CN107652896A - A kind of method that light hydrogenated rosin is prepared using rosin as raw material - Google Patents
A kind of method that light hydrogenated rosin is prepared using rosin as raw material Download PDFInfo
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- CN107652896A CN107652896A CN201711058766.5A CN201711058766A CN107652896A CN 107652896 A CN107652896 A CN 107652896A CN 201711058766 A CN201711058766 A CN 201711058766A CN 107652896 A CN107652896 A CN 107652896A
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- Prior art keywords
- rosin
- prepared
- raw material
- hydrogenated rosin
- light
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- 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.)
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- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 title claims abstract description 114
- 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 title claims abstract description 110
- 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 title claims abstract description 110
- 238000000034 method Methods 0.000 title claims abstract description 25
- 239000002994 raw material Substances 0.000 title claims abstract description 20
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 31
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 31
- 239000002131 composite material Substances 0.000 claims abstract description 31
- 229910052763 palladium Inorganic materials 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 24
- 239000004575 stone Substances 0.000 claims abstract description 23
- 239000001293 FEMA 3089 Substances 0.000 claims abstract description 22
- 239000000463 material Substances 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000010792 warming Methods 0.000 claims description 8
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 claims description 7
- VETPHHXZEJAYOB-UHFFFAOYSA-N 1-n,4-n-dinaphthalen-2-ylbenzene-1,4-diamine Chemical compound C1=CC=CC2=CC(NC=3C=CC(NC=4C=C5C=CC=CC5=CC=4)=CC=3)=CC=C21 VETPHHXZEJAYOB-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 abstract description 2
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000002932 luster Substances 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 7
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- RSWGJHLUYNHPMX-ONCXSQPRSA-N abietic acid Chemical compound C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(O)=O RSWGJHLUYNHPMX-ONCXSQPRSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- MHVJRKBZMUDEEV-APQLOABGSA-N (+)-Pimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@](C=C)(C)C=C2CC1 MHVJRKBZMUDEEV-APQLOABGSA-N 0.000 description 1
- MHVJRKBZMUDEEV-UHFFFAOYSA-N (-)-ent-pimara-8(14),15-dien-19-oic acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CCC(C=C)(C)C=C1CC2 MHVJRKBZMUDEEV-UHFFFAOYSA-N 0.000 description 1
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 1
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000006701 autoxidation reaction Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Cosmetics (AREA)
Abstract
The invention discloses a kind of method that light hydrogenated rosin is prepared using rosin as raw material, comprise the following steps and be made：S1：Rosin is crushed, rosin crushed material is made；S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, hydrogen is then passed through, temperature reaction, fused mass after reaction is made；S3：Then release and solvent is distilled off, light hydrogenated rosin is made.The hydrogenated rosin lighter color of the present invention, heat endurance is high, can be widely applied to the fields such as binding agent, electronics scaling powder.
Description
【Technical field】
The invention belongs to rosin preparing technical field, and in particular to a kind of to prepare light hydrogenated rosin by raw material of rosin
Method.
【Background technology】
Rosin is divided into gum rosin, wood rosin, 3 kinds of Starex by its source.Gum rosin also referred to as loosens perfume (or spice), of light color, acid
Value is big, and softening point is high；Wood rosin is also known as steam distilled rosin, and quality is not so good as gum rosin, and color is deep, and acid number is small, and easily from some solvents
Middle crystallization；Starex is also known as toll oil rosin.Rosin is a kind of transparent, brittle solid natural resin, is more complicated
Mixture, it is made up of resin acid (abietic acid, pimaric acid), a small amount of aliphatic acid, rosin acid anhydrides and neutrals etc..The main component of rosin
For resin acid, 90% or so is accounted for, molecular formula C19H29COOH, molecular weight 302.46.Resin acid is most representative rosin
Acid, belong to unsaturated acids, containing conjugated double bond, absorb ultraviolet light strongly, in atmosphere can autoxidation or induction rear oxidation.Rosin
Outward appearance, to light brown, there is vitreous luster, band turpentine oil smell, 1.060~1.085g/cm of density to be faint yellow3.Fusing point 110
~135 DEG C, 72~76 DEG C of softening point (ring and ball method), about 300 DEG C of boiling point (0.67kPa).Glass transition temperature T-30~38 DEG C.Refraction
Rate 1.5453.216 DEG C of flash-point (opening cup).About 480~500 DEG C of burning-point.Oxidizable in atmosphere, color and luster deepens.Therefore needs pair
Rosin is modified, to meet market needs.
【The content of the invention】
The technical problem to be solved in the present invention is to provide it is a kind of using rosin as raw material prepare light hydrogenated rosin method,
To solve the problems, such as existing rosin color and luster height, stability difference.
