemical Substances 0.000 abstract description 2
- 125000003749 fatty amide group Chemical group 0.000 abstract 1
- 239000012760 heat stabilizer Substances 0.000 description 7
- 239000010687 lubricating oil Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 2
- IHBCFWWEZXPPLG-UHFFFAOYSA-N [Ca].[Zn] Chemical compound [Ca].[Zn] IHBCFWWEZXPPLG-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 150000002193 fatty amides Chemical group 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000003878 thermal aging Methods 0.000 description 2
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
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 provides acylamino uracil and a preparation method and application thereof, relates to the technical field of fine chemical engineering, and solves the problem that the conventional PVC processing lacks a high-efficiency auxiliary stabilizer. An amido uracil and its preparation method and application, the amido uracil includes: c15H31CONH、C17H35CONH and C21H41CONH, wherein C15H31CONH is palmitoylamino, C17H35CONH is stearamide group, C21H41CONH is erucamide group. The amido uracil molecule contains a beta-diketone structure and can be used as a high-efficiency auxiliary stabilizer of PVC; meanwhile, the polyvinyl chloride material has good lubricating effect because the molecular weight of the polyvinyl chloride material contains fatty amide chain with more than 12 carbon atoms and has large molecular weightHas better application prospect.
Description
Technical Field
The invention belongs to the technical field of fine chemical engineering, and particularly relates to acylamino uracil and a preparation method and application thereof.
Background
Worldwide, the production of PVC in several general synthetic resins is second only to polyethylene. Due to the rapid development in recent years, China has become the world's largest producing and consuming countries of PVC resin. The annual output of PVC is more than 1500 ten thousand tons, and the PVC is more than polyethylene, becomes the largest variety of synthetic resin in China, and the product is widely used in various departments of national economy.
However, some unstable groups are inevitably introduced in the synthesis process of PVC, so that the PVC is degraded in the processing process or heating process, and the processing requirement cannot be met.
The heat stabilizer is an assistant which ensures that the PVC resin has enough heat stability in the molding process and cannot be damaged by thermal oxygen degradation. Because the PVC has complex stabilizing mechanism, various stabilizer products and different requirements of products are related to the research, development, exploration and selection of PVC heat stabilizer varieties, the formula, the compatibility of forming processes, forming equipment, molds and other auxiliaries and other factors, the heat stabilizer becomes a hot point problem in the PVC processing industry.
Future research on PVC heat stabilizers is developing in the direction of no toxicity, environmental protection, compounding and high efficiency, and the vigorous research and development of organic auxiliary stabilizers is one of the important development directions of heat stabilizers.
Disclosure of Invention
In order to solve the technical problems, the invention provides acylaminouracil and a preparation method and application thereof, and aims to solve the problem that the conventional PVC processing lacks a high-efficiency auxiliary stabilizer.
The invention relates to an acylamino uracil and a preparation method thereof, and the purpose and the effect of the application, which are achieved by the following specific technical means:
an amido uracil and its preparation method and application, the amido uracil includes: c15H31CONH、C17H35CONH and C21H41CONH, wherein C15H31CONH is palmitoylamino, C17H35CONH is stearamide group, C21H41CONH is erucamide group.
The invention discloses a preparation method of acylamino uracil, which comprises the following steps:
1) preparing raw materials: selecting palmitic acid, stearic acid, erucic acid and 1, 3-dimethyl-6-aminouracil as reaction raw materials, wherein the ratio of palmitic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1; for stearamido groups, where stearic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1; for erucamide groups, where erucic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1;
2) and amidation reaction: firstly, adding reaction raw materials in the step 1) into a flask, then adding a catalyst and a water-carrying agent into the reaction raw materials to perform an amidation reaction, wherein the catalyst comprises at least one of phosphoric acid, phosphorous acid, p-toluenesulfonic acid and stannous oxide, and the water-carrying agent comprises at least one of toluene, xylene and cyclohexane, and further, determining whether an amidation reaction endpoint is reached by measuring an acid value;
3) and after the amidation reaction in the step 2) is finished, carrying out reduced pressure distillation to remove residual water carrying agent and water, drying the product to obtain the acylamino uracil, wherein the acylamino uracil is applied to preparing polyvinyl chloride materials, and the sufficient thermal stability in the PVC resin molding processing is ensured.
