CN107880160A - A kind of preparation method of colourless hydrogenated terpene resin - Google Patents
A kind of preparation method of colourless hydrogenated terpene resin Download PDFInfo
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- CN107880160A CN107880160A CN201711160387.7A CN201711160387A CN107880160A CN 107880160 A CN107880160 A CN 107880160A CN 201711160387 A CN201711160387 A CN 201711160387A CN 107880160 A CN107880160 A CN 107880160A
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- terpene resin
- preparation
- hydrogenated terpene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/04—Reduction, e.g. hydrogenation
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Abstract
The invention discloses a kind of preparation method of colourless hydrogenated terpene resin, concretely comprise the following steps：Environmentally friendly solvent, food-grade terpene resin and pretreating agent are added in a kettle, are pre-processed；Then with Ni MgO SiO2‑Al2O3Composite catalyst is hydrogenation catalyst, carries out hydrotreating, is evaporated under reduced pressure after the completion of hydrogenation reaction, colourless hydrogenated terpene resin is prepared.The resin that the present invention polymerize to obtain using the firpene separated from rosin or turpentine oil is raw material, preprocessed dechlorination, repeated hydrogenation obtains the colourless hydrogenated terpene resin that of light color, softening point is high, stability is high, and environmentally friendly solvent is used in reaction, repeats and utilizes after vacuum distillation is reclaimed.
Description
Technical field
The invention belongs to turpentine oil field of deep field, more particularly to a kind of preparation side of colourless hydrogenated terpene resin
Method.
Background technology
Terpene resin is a kind of excellent tackifier, is the important materials of adhesive, and the performance and quality to adhesive rise
Key effect.It due to containing double bond in terpene resin polymer, can change colour after oxygen uptake, influence the outward appearance and quality of product.Hydrogen
Change terpene resin and overcome drawbacks described above, the characteristic property not only with common terpene resin, such as softening point are high, compatibility is good
Feature, also with the advantages of hydrogenation product is of light color, stability is high.In addition, hydrogenated terpene resin has eliminated after hydrogenation
Evil byproduct generation, make preparation process more environmentally-friendly, particularly suitable for the special high-end New Flux of electronics industry level,
In the products such as solder(ing) paste, advanced ink resin, advanced sizing agent, food adhesive.
AlCl is used in polymerisation in hydrogenated terpene resin production3、SbCl3Catalyst is used as Deng Lewis acid, still
The washing step in later stage simply eliminates free chlorion, and organic chlorion therein is difficult to remove by washing process.Chlorine
Presence directly affects the quality of terpene resin, and follow-up hydrogenation catalyst poisoning or equipment corrosion can be caused, increased
The difficulty of hydrogenation.
Notification number is CN104877076A patent, discloses a kind of preparation method of colorless terpene resin, its feature exists
In using firpene as raw material, using alchlor as catalyst, using toluene, dimethylbenzene or hexamethylene as solvent, using acrylic acid to change
Property material, using the sulfide of nickel-molybdenum as catalyst, 210 DEG C~230 DEG C, the terpene resin being prepared by hydrogenation reaction, institute
It is shallower to obtain product colour, and the softening point of product and water repelling property increase, but be not directed in the invention in raw material
The processing of chloride ion-containing, and contain a large amount of chlorions in catalyst, the infringement of equipment can be caused.
The content of the invention
In order to develop a kind of production method of colourless hydrogenated terpene resin colourless, bromine number is low, heat endurance is high, particularly
Carry out dechlorination process to raw material terpene resin, it is expected to solve in current hydrogenated terpene resin hydrogenation research, because of raw material terpenes tree
The presence of chlorion in fat and cause that equipment corrosion, hydrogenation catalyst short life, catalytic amount are big, product softening point declines etc. and lack
Fall into and be difficult to industrialized technical problem, the present invention provides a kind of preparation method of colourless hydrogenated terpene resin.The skill of the present invention
Art scheme is as follows：
A kind of preparation method of colourless hydrogenated terpene resin, it is characterised in that preparation method includes the steps：
Step 1：Environmentally friendly solvent, food-grade terpene resin and pretreating agent are added in a kettle, are pre-processed；
Step 2：The pretreated mixture of step 1 is transferred in autoclave, with Ni-MgO-SiO2-Al2O3It is compound
Type catalyst is hydrogenation catalyst, carries out hydrotreating；
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, is evaporated under reduced pressure, reclaims ring
Solvent is protected, filtering and discharging, obtains colourless hydrogenated terpene resin.
Further, in the step 1, the pretreating agent is powdered activated aluminum oxide, and input amount is the food-grade
Terpene resin gross mass 1-10%；Hydrogen Vapor Pressure is 3-10MPa in the reactor, and temperature is 200-250 DEG C, during stirring reaction
A length of 1-4 hours.
Further, in the step 2, it is 110-180 DEG C to control autoclave interior reaction temperature, pressure 3-8MPa, is stirred
It is 100-600rpm to mix speed, a length of 1-2 hours during reaction, untill Hydrogen Vapor Pressure no longer declines in autoclave.
Further, the Ni-MgO-SiO in the step 22-Al2O3Ni contents in composite catalyst are 50-
60%, the Ni-MgO-SiO2-Al2O3The input amount of composite catalyst is the 1-10% of food-grade terpene resin quality
Further, the food-grade terpene resin is using firpene isolated in rosin or turpentine oil as polymerizable raw material
Form, the mixture that the firpene is australene, three kinds of monomers of nopinene or dipentene are mixed with arbitrary proportion.
Further, the environmentally friendly solvent in the step 2 is D40, D50 and D60 one or more of which, the environmental protection
Solvent input amount is the 50-100% of food-grade terpene resin quality.It is wherein, reusable after the recovered processing of environmentally friendly solvent,
Make production more environmentally-friendly.
Further, the Ni-MgO-SiO2-Al2O3Ni contents in composite catalyst are 50%, hydrogenation catalyst effect
Fruit is good.
Further, high vacuum distillation is used in the step 3, the vacuum in the distillation still reaches 500-
1000Pa, 100-210 DEG C of vapo(u)rizing temperature, distillation time are 0.5-1.5 hours, and the environmentally friendly solvent for distilling to obtain can be repeatedly sharp
With saving production cost.
Beneficial effects of the present invention are：First, it is high to overcome in raw material terpene resin chloride ion content, cause equipment corrosion,
The defects of catalyst poisoning, product softening point decline；Dechlorination operation is carried out to terpene resin before hydrogenation, has obtained low chlorine content
Terpene resin, it can directly carry out catalytic hydrogenation.2nd, the characteristics of nickel catalyst amount is big is overcome, after the operation that dechlorinates, is urged
Agent dosage significantly declines, and hydroconversion condition is gentle, and product quality is higher.3rd, the colourless terpene that the inventive method is prepared
Olefine resin has superior physical and chemical performance, its color, softening point, acid number, smell, weatherability, heat resistance, it is anti-aging, hold
The indexs such as viscosity, intermiscibility have all reached higher level.
Embodiment
The embodiment of the present invention is described in detail with reference to embodiment, following examples are used to illustrate this hair
It is bright, but it is not limited to the scope of the present invention.
Embodiment 1：
Step 1：By in 500g T105 resins and 500g D40 solvents input reactor, the powdered activated oxygen of 50g is added
Change aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, after the completion of reaction
Chlorinity detection is carried out to pretreated food-grade terpene resin, chloride ion content drops to 30PPM by the 300PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, it is 50- to add 10g nickel contents
60% Ni-MgO-SiO2-Al2O3Composite catalyst, in 130 DEG C of reaction temperature, reaction pressure 4.0MPa, mixing speed
Catalytic hydrogenation is carried out under 200rpm, is reacted untill Hydrogen Vapor Pressure no longer declines in autoclave, the time is about 1.5 hours, is down to
Normal pressure, discharging.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 1000Pa, 180 DEG C of temperature, distill 1.0 hours, 491.80g colorless terpene resins, Ha Sense Hazen17, softening point is made
For 106.5 DEG C, bromine number 0.8mg/100g, yield 98.36%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen8；Ageing properties：Oxygen absorbed 0.72% after placement 15h.
Embodiment 2：
Step 1：By in 500g T115 resins and 500g D50 solvents input reactor, the powdered activated oxygen of 50g is added
Change aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, after the completion of reaction
Chlorinity detection is carried out to pretreated food-grade terpene resin, chloride ion content drops to 25PPM by the 310PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, adds 10g nickel contents as 50%
Ni-MgO-SiO2-Al2O3Composite catalyst, in 150 DEG C of reaction temperature, reaction pressure 4.0MPa, mixing speed 200rpm
Lower carry out catalytic hydrogenation, reacts untill Hydrogen Vapor Pressure no longer declines in reactor, the time is about 1.5 hours, is down to normal pressure, is gone out
Material.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 500Pa, 180 DEG C of temperature, distill 0.5 hour, 490.13g colorless terpene resins, Ha Sense Hazen14, softening point is made
For 116.8 DEG C, bromine number 0.6mg/100g, yield 98.03%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen6；Ageing properties：Oxygen absorbed 0.34% after placement 15h.
Embodiment 3：
Step 1：By in 500g T125 resins and 500g D60 solvents input reactor, the powdered activated oxygen of 50g is added
Change aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, after the completion of reaction
Chlorinity detection is carried out to pretreated food-grade terpene resin, chloride ion content drops to 22PPM by the 355PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, adds 10g nickel contents as 50%
Ni-MgO-SiO2-Al2O3Composite catalyst, in 170 DEG C of reaction temperature, reaction pressure 6.0MPa, mixing speed 200rpm
Lower carry out catalytic hydrogenation, reacts untill Hydrogen Vapor Pressure no longer declines in autoclave, the time is about 1.5 hours, is down to normal pressure, is gone out
Material.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 500Pa, 200 DEG C of temperature, distill 0.5 hour, 495.32g colorless terpene resins, Ha Sense Hazen9 is made, softening point is
126.2 DEG C, bromine number 0.5mg/100g, yield 99.06%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen4；Ageing properties：Oxygen absorbed 0.21% after placement 15h.
Embodiment 4：
Step 1：By in 500g T105 resins and 500g D40 solvents input reactor, the powdered activated oxygen of 50g is added
Change aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, after the completion of reaction
Chlorinity detection is carried out to pretreated food-grade terpene resin, chloride ion content drops to 25PPM by the 300PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, adds 10g nickel contents as 60%
Ni-MgO-SiO2-Al2O3Composite catalyst, in 180 DEG C of reaction temperature, reaction pressure 8.0MPa, mixing speed 600rpm
Lower carry out catalytic hydrogenation, reacts untill Hydrogen Vapor Pressure no longer declines in autoclave, the time is about 2 hours, is down to normal pressure, is gone out
Material.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 1000Pa, 180 DEG C of temperature, distill 1.0 hours, 493.30g colorless terpene resins, Ha Sense Hazen15, softening point is made
For 106.5 DEG C, bromine number 0.5mg/100g, yield 98.66%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen5；Ageing properties：Oxygen absorbed 0.68% after placement 15h.
Embodiment 5：
Step 1：By in 500g T115 resins and 500g D50 solvents input reactor, the powdered activated oxygen of 50g is added
Change aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, after the completion of reaction
Chlorinity detection is carried out to pretreated food-grade terpene resin, chloride ion content drops to 25PPM by the 310PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, adds 10g nickel contents as 60%
Ni-MgO-SiO2-Al2O3Composite catalyst, in 180 DEG C of reaction temperature, reaction pressure 8.0MPa, mixing speed 600rpm
Lower carry out catalytic hydrogenation, reacts untill Hydrogen Vapor Pressure no longer declines in kettle, and the time is about 2 hours, is down to normal pressure, discharging.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 1000Pa, 180 DEG C of temperature, distill 1.0 hours, 490.49g colorless terpene resins, Ha Sense Hazen13, softening point is made
For 114.5 DEG C, bromine number 0.6mg/100g, yield 99.09%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen5；Ageing properties：Oxygen absorbed 0.32% after placement 15h.
Embodiment 6：
Step 1：By in 500g T125 resins and 500g D60 solvents input reactor, the powdered activated oxidations of 5g are added
Aluminium, it is 3-10MPa to control Hydrogen Vapor Pressure in reactor, and temperature is 200-250 DEG C, stirring reaction 1-4 hours, right after the completion of reaction
Pretreated food-grade terpene resin carries out chlorinity detection, and chloride ion content drops to 25PPM by the 355PPM of raw material.
Step 2：Step 1 mixture after pretreatment is transferred in autoclave, adds 10g nickel contents as 50%
Ni-MgO-SiO2-Al2O3Composite catalyst, in 180 DEG C of reaction temperature, reaction pressure 8.0MPa, mixing speed 600rpm
Lower carry out catalytic hydrogenation, reacts untill Hydrogen Vapor Pressure no longer declines in kettle, and the time is about 2 hours, is down to normal pressure, discharging.
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, controls vacuum in distillation still
For 1000Pa, 180 DEG C of temperature, distill 1.0 hours, 493.00g colorless terpene resins, Ha Sense Hazen9, softening point is made
For 123.5 DEG C, bromine number 0.6mg/100g, yield 98.60%.
The heat endurance and ageing properties of the said goods are tested, heat endurance：Heated 3 hours at 180 DEG C, aberration
For Hazen4；Ageing properties：Oxygen absorbed 0.20% after placement 15h.
Colourless hydrogenated terpene resin and raw material T105, T115, T125 terpene that test above-described embodiment 1-6 is prepared respectively
Olefine resin respectively tests its heat endurance, annular initial bonding strength, holding power, peeling force using following methods：
Heat stability testing：By LY/T1928-2010 requirements, the colourless hydrogenated terpene resin obtained by embodiment 1-6, original
Expect food-grade terpene resin each 10g of T105, T115, T125, be respectively placed in internal diameter 10.75+ ± 0.05mm, high 114 ± 1mm nothing
Color flat-bottomed glass test tube, does not jump a queue, and then these test tubes is put into 180 DEG C of air dry oven and stood, and observes color sample
The degree changed over time；
Annular initial bonding strength test：Carried out by GB/T31125-2014；
Holding power is tested：Carried out by GB/T4851-2014；
Peel test force：Carried out by GB/T2792-2014.
Each test result is as shown in table 1：
The performance parameter of 1 each embodiment of table
Properties of product test result can be learnt from table 1 and embodiment：Product made from preparation method through the present invention adds
The color Hazen that receives is less than 20, and softening point is high, heat endurance, weatherability, shoes strong, and product quality can reach U.S. Asia-Pacific and go through
Sang Na companies and Japanese Anyuan KCC like product standard.
Described above is the preferred embodiment of the present invention, is not restricted to the present invention.It will be understood by those skilled in the art that
Some improvement and modification made under the premise without departing from the principles of the invention, also should be regarded as protection scope of the present invention.
Claims (8)
1. a kind of preparation method of colourless hydrogenated terpene resin, it is characterised in that preparation method includes the steps：
Step 1：Environmentally friendly solvent, food-grade terpene resin and pretreating agent are added in a kettle, are pre-processed；
Step 2：The pretreated mixture of step 1 is transferred in autoclave, with Ni-MgO-SiO2-Al2O3It is compound to urge
Agent is hydrogenation catalyst, carries out hydrotreating；
Step 3：Intermediate product after step 2 hydrotreating is transferred in distillation still, is evaporated under reduced pressure, recovery environmental protection is molten
Agent, filtering and discharging, obtain colourless hydrogenated terpene resin.
2. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：In the step 1,
The pretreating agent is powdered activated aluminum oxide, and input amount is the food-grade terpene resin gross mass 1-10%；The reactor
Middle Hydrogen Vapor Pressure is 3-10MPa, and temperature is 200-250 DEG C, a length of 1-4 hours during stirring reaction.
3. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：In the step 2,
It is 110-180 DEG C, pressure 3-8MPa, mixing speed 100-600rpm to control autoclave interior reaction temperature, a length of during reaction
1-2 hours.
4. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：In the step 2
Ni-MgO-SiO2-Al2O3Ni contents in composite catalyst are 50-60%, the Ni-MgO-SiO2-Al2O3Compound catalysis
The input amount of agent is the 1-10% of food-grade terpene resin quality.
5. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：The food-grade terpenes
Resin is to be formed using firpene isolated in rosin or turpentine oil as polymerizable raw material, the firpene be australene, nopinene or
The mixture that three kinds of monomers of dipentene are mixed with arbitrary proportion.
6. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：In the step 2
Environmentally friendly solvent is the one or more in D40, D50 and D60, and the environmentally friendly solvent input amount is food-grade terpene resin quality
50-100%.
7. the preparation method of colourless hydrogenated terpene resin according to claim 1, it is characterised in that：The Ni-MgO-
SiO2-Al2O3Ni contents in composite catalyst are 50%.
8. the preparation method of colourless hydrogenated terpene resin according to claim 3, it is characterised in that：Adopted in the step 3
With high vacuum distillation, the vacuum in the distillation still reaches 500-1000Pa, 100-210 DEG C of vapo(u)rizing temperature, and distillation time is
0.5-1.5 hours.
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| CN201711160387.7A CN107880160A (en) | 2017-11-20 | 2017-11-20 | A kind of preparation method of colourless hydrogenated terpene resin |
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| CN201711160387.7A CN107880160A (en) | 2017-11-20 | 2017-11-20 | A kind of preparation method of colourless hydrogenated terpene resin |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116332603A (en) * | 2023-03-30 | 2023-06-27 | 安徽皖科新科技发展有限公司 | Tunnel grouting material, and preparation method and application thereof |
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|---|---|---|---|---|
| CN1139675A (en) * | 1995-02-03 | 1997-01-08 | 赫尔克里斯有限公司 | Method of reducing colour by adding hydrogen into resin |
| WO1999062987A1 (en) * | 1998-05-29 | 1999-12-09 | Mitsubishi Plastics, Inc. | Polyolefin film for stretch packaging |
| CN1709927A (en) * | 2005-07-08 | 2005-12-21 | 广西大学 | Method for preparing colorless terpene resin |
| CN104877076A (en) * | 2015-05-19 | 2015-09-02 | 广西众昌树脂有限公司 | Preparation method of colorless terpene resin |
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2017
- 2017-11-20 CN CN201711160387.7A patent/CN107880160A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1139675A (en) * | 1995-02-03 | 1997-01-08 | 赫尔克里斯有限公司 | Method of reducing colour by adding hydrogen into resin |
| WO1999062987A1 (en) * | 1998-05-29 | 1999-12-09 | Mitsubishi Plastics, Inc. | Polyolefin film for stretch packaging |
| CN1709927A (en) * | 2005-07-08 | 2005-12-21 | 广西大学 | Method for preparing colorless terpene resin |
| CN104877076A (en) * | 2015-05-19 | 2015-09-02 | 广西众昌树脂有限公司 | Preparation method of colorless terpene resin |
Non-Patent Citations (2)
| Title |
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| 张磊等: "碳五石油树脂加氢脱氯的研究", 《精细石油化工》 * |
| 艾道银等: "C5 加氢石油树脂装置氧化铝床工艺条件优化", 《甘肃科技纵横》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116332603A (en) * | 2023-03-30 | 2023-06-27 | 安徽皖科新科技发展有限公司 | Tunnel grouting material, and preparation method and application thereof |
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| CB02 | Change of applicant information | ||
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Address after: 527200 Baihe Yandun Village, Shuangdong Town, Yunfu City, Guangdong Province Applicant after: Guangdong Starlight Resin Technology Co., Ltd. Address before: 527200 Baihe Yandun Village, Shuangdong Town, Yunfu City, Guangdong Province Applicant before: Luoding Xingguang Chemical Engineering Co., Ltd. |
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Application publication date: 20180406 |