In order to solve the above technical problems, the present invention uses following technical scheme：
A kind of method that light hydrogenated rosin is prepared using rosin as raw material, comprises the following steps：
S1：Rosin is crushed, rosin crushed material is made；
S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, is risen
Temperature reaction, is made fused mass after reaction；
S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
Further, composite antioxidant described in step S2 by antioxidant MB, antioxidant DNP by weight 10-20:5-12
Composition.
Further, the composite antioxidant is by antioxidant MB, antioxidant DNP by weight 18:6 compositions.
Further, the weight of rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, float stone described in step S2
Than 1:3.5-6.5:0.002-0.004:0.03-0.08:0.005-0.015.
Further, the rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone are than 1:5:
0.003:0.05:0.01。
Further, the pressure of hydrogen described in step S2 is 5-25MPa.
Further, the pressure of the hydrogen is 20MPa.
Further, it is warming up to 180-220 DEG C described in step S2.
Further, 200 DEG C are warming up to described in step S2.
Further, the reaction time described in step S2 is 4-6h.
The invention has the advantages that：
(1) 8h is heated at 180 DEG C by embodiment 1-3 and comparative example 1-4 hydrogenated rosin, then measures resin color and luster,
Data show, embodiment 1-3 hydrogenated rosin color and luster only rises 1 Ghana color number, and comparative example 1-4 hydrogenated rosin color
Number 1-3 Ghana color number is risen, illustrate that hydrogenated rosin stability made from embodiment 1-3 is high.
(2) from embodiment 2 and comparative example 1-4 data, composite antioxidant, palladium catalyst, float stone are in catalytic hydrogenation
In serve synergy, significantly reduce hydrogenated rosin color and luster；This is probably that composite antioxidant plays a part of light-colored agent；Palladium
Catalyst plays a part of catalytic hydrogenation；Float stone can disperse palladium catalyst, so that effective area increases, can improve it
Activity, therefore composite antioxidant, palladium catalyst, float stone serve synergy in catalytic hydrogenation hydrogenated rosin, significantly improve
Hydrogenated rosin color and luster.
【Embodiment】
For ease of more fully understanding the present invention, it is illustrated by following instance, these examples belong to the protection of the present invention
Scope, but do not limit the scope of the invention.
In embodiment, the method that light hydrogenated rosin is prepared using rosin as raw material, comprise the following steps：
S1：Rosin is crushed, rosin crushed material is made；
S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, hydrogen
The pressure of gas is 5-25MPa, is warming up to 180-220 DEG C of reaction 4-6h, fused mass after reaction is made；The composite antioxidant is by resisting
Oxygen agent MB, antioxidant DNP are by weight 10-20:5-12 is formed；The rosin crushed material, turpentine oil, composite antioxidant, palladium are urged
Agent, the weight of float stone are than 1:3.5-6.5:0.002-0.004:0.03-0.08:0.005-0.015；
S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
Below by more specific embodiment, the present invention will be described.
Embodiment 1
A kind of method that light hydrogenated rosin is prepared using rosin as raw material, comprises the following steps：
S1：Rosin is crushed, rosin crushed material is made；
S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, hydrogen
The pressure of gas is 6MPa, is warming up to 180 DEG C of reaction 6h, fused mass after reaction is made；The composite antioxidant is by antioxidant MB, anti-
Oxygen agent DNP is by weight 11:5 compositions；The rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone
Than 1:3.5:0.002:0.03:0.005；
S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
Embodiment 2
A kind of method that light hydrogenated rosin is prepared using rosin as raw material, comprises the following steps：
S1：Rosin is crushed, rosin crushed material is made；
S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, hydrogen
The pressure of gas is 20MPa, is warming up to 200 DEG C of reaction 5h, fused mass after reaction is made；The composite antioxidant by antioxidant MB,
Antioxidant DNP is by weight 18:6 compositions；The rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone
Measure ratio 1:5:0.003:0.05:0.01；
S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
Embodiment 3
A kind of method that light hydrogenated rosin is prepared using rosin as raw material, comprises the following steps：
S1：Rosin is crushed, rosin crushed material is made；
S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, hydrogen
The pressure of gas is 25MPa, is warming up to 220 DEG C of reaction 4h, fused mass after reaction is made；The composite antioxidant by antioxidant MB,
Antioxidant DNP is by weight 20:10 compositions；The rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone
Measure ratio 1:6.5:0.004:0.08:0.015；
S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
Comparative example 1
It is essentially identical with the preparation method of embodiment 2, have only the difference is that preparing and lack in light hydrogenated rosin technique
Composite antioxidant, palladium catalyst, float stone.
Comparative example 2
It is essentially identical with the preparation method of embodiment 2, have only the difference is that preparing and lack in light hydrogenated rosin technique
Composite antioxidant.
Comparative example 3
It is essentially identical with the preparation method of embodiment 2, have only the difference is that preparing and lack in light hydrogenated rosin technique
Palladium catalyst.
Comparative example 4
It is essentially identical with the preparation method of embodiment 2, have only the difference is that preparing and lack in light hydrogenated rosin technique
Float stone.