Preferably, the reaction temperature of the amidation reaction in the step 2) is 120 ℃ to 200 ℃, and the reaction time of the amidation reaction is 2 to 6 hours.
Compared with the prior art, the invention has the following beneficial effects:
the amido uracil is prepared from palmitic acid, stearic acid, erucic acid and 1, 3-dimethyl-6-aminouracil through catalytic reaction, wherein the amido uracil molecule contains a beta-diketone structure and can be used as a high-efficiency auxiliary stabilizer of PVC; meanwhile, the molecular weight of the lubricating oil is large due to the fact that the lubricating oil contains fatty amide chains with more than 12 carbon atoms, so that the lubricating oil has a good lubricating effect and has a good application prospect in polyvinyl chloride materials.
Drawings
FIG. 1 is a schematic representation of the structure of the amide group of palmitic acid according to the present invention.
FIG. 2 is a schematic representation of the structure of the stearamide group of the invention.
Figure 3 is a schematic representation of the erucamide-based structure of the present invention.
FIG. 4 is an infrared spectrum of an amidouracil in example 1 of the present invention.
FIG. 5 is an infrared spectrum of an amidouracil in example 2 of the present invention.
FIG. 6 is an infrared spectrum of an amidouracil in example 3 of the present invention.
FIG. 7 is a schematic diagram of a thermal aging test blank for a PVC/amidouracil sample of the present invention.
Detailed Description
Example 1:
the invention provides a preparation method of acylamino uracil, which comprises the following steps:
step 1), adding 128.2g (0.5mol) of palmitic acid and 77.6g (0.5mol) of 1, 3-dimethyl-6-aminouracil into a 500mL four-neck flask provided with a stirrer, a thermometer and a water diversion condensation reflux device, adding 0.3g of phosphorous acid as a catalyst, and adding 10g of toluene as a water-carrying agent;
step 2), heating to 130 ℃ for amidation reaction, wherein the reaction time is 6 hours, the acid value is 1.46mgKOH/g, the reaction is finished when the reaction is finished;
step 3), distilling under reduced pressure to remove residual water-carrying agent and water, and drying the product to obtain acylamino uracil, wherein the structural formula of the product is shown in figure 1;
the amido uracil obtained in the example 1 is taken and subjected to infrared spectroscopic analysis, and the result is shown in the attached figure 4;
TABLE 1 attribution of peaks in IR spectrogram
Example 2
This example provides a method for preparing an amidouracil, comprising the steps of:
step 1), adding 142.2g (0.5mol) of stearic acid and 77.6g (0.5mol) of 1, 3-dimethyl-6-aminouracil into a 500mL four-neck flask provided with a stirrer, a thermometer and a water-dividing condensation reflux device, adding 0.2g of p-toluenesulfonic acid as a catalyst, and adding 15g of xylene as a water-carrying agent;
step 2), heating to 160 ℃ for amidation reaction, wherein the reaction time is 4 hours, the acid value is 1.38mgKOH/g, the reaction is finished when the reaction is finished;
step 3), distilling under reduced pressure to remove residual water-carrying agent and water, and drying the product to obtain acylamino uracil, wherein the structural formula of the product is shown in figure 2;
the amido uracil obtained in the example 2 was taken and subjected to infrared spectroscopic analysis, and the result is shown in fig. 5;
TABLE 2 attribution of each peak of the infrared spectrogram
Example 3
This example provides a method for preparing an amidouracil, comprising the steps of:
step 1), adding 169.3g (0.5mol) of erucic acid and 77.6g (0.5mol) of 1, 3-dimethyl-6-aminouracil into a 500mL four-neck flask provided with a stirrer, a thermometer and a water diversion condensation reflux device, adding 0.5g of stannous oxide as a catalyst, and adding 20g of cyclohexane as a water carrying agent;
step 2), heating to 200 ℃ for amidation reaction, wherein the reaction time is 2 hours, the acid value is 1.59mgKOH/g, the reaction is finished when the reaction is finished;
step 3), distilling under reduced pressure to remove residual water-carrying agent and water, and drying the product to obtain acylamino uracil, wherein the structural formula of the product is shown in figure 3;
the acylaminouracil obtained in example 3 was subjected to infrared spectroscopic analysis, and the result is shown in fig. 6;
TABLE 3 attribution of each peak of the infrared spectrogram
Effect example 1
Uniformly mixing 50g of PVC, 23g of plasticizer, 1g of calcium-zinc composite heat stabilizer and 1.5g of acylamino uracil prepared in example 1 to form a PVC/acylamino uracil sample, performing Congo red experiment at 200 ℃, and measuring the heat stabilization time to be 64 min; a Congo red experiment (blank control experiment) was performed under the same conditions without adding amidouracil, and the thermal stability time was measured to be 52 min.
