CN103450395B - The preparation method of terpine resin - Google Patents
The preparation method of terpine resin Download PDFInfo
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- CN103450395B CN103450395B CN201310379677.6A CN201310379677A CN103450395B CN 103450395 B CN103450395 B CN 103450395B CN 201310379677 A CN201310379677 A CN 201310379677A CN 103450395 B CN103450395 B CN 103450395B
- Authority
- CN
- China
- Prior art keywords
- terpine resin
- toluene
- terpinene
- kautschin
- raw material
- Prior art date
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- Expired - Fee Related
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- 239000011347 resin Substances 0.000 title claims abstract description 25
- 229920005989 resin Polymers 0.000 title claims abstract description 25
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 60
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims abstract description 42
- 229930006978 terpinene Natural products 0.000 claims abstract description 23
- 150000003507 terpinene derivatives Chemical class 0.000 claims abstract description 23
- 239000002994 raw material Substances 0.000 claims abstract description 14
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 8
- 150000003505 terpenes Chemical class 0.000 claims abstract description 7
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims abstract description 6
- 241000723346 Cinnamomum camphora Species 0.000 claims abstract description 6
- WUOACPNHFRMFPN-UHFFFAOYSA-N alpha-terpineol Chemical compound CC1=CCC(C(C)(C)O)CC1 WUOACPNHFRMFPN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229930008380 camphor Natural products 0.000 claims abstract description 6
- 229960000846 camphor Drugs 0.000 claims abstract description 6
- 239000002904 solvent Substances 0.000 claims abstract description 6
- 239000007921 spray Substances 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000006227 byproduct Substances 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims description 6
- 239000000376 reactant Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 238000000034 method Methods 0.000 abstract description 5
- 238000005516 engineering process Methods 0.000 abstract description 4
- 239000002699 waste material Substances 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 3
- 230000008901 benefit Effects 0.000 abstract description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 abstract 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 description 4
- 230000001070 adhesive effect Effects 0.000 description 4
- 239000003292 glue Substances 0.000 description 3
- 125000003944 tolyl group Chemical group 0.000 description 3
- 230000009466 transformation Effects 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- FUDNBFMOXDUIIE-UHFFFAOYSA-N 3,7-dimethylocta-1,6-diene Chemical compound C=CC(C)CCC=C(C)C FUDNBFMOXDUIIE-UHFFFAOYSA-N 0.000 description 2
- 239000004831 Hot glue Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011505 plaster Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The present invention discloses a kind of preparation method of terpine resin, relate to rosin deep process technology field, comprise following preparation process: toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer mixed, described reactor temperature is-5 DEG C ~-15 DEG C, instill raw material again, the time for adding of raw material is 0.5 ~ 1 hour, is then incubated 3 ~ 4 hours, stopped reaction, wash catalyzer with water, steam solvent recuperation toluene again, under vacuum, steam spray is carried, and obtains this terpine resin.The present invention mainly utilizes the terpenoid substance such as by product kautschin, terpinene of firpene isomery when producing Terpineol 350 and camphor as main material production terpine resin, make production cost of the present invention low, and it is more stable, safe, efficient to take full advantage of waste material preparation process, the finished color obtained is more shallow, and quality is better.
Description
Technical field
The present invention relates to chemical industry resene deep process technology, especially a kind of preparation method of terpine resin.
Background technology
A kind of thermoplastic block copolymers of terpine resin, there is, the low smell of look shallow, high rigidity, high adhesive force, oxidation-resistance and Heat stability is good, there is in consistency and the hot melt adhesive such as advantage, particularly EVA system, SIS system, SBS system such as solvability is good excellent consistency and weathering resistance and Efficient Adhesive Promotion.Its product is widely used in tackiness agent, solid, double sticky tape, solvent-borne type glue, bookbinding version, look dress, adhesive plaster, alkene adhesive plaster, kraft paper stuck glue cloth, tapes labels, carpenter's glue, pressure sensitive adhesive, hot melt adhesive, seal gum, paint and the aspect such as ink and other polymkeric substance modification agent.
The traditional preparation method of terpine resin adopts firpene to do raw material mostly, but constantly raises along with the price of firpene, causes the production cost of terpine resin constantly to increase, is unfavorable for the survival and development of enterprise.So other more economical raw material of demand also becomes the Main way that enterprise reduces production cost.
Can along with the generation of other by product while α-pinene artificial camphor, Terpineol 350 product, by the mode of fractionation each Component seperation out.The terpenes mixture cut wherein obtained when cut point is 160 DEG C ~ 180 DEG C, traditional way does not utilize further this cut and is used as waste material with cheap price and sells off away, be a kind of behavior of waste in fact, also bring financial loss to enterprise.
Summary of the invention
The invention provides the preparation method of the low terpine resin of a kind of production cost.
In order to solve the problems of the technologies described above, the technical solution adopted in the present invention is: using the terpenoid substance such as kautschin and terpinene mixture as raw material production terpine resin.
A preparation method for terpine resin, comprises following preparation process:
Toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer is mixed, described reactor temperature is-5 DEG C ~-15 DEG C, instill raw material again, the time for adding of raw material is 0.5 ~ 1 hour, then 3 ~ 4 hours are incubated, stopped reaction, wash catalyzer with water, steam solvent recuperation toluene again, under vacuum, steam spray is carried, obtain this terpine resin, it is characterized in that: described raw material is the by product kautschin of firpene isomery when producing Terpineol 350 and camphor, the mixture of the terpenoid substance compositions such as terpinene, described terpenoid substance flows out the cut obtained when reactant cut point is 160 DEG C ~ 180 DEG C when producing Terpineol 350 and camphor, when reacting in described reactor, described toluene: terpinene: kautschin cut is 1.0 ~ 1.2:0.6 ~ 0.8:0.2 ~ 0.4 in mass ratio, described aluminum trichloride (anhydrous) is the 5%-7% of terpinene and kautschin cut total mass.
Owing to adopting technique scheme, the present invention has following beneficial effect:
1, the present invention by being originally used as waste material and selling off the terpinene of process, kautschin cut uses efficiently, expensive firpene in prior art is replaced to be applied in the preparation of terpine resin as main raw material, both made terpinene, kautschin cut obtained effective utilization, add it to be worth, the production cost of terpine resin can be considerably reduced again, for enterprise creates more multivalence value;
2, the present invention utilizes terpinene and the collocation of kautschin cut jointly as raw material of the present invention, thus improves the transformation efficiency of terpine resin, makes the transformation efficiency of terpine resin reach more than 90%, softening temperature more than 100 DEG C;
3, the catalyzer used in reaction, toluene all can be reclaimed and be recycled.
Embodiment
Below in conjunction with specific examples, the invention will be further described:
Embodiment 1
Toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer is mixed, reactor temperature is-5 DEG C, instill through well-mixed terpinene and kautschin cut again, time for adding is 0.5 hour, is then incubated 3 hours, stopped reaction, wash catalyzer with water, steam solvent toluene again to reclaim, under vacuum, steam spray is carried, and obtains this terpine resin.
Wherein, the consumption of toluene, terpinene, kautschin cut is toluene in mass ratio: terpinene: kautschin cut=1.0:0.6:0.3, the consumption of aluminum trichloride (anhydrous) is 5% of the total mass of terpinene and kautschin cut.
Embodiment 2
Toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer is mixed, reactor temperature is-10 DEG C, instill through well-mixed terpinene and kautschin cut again, time for adding is 0.8 hour, is then incubated 3.5 hours, stopped reaction, wash catalyzer with water, steam solvent toluene again to reclaim, under vacuum, steam spray is carried, and obtains this terpine resin.
Wherein, the consumption of toluene, terpinene, kautschin cut is toluene in mass ratio: terpinene: dihydromyrcene overhead distillate=1.1:0.7:0.2, the consumption of aluminum trichloride (anhydrous) is 6% of the total mass of terpinene and dihydromyrcene overhead distillate.
Embodiment 3
Toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer is mixed, reactor temperature is-15 DEG C, instill through well-mixed terpinene and kautschin cut again, time for adding is 1 hour, is then incubated 4 hours, stopped reaction, wash catalyzer with water, steam solvent toluene again to reclaim, under vacuum, steam spray is carried, and obtains this terpine resin.
Wherein, the consumption of toluene, terpinene, kautschin cut is toluene in mass ratio: terpinene: kautschin cut=1.2:0.8:0.4, the consumption of aluminum trichloride (anhydrous) is 7% of the total mass of terpinene and kautschin cut.