Embodiment 1-3 and comparative example 1-4 hydrogenated rosin color and luster is detected, as a result see the table below.
As seen from the above table：(1) 8h is heated at 180 DEG C by embodiment 1-3 and comparative example 1-4 hydrogenated rosin, then surveyed
Resin color and luster is measured, data show, embodiment 1-3 hydrogenated rosin color and luster only rises 1 Ghana color number, and comparative example 1-4
Hydrogenated rosin color number rise 1-3 Ghana color number, illustrate made from embodiment 1-3 that hydrogenated rosin stability is high.
(2) from embodiment 2 and comparative example 1-4 data, composite antioxidant, palladium catalyst, float stone are in catalytic hydrogenation
In serve synergy, significantly reduce hydrogenated rosin color and luster；This is probably that composite antioxidant plays a part of light-colored agent；Palladium
Catalyst plays a part of catalytic hydrogenation；Float stone can disperse palladium catalyst, so that effective area increases, can improve it
Activity, therefore composite antioxidant, palladium catalyst, float stone serve synergy in catalytic hydrogenation hydrogenated rosin, significantly improve
Hydrogenated rosin color and luster.
The preferred embodiments of the present invention are the foregoing is only, are not intended to limit the invention, for the skill of this area
For art personnel, the present invention can have various modifications and variations.Within the spirit and principles of the invention, that is made any repaiies
Change, equivalent substitution, improvement etc., should be included in the scope of the protection.
Claims (10)
- A kind of 1. method that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that comprise the following steps：S1：Rosin is crushed, rosin crushed material is made；S2：Turpentine oil, composite antioxidant, palladium catalyst, float stone are added into rosin crushed material, is then passed through hydrogen, heating is anti- Should, fused mass after reaction is made；S3：Then release and turpentine oil is distilled off, light hydrogenated rosin is made.
- 2. the method according to claim 1 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step Composite antioxidant described in S2 is by antioxidant MB, antioxidant DNP by weight 10-20:5-12 is formed.
- 3. the method according to claim 2 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that described Composite antioxidant is by antioxidant MB, antioxidant DNP by weight 18:6 compositions.
- 4. the method according to claim 1 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step Rosin crushed material described in S2, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone are than 1:3.5-6.5:0.002- 0.004:0.03-0.08:0.005-0.015。
- 5. the method according to claim 4 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that described Rosin crushed material, turpentine oil, composite antioxidant, palladium catalyst, the weight of float stone are than 1:5:0.003:0.05:0.01.
- 6. the method according to claim 1 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step The pressure of hydrogen described in S2 is 5-25MPa.
- 7. the method according to claim 6 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that described The pressure of hydrogen is 20MPa.
- 8. the method according to claim 1 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step 180-220 DEG C is warming up to described in S2.
- 9. the method according to claim 8 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step 200 DEG C are warming up to described in S2.
- 10. the method according to claim 1 that light hydrogenated rosin is prepared using rosin as raw material, it is characterised in that step The reaction time is 4-6h described in rapid S2.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711058766.5A CN107652896A (en) | 2017-11-01 | 2017-11-01 | A kind of method that light hydrogenated rosin is prepared using rosin as raw material |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711058766.5A CN107652896A (en) | 2017-11-01 | 2017-11-01 | A kind of method that light hydrogenated rosin is prepared using rosin as raw material |
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| CN201711058766.5A Pending CN107652896A (en) | 2017-11-01 | 2017-11-01 | A kind of method that light hydrogenated rosin is prepared using rosin as raw material |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114231043A (en) * | 2021-12-10 | 2022-03-25 | 广西壮族自治区林业科学研究院 | Preparation process and application of light-color anti-tear rosin resin |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106010280A (en) * | 2016-06-27 | 2016-10-12 | 梧州市嘉盈树胶有限公司 | Production method of hydrogenated rosin |
| CN106947395A (en) * | 2017-03-01 | 2017-07-14 | 广西鼎弘树脂有限公司 | A kind of preparation method of polypale |
-
2017
- 2017-11-01 CN CN201711058766.5A patent/CN107652896A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106010280A (en) * | 2016-06-27 | 2016-10-12 | 梧州市嘉盈树胶有限公司 | Production method of hydrogenated rosin |
| CN106947395A (en) * | 2017-03-01 | 2017-07-14 | 广西鼎弘树脂有限公司 | A kind of preparation method of polypale |
Non-Patent Citations (2)
| Title |
|---|
| 宋心琦: "《实用化学化工辞典》", 30 April 1995, 宇航出版社 * |
| 高宏等: "抗氧剂在松香加工中的应用研究进展", 《西北林学院学报》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114231043A (en) * | 2021-12-10 | 2022-03-25 | 广西壮族自治区林业科学研究院 | Preparation process and application of light-color anti-tear rosin resin |
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Application publication date: 20180202 |