TABLE 4 thermal stability of PVC/amidouracil samples (200 ℃, Congo Red experiment)
As can be seen from Table 4, the thermal stability time of the PVC/amidouracil sample formed by adding the amidouracil of the embodiment of the invention is obviously prolonged compared with that of the PVC/amidouracil sample without adding the amidouracil, and the experimental result shows that the amidouracil provided by the embodiment of the invention can improve the thermal stability of PVC.
Effect example 2
50g of PVC, 23g of plasticizer, 1g of calcium-zinc composite heat stabilizer and 1.5g of acylaminouracil prepared in example 1 were mixed uniformly to form a PVC/acylaminouracil sample, and a heat aging test was performed at 200 ℃ by an oven discoloration method to record a color change. A blank control experiment was performed under the same conditions without the addition of amidouracil. The experimental results are shown in FIG. 7;
TABLE 5 PVC/Amidouracil sample formulations
As can be seen from the attached figure 7, the thermal aging discoloration time of the PVC/amidouracil sample formed by adding the amidouracil in the embodiment of the invention is obviously prolonged compared with that of a PVC/amidouracil sample without adding the amidouracil, and the experimental result shows that the amidouracil provided by the embodiment of the invention can improve the thermal stability of PVC.
As shown in FIGS. 1-3, C15H31CONH、C17H35CONH and C21H41CONH, wherein C15H31CONH is palmitoylamino, C17H35CONH is stearamide group, C21H41CONH is erucic acid amide group, the amide uracil molecule provided by the invention contains a beta-diketone structure, and can be used as a high-efficiency auxiliary stabilizer of polyvinyl chloride (PVC); meanwhile, the molecular weight of the lubricating oil is large due to the fact that the lubricating oil contains fatty amide chains with more than 12 carbon atoms, so that the lubricating oil has a good lubricating effect and has a good application prospect in polyvinyl chloride materials.
The embodiments of the present invention have been presented for purposes of illustration and description, and are not intended to be exhaustive or limited to the invention in the form disclosed. Many modifications and variations will be apparent to those of ordinary skill in the art. The embodiment was chosen and described in order to best explain the principles of the invention and the practical application, and to enable others of ordinary skill in the art to understand the invention for various embodiments with various modifications as are suited to the particular use contemplated.
Claims (8)
1. An acylamino uracil and a preparation method and application thereof are characterized in that: amidouracils include: c15H31CONH、C17H35CONH and C21H41CONH, wherein C15H31CONH is palmitoylamino, C17H35CONH is stearamide group, C21H41CONH is erucamide group.
2. A process for the preparation of an amidouracil as defined in claim 1 comprising the steps of:
1) preparing raw materials:
selecting palmitic acid, stearic acid, erucic acid and 1, 3-dimethyl-6-aminouracil as reaction raw materials;
2) and amidation reaction:
firstly, adding reaction raw materials in the step 1) into a flask, and then adding a catalyst and a water-carrying agent into the reaction raw materials to perform an amidation reaction;
3) and when the amidation reaction in the step 2) is finished, carrying out reduced pressure distillation to remove residual water-carrying agent and water, and drying the product to obtain the acylaminouracil.
