CN106432610B - A kind of novel preparation method of the modification C5 Petropols for traffic paint - Google Patents
A kind of novel preparation method of the modification C5 Petropols for traffic paint Download PDFInfo
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- CN106432610B CN106432610B CN201510492117.0A CN201510492117A CN106432610B CN 106432610 B CN106432610 B CN 106432610B CN 201510492117 A CN201510492117 A CN 201510492117A CN 106432610 B CN106432610 B CN 106432610B
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- 239000003973 paint Substances 0.000 title claims abstract description 19
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- 230000004048 modification Effects 0.000 title claims abstract description 6
- 238000012986 modification Methods 0.000 title claims abstract description 6
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000000034 method Methods 0.000 claims abstract description 20
- 150000001336 alkenes Chemical class 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims description 32
- 238000003756 stirring Methods 0.000 claims description 22
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 10
- 150000001993 dienes Chemical class 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 238000000926 separation method Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000000498 cooling water Substances 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 150000005673 monoalkenes Chemical class 0.000 claims 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 15
- 238000005516 engineering process Methods 0.000 abstract description 10
- 239000002994 raw material Substances 0.000 abstract description 8
- -1 acrylic ester Chemical class 0.000 abstract description 7
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 5
- 239000005977 Ethylene Substances 0.000 abstract description 5
- 239000003999 initiator Substances 0.000 abstract description 5
- 239000000654 additive Substances 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract description 3
- 239000006227 byproduct Substances 0.000 abstract description 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 3
- 238000007334 copolymerization reaction Methods 0.000 abstract description 3
- 239000000178 monomer Substances 0.000 abstract description 3
- 238000005120 petroleum cracking Methods 0.000 abstract description 3
- 229910052799 carbon Inorganic materials 0.000 abstract description 2
- 229910052755 nonmetal Inorganic materials 0.000 abstract description 2
- 150000003839 salts Chemical class 0.000 abstract description 2
- 229920001577 copolymer Polymers 0.000 abstract 2
- 230000003064 anti-oxidating effect Effects 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 230000008569 process Effects 0.000 description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 238000012423 maintenance Methods 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical group CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- YHQXBTXEYZIYOV-UHFFFAOYSA-N 3-methylbut-1-ene Chemical compound CC(C)C=C YHQXBTXEYZIYOV-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 159000000013 aluminium salts Chemical class 0.000 description 1
- 229910000329 aluminium sulfate Inorganic materials 0.000 description 1
- 230000003026 anti-oxygenic effect Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910003002 lithium salt Inorganic materials 0.000 description 1
- 159000000002 lithium salts Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical group CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000010865 sewage Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- 238000004148 unit process Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
The invention discloses a kind of novel preparation method of modification C5 Petropols for traffic paint, this method is innovated to the production technology of the existing C5 Petropols for traffic paint and using raw material；The innovation of production technology refers to that the rectifying for being not necessarily to carry out each component to the byproduct C5 from petroleum cracking ethylene separates in novel preparation method, but directly carries out copolymerization under nitrogen protection always as chemical reaction raw material；Refer to the acrylic ester monomer chosen and there is antioxidation using the innovation of raw material in novel preparation method, choose the azo organic initiators of non-metal salt, low-carbon alcohols are chosen as reagent and additive in polymerization and molecular weight regulator, copolymerization is carried out with the alkene in C5 under conditions of controling effectively to polymerization reaction heat, obtains that solubility property is good, molecular weight is moderate and the C5 Petropols copolymer with strong antioxidant properties；When this copolymer is used to prepare highway sign, graticule traffic paint, have and road surface binding force is strong, wear resistance is high, the longer feature of service life.
Description
Technical field
The invention belongs to the copolymerization fields in polymer chemistry, specifically, the present invention relates to one kind to be used for road sign
The new preparation technology of the modification C5 Petropols of paint；The present invention is to traditional C5 Petropols preparation method from technique and raw material two
A aspect is improved and has been innovated, and not only simplifies production technology mistake using new method of the present invention preparation C5 Petropols
Journey, and the performance of Petropols obtained also be improved significantly.
Background technique
C 5 fraction is the by-product of petroleum cracking ethylene, and quantum of output is about 10% of ethylene or so, produces 30 per year to one
For the petrochemical equipment of ten thousand tons of ethylene, 1 year quantum of output of C5 is at 3 ~ 40,000 tons or so.The component of C5 is more complicated, contain there are many
Alkadienes, monoolefine, alkane etc., wherein the more olefin component of content is isoprene, pentadiene, cyclopentadiene, 1- penta
Alkene, 2- amylene (including cis and trans), 2-methyl-1-butene alkene, 2- methyl-2-butene and 3-methyl-1-butene, two kinds of alkene
Content account for about the 60 ~ 80% of C5, in addition to olefins, C5 also contains various saturated alkane components, and content accounts for about the 15 ~ 20% of C5.
C5 Petropols are using C 5 fraction as solid polymer resin made from primary raw material, and the resin is as primary raw material
Applied in the products such as road sign paint, pressure sensitive adhesive, tire, ink.Traditional preparation is used for the C5 Petropols of traffic paint
Process is: it is too active in view of the alkadienes in C5, it is easy to appear implode phenomenon in the polymerization and generates extra high molecular
It measures and is difficult to the macromolecular dissolved, first will carry out rectifying separation from the by-product C5 of petroleum cracking ethylene, separate respectively
Then the alkadienes such as isoprene, pentadiene, cyclopentadiene out isolate 1- amylene, 2- amylene, 2- methyl-2-butene again
Equal monoolefines, then separate various pentanes etc. again.Alkadienes and monoolefine are deployed in appropriate proportions after separation, with what is isolated
The alkane such as pentane are solvent, and catalytic polymerization is carried out under the catalysis of metal lithium salts or aluminium salt or titanium salt；It is added and changes after the completion of polymerization
Property agent is modified processing；Then it is washed, precipitation, the processes such as granulation, finally obtains graininess C5 Petropols.From above-mentioned
The production technology of C5 Petropols can be seen that traditional production technology unit processes in chemical synthesis is more, process flow is long, required
Chemical industry equipment is more, and unit is cumbersome, and the aqueous slkali water-washing process after polymerization reaction can also generate sewage, is reached
It could be discharged after mark processing；Separately since the boiling point of the components such as alkadienes, monoolefine, alkane in C5 is mostly at 42 ~ 44 DEG C or so, boiling
Point is close to each other, and separation is relatively difficult, if to be separated clean, need to increase equipment investment and energy consumption, and it is raw that this will increase product
The operating cost of production.Although being traditionally used for the C5 Petropols preparation method of traffic paint, there are many problems, raw to tradition
Production. art makes significant improvement and the report of innovation is actually rare.
Summary of the invention
Goal of the invention: in order to sufficiently and also effectively utilize C5 resource, further increase production efficiency, reduce be produced into
This, improve the properties of product of C5 Petropols, for being traditionally used for present in the C5 Petropols preparation method of traffic paint
The defect of variety of problems and existing C5 Petropols technology of preparing, by Rational Simplification to C 5 fraction separation process, by drawing
The research and development application for entering the related process technologies such as functional monomer and reagent and additive in polymerization, the invention discloses one kind to be used for road sign
The novel preparation method of the modification C5 Petropols of paint, this method is relative to the C5 Petropols preparation side for being traditionally used for traffic paint
Method has great novelty.
Technology path: in order to reach efficiently using resource, improve production efficiency, reduction production cost, raising product quality
Purpose, present invention employs following technology paths:
1, it process aspect: will be used from the C5 of Crude products.deep process directly as the raw material for preparing C5 Petropols, nothing
Rectifying separation need to be carried out to it, but whole as using in reagent and additive in polymerization and molecular weight regulator, polymerization process using low-carbon alcohols
Nitrogen protection effectively inhibits the implode of the alkadienes in C5 to be inclined to and can control the molecular weight of polymer, to be dissolved
Property good C5 use resin.
, raw material use aspect: introduce have good oxidation resistance can and adjustable C5 Petropols glass transition temperature third
Olefin(e) acid esters functional monomer keeps the unsaturation in acrylate and C5 single using oil-soluble non-metal salt organic initiators
The copolyreaction of body steadily carries out under controlled condition.
The utility model has the advantages that
When being used for the C5 Petropols of traffic paint using present invention preparation, production process can be made to greatly simplify, produced
Process shortens, and production equipment and power consumption are reduced, and production efficiency and product quality significantly improve, production cost and operator
Labor intensity substantially reduces, and entire production process has accomplished energy-saving and emission-reduction；Using polymers produced by the present invention for making highway
When mark, graticule traffic paint, which has and road surface binding force is strong, wear resistance is high, and the resistance to sunshine-duration is long, antioxygenic property
It is good, the longer feature of service life.Therefore, with good economic efficiency and social benefit of the invention.
Specific embodiment:
Embodiment 1:
(1) material is prepared: being weighed total olefin (alkadienes and monoolefine) content and is 125 kilograms of C 5 fraction of 80% and is placed in and stirs
It mixes in kettle, is separately added into 10 kilograms of butyl acrylate and 6.6 kilograms of isopropanol, stirring 3 ~ after five minutes, by a half-dozen of this material
Enter in a polymerization reaction kettle with built-in cooling coil and with stirring；Initiator azobisisoheptonitrile is added in remaining material
0.44 kilogram, it is stand-by that head tank is squeezed into after stirring and dissolving is uniform.
(2) polymerization reaction: stirring is lower slowly to be heated the material in polymerization reaction kettle using low-pressure steam, while to reaction
Being filled with nitrogen in kettle and maintaining nitrogen pressure is 0.005MPa；When temperature of charge reaches 64 DEG C in reaction kettle, from head tank
Start that mixed material is added dropwise into polymerization reaction kettle, temperature of charge is at 64 ~ 66 DEG C in maintenance kettle, when temperature of charge is more than 68 DEG C
When, into kettle, cooling coil opens cooling water control temperature.
(3) Material control in head tank adds in 3.5 hours, by material in polymerization reaction kettle in 66 after being added dropwise to complete
Continue stirring 0.5 hour at ~ 68 DEG C, polymerization reaction terminates.
(4) resin content is 77.4% in above-mentioned reactant, can be used directly as the main material of solvent type traffic paint.
Embodiment 2:
(1) material is prepared: being weighed total olefin (alkadienes and monoolefine) content and is 125 kilograms of C 5 fraction of 80% and is placed in and stirs
It mixes in kettle, is separately added into 6.7 kilograms of butyl acrylate and 8.5 kilograms of isopropanol, stirring 3 ~ after five minutes, by the half of this material
It squeezes into a polymerization reaction kettle with built-in cooling coil and with stirring；The different heptan of initiator azo two is added in remaining material
0.64 kilogram of nitrile, it is stand-by that head tank is squeezed into after stirring and dissolving is uniform.
(2) polymerization reaction: stirring is lower slowly to be heated the material in polymerization reaction kettle using low-pressure steam, while to reaction
Being filled with nitrogen in kettle and maintaining nitrogen pressure is 0.01MPa；When temperature of charge reaches 66 DEG C in reaction kettle, opened from head tank
Beginning that mixed material is added dropwise into polymerization reaction kettle, temperature of charge is at 66 ~ 68 DEG C in maintenance kettle, when temperature of charge is more than 70 DEG C,
Into kettle, cooling coil opens cooling water control temperature.
(3) Material control in head tank adds in 3.5 hours, by material in polymerization reaction kettle in 68 after being added dropwise to complete
Continue stirring 0.5 hour at ~ 70 DEG C, polymerization reaction terminates.
(4) resin content is 75.7% in above-mentioned reactant, can be used directly as the main material of solvent type traffic paint.
Embodiment 3:
(1) material is prepared: being weighed total olefin (alkadienes and monoolefine) content and is 125 kilograms of C 5 fraction of 80% and is placed in and stirs
It mixes in kettle, is separately added into 5.0 kilograms of butyl acrylate and 10.5 kilograms of isopropanol, stirring 3 ~ after five minutes, by the half of this material
It squeezes into a polymerization reaction kettle with built-in cooling coil and with stirring；The different heptan of initiator azo two is added in remaining material
0.74 kilogram of nitrile, it is stand-by that head tank is squeezed into after stirring and dissolving is uniform.
(2) polymerization reaction: stirring is lower slowly to be heated the material in polymerization reaction kettle using low-pressure steam, while to reaction
Being filled with nitrogen in kettle and maintaining nitrogen pressure is 0.01MPa；When temperature of charge reaches 68 DEG C in reaction kettle, opened from head tank
Beginning that mixed material is added dropwise into polymerization reaction kettle, temperature of charge is at 68 ~ 70 DEG C in maintenance kettle, when temperature of charge is more than 72 DEG C,
Into kettle, cooling coil opens cooling water control temperature.
(3) Material control in head tank adds in 3.5 hours, by material in polymerization reaction kettle in 68 after being added dropwise to complete
Continue stirring 0.5 hour at ~ 70 DEG C, polymerization reaction terminates.
(4) resin content is 74.4% in above-mentioned reactant, can be used directly as the main material of solvent type traffic paint.
Claims (7)
1. a kind of preparation method of the modification C5 Petropols for traffic paint, it is characterised in that:
(1) material is prepared: being weighed the C 5 fraction that alkadienes and mono-olefin content are 80% and is placed in stirred tank, is separately added into propylene
Acid butyl ester and isopropanol, stirring 3 ~ after five minutes, the half of this material is squeezed into polymerization reaction kettle；It is added in surplus material
It is stand-by to squeeze into head tank after stirring and dissolving is uniform for azobisisoheptonitrile；
(2) polymerization reaction: the material in reaction kettle is slowly heated under stirring, while being filled with nitrogen protection into reaction kettle；When
When temperature of charge reaches 64 DEG C in reaction kettle, mixed material is added dropwise into polymerization reaction kettle since in head tank, maintains reaction
Temperature of charge is at 64 ~ 66 DEG C in kettle；
(3) Material control in head tank adds in 3.5 hours, by material in polymerization reaction kettle in 66 ~ 68 after being added dropwise to complete
Continue stirring 0.5 hour at DEG C, polymerization reaction terminates；
The C 5 fraction directly carries out polymerization reaction without carrying out rectifying separation.
2. according to the method described in claim 1, it is characterized by: the quality of the azobisisoheptonitrile and alkene in C 5 fraction
Than for 1:1000 ~ 8:1000.
3. according to the method described in claim 1, it is characterized by: the mass ratio of the butyl acrylate and alkene in C 5 fraction
For 1:10 ~ 1:20.
4. according to the method described in claim 3, it is characterized by: in isopropanol and C 5 fraction the mass ratio of alkene be 4:100 ~
12:100。
5. according to the method described in claim 1, it is characterized by: in the step (2), when temperature of charge is more than 68 DEG C,
Into kettle, cooling coil opens cooling water control temperature.
6. according to the method described in claim 1, it is characterized by: the pressure of the nitrogen protection maintains in the step (2)
In 0.005 ~ 0.015MPa.
7. according to the method described in claim 1, it is characterized by: this method obtain reactant in resin content be 77.4%,
It can be used directly as the main material of solvent type traffic paint.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510492117.0A CN106432610B (en) | 2015-08-12 | 2015-08-12 | A kind of novel preparation method of the modification C5 Petropols for traffic paint |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510492117.0A CN106432610B (en) | 2015-08-12 | 2015-08-12 | A kind of novel preparation method of the modification C5 Petropols for traffic paint |
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| Publication Number | Publication Date |
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| CN106432610A CN106432610A (en) | 2017-02-22 |
| CN106432610B true CN106432610B (en) | 2019-03-22 |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3775381A (en) * | 1970-12-29 | 1973-11-27 | Nippon Oil Co Ltd | Process for preparing a modified petroleum resin for use in gravure ink |
| CN102816281A (en) * | 2012-09-03 | 2012-12-12 | 南京源港精细化工有限公司 | Method for preparing C5 petroleum resin for traffic paint |
| CN102993386A (en) * | 2012-11-15 | 2013-03-27 | 中国海洋石油总公司 | Method for preparing modified C5 petroleum resin based on irradiation grafting |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4918819B2 (en) * | 2006-07-25 | 2012-04-18 | 東ソー株式会社 | Petroleum resin acrylate and method for producing the same |
-
2015
- 2015-08-12 CN CN201510492117.0A patent/CN106432610B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3775381A (en) * | 1970-12-29 | 1973-11-27 | Nippon Oil Co Ltd | Process for preparing a modified petroleum resin for use in gravure ink |
| CN102816281A (en) * | 2012-09-03 | 2012-12-12 | 南京源港精细化工有限公司 | Method for preparing C5 petroleum resin for traffic paint |
| CN102993386A (en) * | 2012-11-15 | 2013-03-27 | 中国海洋石油总公司 | Method for preparing modified C5 petroleum resin based on irradiation grafting |
Non-Patent Citations (1)
| Title |
|---|
| 两段催化聚合法制备C5石油树脂;杨靖华等;《石油化工高等学校学报》;20110831;第24卷(第4期);第34-36页 |
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Denomination of invention: A new method for preparing modified C5 petroleum resin for road marking paint Effective date of registration: 20231214 Granted publication date: 20190322 Pledgee: Ningbo Bank Co.,Ltd. Nanjing Branch Pledgor: Henghe (Nanjing) material technology Co.,Ltd. Registration number: Y2023320000664 |
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