CN105254808A - Method for preparing modified petroleum resin - Google Patents
Method for preparing modified petroleum resin Download PDFInfo
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- CN105254808A CN105254808A CN201510639397.3A CN201510639397A CN105254808A CN 105254808 A CN105254808 A CN 105254808A CN 201510639397 A CN201510639397 A CN 201510639397A CN 105254808 A CN105254808 A CN 105254808A
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Abstract
The invention discloses a method for preparing modified petroleum resin. The method comprises the following specific steps that 1, pentadiene, isoprene, tetrahydroindene and monoolefine are evenly mixed according to the mass ratio of 1:(0-0.3):(0.1-0.5):(0.7-1.2) to obtain an ingredient A; 2, a solvent accounting for 40wt%-60wt% of the mass of the total reaction materials is pre-fed into a reaction still with a stirrer, then a Friedel-Crafts reaction catalyst accounting for 0.1wt%-2.5wt% of the mass of the total materials is added, then the ingredient A is added at constant speed, the reaction materials are made to react for 1-3 h at the temperature of -10 DEG C to 80 DEG C, and polymer resin liquid is obtained. The modified C5 petroleum resin is obtained through tetrahydroindene modification, and the smell, heat stability and other properties are obviously improved.
Description
Technical field
The present invention relates to the modification preparation field of petroleum resin, specifically a kind of preparation method of modified petroleum resin.
Background technology
C 5 petroleum resin is for main raw material with cracking of ethylene by product C 5 fraction, low-molecular weight polymer in the polymerization of Friedel-Crafts catalyst obtains, its molecular structure is primarily of aliphatic monomer polymerization composition, and therefore C 5 petroleum resin is otherwise known as aliphatic petroleum resin.This resinoid has that acid number is low, compatibility good, the characteristic such as water-fast, resistance to ethanol and chemical resistance corrosion, and have the features such as adjustable stickiness and Heat stability is good, be therefore widely used in the industry such as viscosity increaser and high solids coatings, traffic paint, ink, papermaking of rubber and tackiness agent.
In recent years, along with the development in petroleum resin field, C 5 petroleum resin through different methods modification or mixingly obtain all kinds of nonpetroleum resin, to adapt to market to product performance application and Financial cost demand.
The carbon number structure that Chen Junzhi etc. utilize C5 petroleum resin close with paraffin, there is the feature of good intermiscibility with oil product, modification is carried out to it, in order to make diesel flow improver with maleic anhydride and initiator.Fu Jiansong adopts C5 monoolefine cut m-pentadiene petro-resin to carry out modification, and make resin under the original comparatively high softening-point of guarantee, resin has narrower molecular weight distribution and lower melting viscosity.In US5128426 [P], if Yamasaki thinks processing condition improper easy generation gel when using isoprene properties-correcting agent to prepare m-pentadiene petro-resin, by extending anhydrous AlCl
3initiator jitter time in organic solvent, increasing charging time, can to obtain solvability good, softening temperature higher than 100 DEG C, Z-average molecular weight (M
z) be less than 2.7 resin.Wang Shixiong mentions the softening temperature and the rotation viscosity that regulate pentadiene resin with monoolefine in article, produces various resin.
Tetrahydroindene (THI), also known as 3a, 4,7,7a-tetrahydroxy indenes is the by product in a kind of ethylidene norbornene (ENB) production technique.All double bond is had in carbon five rings in its molecule and carbon six ring, and similar indenes (Indene), can be used as the comonomer of petroleum resin.
Summary of the invention
The object of the present invention is to provide that a kind of glueability is good, the preparation method of the modified petroleum resin of smell and excellent heat stability.
For achieving the above object, the invention provides following technical scheme:
A preparation method for modified petroleum resin, its concrete preparation method is as follows:
(1) by m-pentadiene, isoprene, tetrahydroindene and monoolefine component in mass ratio 1: (0 ~ 0.3): (0.1 ~ 0.5): obtain the A for preparing burden after (0.7 ~ 1.2) Homogeneous phase mixing;
(2) with in the reactor of agitator, drop in advance and account for the solvent reacting total quality of material 40 ~ 60wt%, add the Friedel-Crafts catalysts of total quality of material 0.1 ~ 2.5wt% again, then batching A is at the uniform velocity added, make reaction mass react 1 ~ 3h at-10 ~ 80 DEG C of temperature, obtain polymer resin liquid;
(3) above-mentioned polymer resin liquid first carries out alkali cleaning Removal of catalyst with the NaOH solution of concentration 5wt%, then uses clear water repetitive scrubbing to neutral, obtains petroleum resin liquid that is light yellow, clarification;
(4) petroleum resin liquid carries out wet distillation at 210 ~ 250 DEG C, thus desolvation and oligopolymer, obtain modified C 5 petroleum resin.
As the further scheme of the present invention: in step (1), monoolefine is kautschin, isopentene, iso-butylene, diisobutylene, cyclopentenes, 1-amylene, 1-hexene, 1-decene, vinyl cyclohexane, 2-methyl-1-butene alkene, 2-methyl-2-butene, 3-methyl-1-butene, 4-methyl isophthalic acid amylene, 2, the mixture of one or more in 4,4-trimethylammonium-1-amylene.
As the present invention's further scheme: solvent described in step (2) is any one or multiple mixing in C5 ~ C10 saturated hydrocarbons.
As the present invention's further scheme: in step (2), Friedel-Crafts catalysts is AlCl
3, AlBr
3, BF
3, BF
3et
2o, TiCl
4, SnCl
4in one.
As the present invention's further scheme: in step (4), in wet distillation, the pressure of water vapour is 0.09 ~ 0.12MPa, temperature 220 ~ 230 DEG C, the residence time 0.5 ~ 0.75h.
Compared with prior art, the invention has the beneficial effects as follows:
(1) the present invention is with C5 alkene for main raw material, obtains modified C 5 petroleum resin through tetrahydroindene (THI) modification.In the present invention, the double bond of THI monomer in polymerization mainly in its structural carbon five rings and carbon six ring is reacted with m-pentadiene and isoprene monomer generation Diene-addition under Friedel-Crafts catalyst action, forms stable resin molecular structure;
(2) due to steric interference, tetrahydroindene (THI) is usually in Group Terminal in resinous polymer, thus molecular end ring structure ratio is increased, produce the polarity of similar aromatic hydrocarbon group, thus itself and the sizing agent substrate compatibility such as rubber, SIS resin are improved, optimize glueability;
(3) the collaborative chain transfer in polymerization by tetrahydroindene (THI) and monoolefine, the molecular-weight average of petroleum resin is lower, narrow molecular weight distribution, and its glueability is better;
(4) obtain modified C 5 petroleum resin by tetrahydroindene (THI) modification, the performance such as smell, thermostability all has clear improvement.
Embodiment
Below in conjunction with the embodiment of the present invention, be clearly and completely described the technical scheme in the embodiment of the present invention, obviously, described embodiment is only the present invention's part embodiment, instead of whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art, not making the every other embodiment obtained under creative work prerequisite, belong to the scope of protection of the invention.
Embodiment 1
In the embodiment of the present invention, a kind of preparation method of modified petroleum resin, its concrete preparation method is as follows:
(1) A for preparing burden will be obtained after m-pentadiene, isoprene, tetrahydroindene (THI) and monoolefine component in mass ratio 1: 0: 0.1: 0.7 Homogeneous phase mixing, wherein monoolefine can be kautschin, isopentene, iso-butylene, diisobutylene, cyclopentenes, 1-amylene, 1-hexene, 1-decene, vinyl cyclohexane, 2-methyl-1-butene alkene, 2-methyl-2-butene, 3-methyl-1-butene, 4-methyl isophthalic acid amylene, 2, the mixture of one or more in the lower molecular weight monoolefines such as 4,4-trimethylammonium-1-amylene;
(2) with in the reactor of agitator, drop in advance and account for the solvent reacting total quality of material 40wt%, add the Friedel-Crafts catalysts of total quality of material 0.1wt% again, then batching A is at the uniform velocity added, reaction mass is made to react 1h at-10 DEG C of temperature, obtain polymer resin liquid, polymer resin liquid to be solid content be 25 ~ 55% petroleum resin solution, described solvent is any one or multiple mixing in C5 ~ C10 saturated hydrocarbons, and Friedel-Crafts catalysts used can be AlCl
3, AlBr
3, BF
3, BF
3et
2o, TiCl
4, SnCl
4in one;
(3) above-mentioned polymer resin liquid first carries out alkali cleaning Removal of catalyst with the NaOH solution of concentration 5wt%, then uses clear water repetitive scrubbing to neutral, obtains petroleum resin liquid that is light yellow, clarification;
(4) petroleum resin liquid carries out wet distillation at 210 DEG C, thus desolvation and oligopolymer, obtain modified C 5 petroleum resin, the pressure 0.09MPa of wet distillation, temperature 220 DEG C, residence time 0.5h.
Embodiment 2
In the embodiment of the present invention, a kind of preparation method of modified petroleum resin, its concrete preparation method is as follows:
(1) A for preparing burden will be obtained after m-pentadiene, isoprene, tetrahydroindene (THI) and monoolefine component in mass ratio 1: 0.15: 0.3: 0.95 Homogeneous phase mixing, wherein monoolefine can be kautschin, isopentene, iso-butylene, diisobutylene, cyclopentenes, 1-amylene, 1-hexene, 1-decene, vinyl cyclohexane, 2-methyl-1-butene alkene, 2-methyl-2-butene, 3-methyl-1-butene, 4-methyl isophthalic acid amylene, 2, the mixture of one or more in the lower molecular weight monoolefines such as 4,4-trimethylammonium-1-amylene;
(2) with in the reactor of agitator, drop in advance and account for the solvent reacting total quality of material 50wt%, add the Friedel-Crafts catalysts of total quality of material 1.3wt% again, then batching A is at the uniform velocity added, reaction mass is made to react 2h at 35 DEG C of temperature, obtain polymer resin liquid, polymer resin liquid to be solid content be 25 ~ 55% petroleum resin solution, described solvent is any one or multiple mixing in C5 ~ C10 saturated hydrocarbons, and Friedel-Crafts catalysts used can be AlCl
3, AlBr
3, BF
3, BF
3et
2o, TiCl
4, SnCl
4in one;
(3) above-mentioned polymer resin liquid first carries out alkali cleaning Removal of catalyst with the NaOH solution of concentration 5wt%, then uses clear water repetitive scrubbing to neutral, obtains petroleum resin liquid that is light yellow, clarification;
(4) petroleum resin liquid carries out wet distillation at 230 DEG C, thus desolvation and oligopolymer, obtain modified C 5 petroleum resin, the pressure 0.105MPa of wet distillation, temperature 225 DEG C, residence time 0.625h.
Embodiment 3
In the embodiment of the present invention, a kind of preparation method of modified petroleum resin, its concrete preparation method is as follows:
(1) A for preparing burden will be obtained after m-pentadiene, isoprene, tetrahydroindene (THI) and monoolefine component in mass ratio 1: 0.3: 0.5: 1.2 Homogeneous phase mixing, wherein monoolefine can be kautschin, isopentene, iso-butylene, diisobutylene, cyclopentenes, 1-amylene, 1-hexene, 1-decene, vinyl cyclohexane, 2-methyl-1-butene alkene, 2-methyl-2-butene, 3-methyl-1-butene, 4-methyl isophthalic acid amylene, 2, the mixture of one or more in the lower molecular weight monoolefines such as 4,4-trimethylammonium-1-amylene;
(2) with in the reactor of agitator, drop in advance and account for the solvent reacting total quality of material 60wt%, add the Friedel-Crafts catalysts of total quality of material 2.5wt% again, then batching A is at the uniform velocity added, reaction mass is made to react 3h at 80 DEG C of temperature, obtain polymer resin liquid, polymer resin liquid to be solid content be 25 ~ 55% petroleum resin solution, described solvent is any one or multiple mixing in C5 ~ C10 saturated hydrocarbons, and Friedel-Crafts catalysts used can be AlCl
3, AlBr
3, BF
3, BF
3et
2o, TiCl
4, SnCl
4in one;
(3) above-mentioned polymer resin liquid first carries out alkali cleaning Removal of catalyst with the NaOH solution of concentration 5wt%, then uses clear water repetitive scrubbing to neutral, obtains petroleum resin liquid that is light yellow, clarification;
(4) petroleum resin liquid carries out wet distillation at 250 DEG C, thus desolvation and oligopolymer, obtain modified C 5 petroleum resin, the pressure 0.12MPa of wet distillation, temperature 230 DEG C, residence time 0.75h.
To those skilled in the art, obviously the invention is not restricted to the details of above-mentioned one exemplary embodiment, and when not deviating from spirit of the present invention or essential characteristic, the present invention can be realized in other specific forms.Therefore, no matter from which point, all should embodiment be regarded as exemplary, and be nonrestrictive, scope of the present invention is limited by claims instead of above-mentioned explanation, and all changes be therefore intended in the implication of the equivalency by dropping on claim and scope are included in the present invention.
In addition, be to be understood that, although this specification sheets is described according to embodiment, but not each embodiment only comprises an independently technical scheme, this narrating mode of specification sheets is only for clarity sake, those skilled in the art should by specification sheets integrally, and the technical scheme in each embodiment also through appropriately combined, can form other embodiments that it will be appreciated by those skilled in the art that.
Claims (5)
1. a preparation method for modified petroleum resin, is characterized in that, its concrete preparation method is as follows:
(1) by m-pentadiene, isoprene, tetrahydroindene and monoolefine component in mass ratio 1: (0 ~ 0.3): (0.1 ~ 0.5): obtain the A for preparing burden after (0.7 ~ 1.2) Homogeneous phase mixing;
(2) with in the reactor of agitator, drop in advance and account for the solvent reacting total quality of material 40 ~ 60wt%, add the Friedel-Crafts catalysts of total quality of material 0.1 ~ 2.5wt% again, then batching A is at the uniform velocity added, make reaction mass react 1 ~ 3h at-10 ~ 80 DEG C of temperature, obtain polymer resin liquid;
(3) above-mentioned polymer resin liquid first carries out alkali cleaning Removal of catalyst with the NaOH solution of concentration 5wt%, then uses clear water repetitive scrubbing to neutral, obtains petroleum resin liquid that is light yellow, clarification;
(4) petroleum resin liquid carries out wet distillation at 210 ~ 250 DEG C, thus desolvation and oligopolymer, obtain modified C 5 petroleum resin.
2. the preparation method of a kind of modified petroleum resin according to claim 1, it is characterized in that, in step (1), monoolefine is kautschin, isopentene, iso-butylene, diisobutylene, cyclopentenes, 1-amylene, 1-hexene, 1-decene, vinyl cyclohexane, 2-methyl-1-butene alkene, 2-methyl-2-butene, 3-methyl-1-butene, 4-methyl isophthalic acid amylene, 2, the mixture of one or more in 4,4-trimethylammonium-1-amylene.
3. the preparation method of a kind of modified petroleum resin according to claim 1, is characterized in that, solvent described in step (2) is any one or multiple mixing in C5 ~ C10 saturated hydrocarbons.
4. the preparation method of a kind of modified petroleum resin according to claim 1, is characterized in that, in step (2), Friedel-Crafts catalysts is AlCl
3, AlBr
3, BF
3, BF
3et
2o, TiCl
4, SnCl
4in one.
5. the preparation method of a kind of modified petroleum resin according to claim 1, is characterized in that, in step (4), in wet distillation, the pressure of water vapour is 0.09 ~ 0.12MPa, temperature 220 ~ 230 DEG C, the residence time 0.5 ~ 0.75h.
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106699972A (en) * | 2016-11-17 | 2017-05-24 | 恒河材料科技股份有限公司 | Preparation method and preparation device for C5/C10 copolymer resin |
| CN106699973A (en) * | 2016-11-17 | 2017-05-24 | 恒河材料科技股份有限公司 | Method for preparing low molecular weight C5/C10 copolymer resin |
| CN107325228A (en) * | 2017-08-03 | 2017-11-07 | 恒河材料科技股份有限公司 | A kind of tetrahydroindene is modified the preparation method of C 9 petroleum resin |
| CN109734828A (en) * | 2018-12-25 | 2019-05-10 | 山东玉皇化工有限公司 | A method of removing unsaturated polymer residure after hydrogenation treatment metallic catalyst |
| CN112166136A (en) * | 2018-03-16 | 2021-01-01 | 飞纳技术有限公司 | Polymer compositions and use for making adhesives and articles comprising the same |
| CN113087845A (en) * | 2021-03-26 | 2021-07-09 | 广东新华粤树脂科技有限公司 | Preparation method of long-chain olefin modified C9 petroleum resin |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106699972A (en) * | 2016-11-17 | 2017-05-24 | 恒河材料科技股份有限公司 | Preparation method and preparation device for C5/C10 copolymer resin |
| CN106699973A (en) * | 2016-11-17 | 2017-05-24 | 恒河材料科技股份有限公司 | Method for preparing low molecular weight C5/C10 copolymer resin |
| CN106699973B (en) * | 2016-11-17 | 2019-01-29 | 恒河材料科技股份有限公司 | A kind of preparation method of low molecular weight C5/C10 copolymer resins |
| CN106699972B (en) * | 2016-11-17 | 2019-04-12 | 恒河材料科技股份有限公司 | A kind of preparation method and its device of C5/C10 copolymer resins |
| CN107325228A (en) * | 2017-08-03 | 2017-11-07 | 恒河材料科技股份有限公司 | A kind of tetrahydroindene is modified the preparation method of C 9 petroleum resin |
| CN112166136A (en) * | 2018-03-16 | 2021-01-01 | 飞纳技术有限公司 | Polymer compositions and use for making adhesives and articles comprising the same |
| CN109734828A (en) * | 2018-12-25 | 2019-05-10 | 山东玉皇化工有限公司 | A method of removing unsaturated polymer residure after hydrogenation treatment metallic catalyst |
| CN113087845A (en) * | 2021-03-26 | 2021-07-09 | 广东新华粤树脂科技有限公司 | Preparation method of long-chain olefin modified C9 petroleum resin |
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