3. A process for the preparation of an amidouracil as defined in claim 2, which comprises: in step 1), for palmitoleic acid amide groups, wherein palmitic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1; for stearamido groups, where stearic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1; for erucamide groups, where erucic acid: 1, 3-dimethyl-6-aminouracil in a molar ratio of 1: 1.
4. a process for the preparation of an amidouracil as defined in claim 2, which comprises: the catalyst in the step 2) comprises at least one of phosphoric acid, phosphorous acid, p-toluenesulfonic acid and stannous oxide.
5. A process for the preparation of an amidouracil as defined in claim 2, which comprises: the water-carrying agent in the step 2) comprises at least one of toluene, xylene and cyclohexane.
6. A process for the preparation of an amidouracil as defined in claim 2, which comprises: the reaction temperature of the amidation reaction in the step 2) is 120 ℃ to 200 ℃.
7. A process for the preparation of an amidouracil as defined in claim 2, which comprises: the reaction time of the amidation reaction in step 2) is 2 to 6 hours.
8. Use of an amidouracil according to claims 1 to 7, wherein: the amido uracil is applied to the preparation of polyvinyl chloride materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111646793.0A CN114369067A (en) | 2021-12-29 | 2021-12-29 | Acylamino uracil and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202111646793.0A CN114369067A (en) | 2021-12-29 | 2021-12-29 | Acylamino uracil and preparation method and application thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114369067A true CN114369067A (en) | 2022-04-19 |
Family
ID=81142701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202111646793.0A Pending CN114369067A (en) | 2021-12-29 | 2021-12-29 | Acylamino uracil and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114369067A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114835651A (en) * | 2022-05-05 | 2022-08-02 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plates |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1178228A (en) * | 1996-09-25 | 1998-04-08 | 希巴特殊化学控股公司 | Rigid PVC stabilised with N, N-dimethyl-6-aminouracils |
| US20110143068A1 (en) * | 2008-01-21 | 2011-06-16 | Bernhard Pelzl | Stabilizer composition for halogen-containing polymers |
| CN102898741A (en) * | 2012-10-08 | 2013-01-30 | 太原市塑料研究所 | Polyvinyl chloride heat stabilizer and preparation method thereof |
| CN108329275A (en) * | 2018-03-02 | 2018-07-27 | 广东工业大学 | Semicarbazides pyrimidine maleamic acid and preparation method thereof and polychloroethylene heat stabilizer |
| CN108383800A (en) * | 2018-03-02 | 2018-08-10 | 广东工业大学 | Semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer |
| CN109020899A (en) * | 2018-07-31 | 2018-12-18 | 广东工业大学 | A kind of urea pyrimidine maleic amide acid polyol ester and its preparation method and application |
| KR101941883B1 (en) * | 2018-03-21 | 2019-01-24 | 주식회사 기산화학 | Heat stabilizer composition of pvc comprising hydrotalcite |
| CN111072574A (en) * | 2019-12-03 | 2020-04-28 | 广东工业大学 | 5, 6-diamino-1, 3-dialkyl substituted uracil and its preparation method |
| CN111333510A (en) * | 2020-03-05 | 2020-06-26 | 广东炜林纳新材料科技股份有限公司 | High-temperature-resistant lubricant, and preparation method and application thereof |
-
2021
- 2021-12-29 CN CN202111646793.0A patent/CN114369067A/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1178228A (en) * | 1996-09-25 | 1998-04-08 | 希巴特殊化学控股公司 | Rigid PVC stabilised with N, N-dimethyl-6-aminouracils |
| US20110143068A1 (en) * | 2008-01-21 | 2011-06-16 | Bernhard Pelzl | Stabilizer composition for halogen-containing polymers |
| CN102898741A (en) * | 2012-10-08 | 2013-01-30 | 太原市塑料研究所 | Polyvinyl chloride heat stabilizer and preparation method thereof |
| CN108329275A (en) * | 2018-03-02 | 2018-07-27 | 广东工业大学 | Semicarbazides pyrimidine maleamic acid and preparation method thereof and polychloroethylene heat stabilizer |