The transformation efficiency of the terpine resin of the present invention obtained by above-described embodiment reaches more than 90%, softening temperature more than 100 DEG C.
The Testing index of the terpine resin so produced is as following table:
According to above-mentioned data, can show that the terpine resin indices synthesized by present method is up to state standards, and raw material cost reduces greatly.
Claims (1)
1. a preparation method for terpine resin, its preparation process is as follows:
Toluene and adding in reactor as the aluminum trichloride (anhydrous) of catalyzer is mixed, described reactor temperature is-5 DEG C ~-15 DEG C, instill raw material again, the time for adding of raw material is 0.5 ~ 1 hour, then 3 ~ 4 hours are incubated, stopped reaction, wash catalyzer with water, steam solvent recuperation toluene again, under vacuum, steam spray is carried, obtain this terpine resin, it is characterized in that: described raw material is the by product of firpene isomery when producing Terpineol 350 and camphor, this by product is the mixture of terpenoid substance composition, comprise kautschin, terpinene, described terpenoid substance flows out the cut obtained when reactant cut point is 160 DEG C ~ 180 DEG C when producing Terpineol 350 and camphor, when reacting in described reactor, described toluene: terpinene: kautschin cut is 1.0 ~ 1.2:0.6 ~ 0.8:0.2 ~ 0.4 in mass ratio, described aluminum trichloride (anhydrous) is the 5%-7% of terpinene and kautschin cut total mass.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310379677.6A CN103450395B (en) | 2013-08-28 | 2013-08-28 | The preparation method of terpine resin |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310379677.6A CN103450395B (en) | 2013-08-28 | 2013-08-28 | The preparation method of terpine resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103450395A CN103450395A (en) | 2013-12-18 |
| CN103450395B true CN103450395B (en) | 2016-01-06 |
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| CN201310379677.6A Expired - Fee Related CN103450395B (en) | 2013-08-28 | 2013-08-28 | The preparation method of terpine resin |
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Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104211843B (en) * | 2014-08-14 | 2016-08-24 | 广西众昌树脂有限公司 | The preparation method of terpene resin |
| CN104693329B (en) * | 2015-03-28 | 2018-06-19 | 罗定市星光化工有限公司 | A kind of environment-friendly production process of terpene resin |
| CN104910304A (en) * | 2015-05-27 | 2015-09-16 | 梧州市嘉盈树胶有限公司 | Method for preparing terpene resin by using longifolene as raw material |
| CN104910303A (en) * | 2015-05-27 | 2015-09-16 | 梧州市嘉盈树胶有限公司 | Method for preparing terpene resin by using dipentene as raw material |
| CN111548439A (en) * | 2020-04-30 | 2020-08-18 | 广东星光脂胶科技股份有限公司 | Production process of terpene resin |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4701517A (en) * | 1986-03-13 | 1987-10-20 | Hercules Incorporated | Vinyl aromatic/terpene/phenol terpolymer |
| CN102633919A (en) * | 2012-05-02 | 2012-08-15 | 中国林业科学研究院林产化学工业研究所 | Terpene resin and preparation method thereof |
| CN102964495A (en) * | 2012-11-15 | 2013-03-13 | 梧州市松桦化学品有限公司 | Synthetic method of terpene resin |
-
2013
- 2013-08-28 CN CN201310379677.6A patent/CN103450395B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4701517A (en) * | 1986-03-13 | 1987-10-20 | Hercules Incorporated | Vinyl aromatic/terpene/phenol terpolymer |
| CN102633919A (en) * | 2012-05-02 | 2012-08-15 | 中国林业科学研究院林产化学工业研究所 | Terpene resin and preparation method thereof |
| CN102964495A (en) * | 2012-11-15 | 2013-03-13 | 梧州市松桦化学品有限公司 | Synthetic method of terpene resin |
Non-Patent Citations (1)
| Title |
|---|
| 工业双戊烯的精馏及其聚合反应影响因素;陈清松，等;《福建师范大学学报（自然科学版）》;20030331;第19卷(第1期);第67-71页 * |
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| CN103450395A (en) | 2013-12-18 |
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Granted publication date: 20160106 Termination date: 20200828 |