| CN108383800A (en) * | 2018-03-02 | 2018-08-10 | 广东工业大学 | Semicarbazides pyrimidine maleic amide hydrochlorate and preparation method and polychloroethylene heat stabilizer |
| KR101941883B1 (en) * | 2018-03-21 | 2019-01-24 | 주식회사 기산화학 | Heat stabilizer composition of pvc comprising hydrotalcite |
| CN109020899A (en) * | 2018-07-31 | 2018-12-18 | 广东工业大学 | A kind of urea pyrimidine maleic amide acid polyol ester and its preparation method and application |
| CN111072574A (en) * | 2019-12-03 | 2020-04-28 | 广东工业大学 | 5, 6-diamino-1, 3-dialkyl substituted uracil and its preparation method |
| CN111333510A (en) * | 2020-03-05 | 2020-06-26 | 广东炜林纳新材料科技股份有限公司 | High-temperature-resistant lubricant, and preparation method and application thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114835651A (en) * | 2022-05-05 | 2022-08-02 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plates |
| CN114835651B (en) * | 2022-05-05 | 2023-08-29 | 横店集团得邦工程塑料有限公司 | Preparation method of high-transparency PVC heat stabilizer and application of high-transparency PVC heat stabilizer in soft transparent PVC plate |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100957134B1 (en) | New plasticizer composition and polyvinylchloride resin composition for heat-proof cable using the same | |
| CN114369067A (en) | Acylamino uracil and preparation method and application thereof | |
| CN105949508B (en) | A kind of heat stabilizer for PVC and its preparation method and application | |
| CN111333510A (en) | High-temperature-resistant lubricant, and preparation method and application thereof | |
| CN110028602B (en) | Method for reducing impurity content in industrial polyvinyl alcohol | |
| CN102850687B (en) | Magnesium-aluminium-zinc modified nontoxic composite stabilizing agent capable of improving wire cable electrical performance | |
| CN115491006B (en) | Polylactic acid composition and preparation method and application thereof | |
| DE2216590A1 (en) | Copolymers of ethylene, alkyl acrylate and monomers with crosslinking points and processes for their production | |
| CN109206451B (en) | Compound pentaerythritol phosphite and preparation method and application thereof | |
| CN114409534A (en) | Pentaerythritol ester and preparation method thereof | |
| CN114409533A (en) | Polyol ester and preparation method thereof | |
| DE2615039A1 (en) | SILYLAETHER AND A PROCESS FOR INITIATING RADICALLY RELEASED POLYMERIZATION REACTIONS | |
| CN113881102A (en) | Preparation method of epoxy cardanol ester bio-based plasticizer, product and application thereof | |
| KR101133726B1 (en) | Octaphenylcyclotetrasiloxane and process for preparing the same | |
| KR20140046218A (en) | Plasticizer composition, method for preparing thereof, and heat-resistant resin composition | |
| CN109651541B (en) | Linear chain dialdehyde modified polyvinyl alcohol and preparation method and application thereof | |
| CN112778575A (en) | Heat stabilizer composition for transparent PVC and application thereof | |
| CN113956538A (en) | Novel anti-aging agent and preparation method and application thereof | |
| CN114394899A (en) | Dipentaerythritol ester and preparation method and application thereof | |
| KR101469725B1 (en) | Preparation method of epoxy ester compound and plasticizer composition using the same | |
| CN116969965B (en) | Epoxy linoleic acid isosorbide heat stabilizer and preparation and application thereof | |
| CN109135052B (en) | Polypropylene material capable of resisting high-temperature oxidation and preparation method thereof | |
| DE69914520T2 (en) | Production of unsaturated aldehydes from propargyl alcohol and conjugated diolefins | |
| CN111606803A (en) | Production method of trioctyl trimellitate plasticizer with high volume resistivity | |
| CN110655680B (en) | Mixed anion zinc monomer, and composition and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |