JPH03203995A - Production of lubricating oil - Google Patents
Production of lubricating oilInfo
- Publication number
- JPH03203995A JPH03203995A JP1344825A JP34482589A JPH03203995A JP H03203995 A JPH03203995 A JP H03203995A JP 1344825 A JP1344825 A JP 1344825A JP 34482589 A JP34482589 A JP 34482589A JP H03203995 A JPH03203995 A JP H03203995A
- Authority
- JP
- Japan
- Prior art keywords
- lubricating oil
- styrene
- oligomer
- polymerization
- pref
- Prior art date
- 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.)
- Pending
Links
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 15
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 30
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 7
- 239000007788 liquid Substances 0.000 claims abstract description 7
- 125000003118 aryl group Chemical group 0.000 claims abstract description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 5
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 4
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 4
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 4
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 3
- 235000011116 calcium hydroxide Nutrition 0.000 claims description 3
- 239000003921 oil Substances 0.000 abstract description 5
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 2
- 238000001914 filtration Methods 0.000 abstract description 2
- 238000006386 neutralization reaction Methods 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920013639 polyalphaolefin Polymers 0.000 description 1
- -1 polycyclic aromatic compound Chemical class 0.000 description 1
- 238000011002 quantification Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、潤滑用油の製造方法に関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a method for producing lubricating oil.
特開昭５５−５７．５２４号公報には、スチレン等を２
量化し、次いでこの２量化物と芳香族炭化水素とを反応
させて、潤滑油等として有用な多環芳香族化合物を製造
することが記載されている。そして、２量化反応はフッ
素置換脂肪族スルホン酸を用いて行っており、生成物の
９０％以上はスチレン２量体である。In Japanese Patent Application Laid-open No. 55-57.524, styrene etc.
It is described that a polycyclic aromatic compound useful as a lubricating oil or the like is produced by quantification and then reacting the dimerized product with an aromatic hydrocarbon. The dimerization reaction is carried out using a fluorine-substituted aliphatic sulfonic acid, and more than 90% of the product is a styrene dimer.
本発明は、潤滑用油として好適なスチレンオリゴマーを
製造することを目的とする。The object of the present invention is to produce a styrene oligomer suitable as a lubricating oil.
本発明は、スチレンを、リン酸又は芳香族スルホン酸の
６０〜９５重量％水溶液の存在下に重合させて液状スチ
レンオリゴマーからなる潤滑用油の製造する方法である
。The present invention is a method for producing a lubricating oil comprising a liquid styrene oligomer by polymerizing styrene in the presence of a 60 to 95% by weight aqueous solution of phosphoric acid or aromatic sulfonic acid.
本発明で重合に使用する触媒は、リン酸又は芳香族スル
ホン酸であり、芳香族スルホン酸としてはパラトルエン
スルホン酸が好ましい。これらの触媒は６０〜９０重量
％の水溶液の状態で使用する必要があり、これ以外の濃
度では液状スチレンオリゴマーは得られない。触媒水溶
液の使用量は、スチレンに対し１〜４重量重量％跡適当
である。The catalyst used for polymerization in the present invention is phosphoric acid or aromatic sulfonic acid, and the aromatic sulfonic acid is preferably para-toluenesulfonic acid. These catalysts must be used in the form of an aqueous solution of 60 to 90% by weight; liquid styrene oligomers cannot be obtained at concentrations other than this. The amount of the aqueous catalyst solution used is approximately 1 to 4% by weight based on styrene.
また、重合温度は８０〜１２０℃程度であり、好ましく
は９０〜１１０℃である。重合はオリゴマーの数平均分
子量が１５０〜３００となるように行うことが望ましい
が、重合時間としては１〜５時間程度、好ましくは１．
５〜３時間である。Moreover, the polymerization temperature is about 80 to 120°C, preferably 90 to 110°C. The polymerization is preferably carried out so that the number average molecular weight of the oligomer is 150 to 300, and the polymerization time is about 1 to 5 hours, preferably 1.5 hours.
It takes 5 to 3 hours.
重合反応終了後、中和、洗浄して液状オリゴマーを得る
。中和は消石灰を用いて行えば、触媒と反応して不溶性
の塩を形成するので分離が容易である。なお、このオリ
ゴマーは必要により、蒸留等をして精製したり、分子量
を揃えたりしてもよいが、沸点が高いため有利とはいえ
ない。After the polymerization reaction is completed, it is neutralized and washed to obtain a liquid oligomer. If neutralization is carried out using slaked lime, it will react with the catalyst to form an insoluble salt, which will be easily separated. Note that, if necessary, this oligomer may be purified by distillation or the like, or its molecular weight may be made uniform, but this is not advantageous because of its high boiling point.
本発明の製造方法によって得られたスチレンオリゴマー
は、数平均分子量／重量平均分子量が１゜０５〜１．３
０であり、無色透明ないしは黄色透明であり、密度が１
．０１〜１．０３であり、その他実施例に示すような特
性を有する。特に、密度が１以上という特性を有するた
め、止水油等の用途が期待できるほか、アニリン点が低
いという特性からは冷凍機油、エマルジョン油の基油、
ポリアルファーオレフィン油等の潤滑油との相溶化剤等
の用途が期待できる。そして、本発明の潤滑用油には、
必要により添加剤あるいは他の潤滑用油を混合して潤滑
油とする。The styrene oligomer obtained by the production method of the present invention has a number average molecular weight/weight average molecular weight of 1°05 to 1.3.
0, colorless and transparent or yellow transparent, and density is 1
．． 01 to 1.03, and has other characteristics as shown in Examples. In particular, since it has a density of 1 or more, it is expected to be used as a water stop oil, and because of its low aniline point, it can be used as a base oil for refrigeration oil, emulsion oil, etc.
It is expected to be used as a compatibilizer with lubricating oils such as polyalphaolefin oils. The lubricating oil of the present invention includes:
If necessary, additives or other lubricating oils may be mixed to form a lubricating oil.
以下、実施例に基づいて、本発明を具体的に説明する。 Hereinafter, the present invention will be specifically explained based on Examples.
実施例１〜２
スチレン１，２００ｇにｐ−トルエンスルホン酸（ＰＴ
Ｓ）の７０％水溶液又は９０％水溶液２４ｇを加え、１
００℃で２時間反応させた。反応終了後、消石灰を加え
て中和した後、ろ過して液状のスチレンオリゴマーを得
た。このものの−膜物性及び潤滑油としての物性を第１
表に示す。Examples 1-2 1,200 g of styrene was mixed with p-toluenesulfonic acid (PT
Add 24 g of a 70% aqueous solution or 90% aqueous solution of S),
The reaction was carried out at 00°C for 2 hours. After the reaction was completed, slaked lime was added to neutralize the mixture, followed by filtration to obtain a liquid styrene oligomer. The physical properties of this material as a film and as a lubricating oil are the first.
Shown in the table.
第 １ 表
〔発明の効果〕
本発明の製造方法によれば、潤滑油として優れた性能を
有する潤滑用油を得ることができる。Table 1 [Effects of the Invention] According to the production method of the present invention, a lubricating oil having excellent performance as a lubricating oil can be obtained.
Claims (2)
〜９５重量％水溶液の存在下に重合させることを特徴と
する液状スチレンオリゴマーからなる潤滑用油の製造方
法。(1) Styrene, 60% phosphoric acid or aromatic sulfonic acid
A method for producing a lubricating oil comprising a liquid styrene oligomer, which comprises polymerizing in the presence of a ~95% by weight aqueous solution.
これをろ過することを特徴とする請求項１記載の潤滑用
油の製造方法。(2) The method for producing a lubricating oil according to claim 1, characterized in that after polymerization, slaked lime is added to neutralize the product and then filtered.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1344825A JPH03203995A (en) | 1989-12-28 | 1989-12-28 | Production of lubricating oil |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1344825A JPH03203995A (en) | 1989-12-28 | 1989-12-28 | Production of lubricating oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03203995A true JPH03203995A (en) | 1991-09-05 |
Family
ID=18372266
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1344825A Pending JPH03203995A (en) | 1989-12-28 | 1989-12-28 | Production of lubricating oil |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03203995A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0641756A1 (en) * | 1993-09-06 | 1995-03-08 | Goi Chemical Company, Ltd. | Method of preparing unsaturated dimers of alpha-methylstyrenes |
| US20120283397A1 (en) * | 2010-01-18 | 2012-11-08 | Nippon Soda Co., Ltd. | Styrene polymer and manufacturing method therefor |
| CN107983409A (en) * | 2016-10-26 | 2018-05-04 | 中国石油化工股份有限公司 | The preparation method of low-molecular olefine polymer |
-
1989
- 1989-12-28 JP JP1344825A patent/JPH03203995A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0641756A1 (en) * | 1993-09-06 | 1995-03-08 | Goi Chemical Company, Ltd. | Method of preparing unsaturated dimers of alpha-methylstyrenes |
| US20120283397A1 (en) * | 2010-01-18 | 2012-11-08 | Nippon Soda Co., Ltd. | Styrene polymer and manufacturing method therefor |
| JPWO2011086926A1 (en) * | 2010-01-18 | 2013-05-16 | 日本曹達株式会社 | Styrene polymer and process for producing the same |
| CN107983409A (en) * | 2016-10-26 | 2018-05-04 | 中国石油化工股份有限公司 | The preparation method of low-molecular olefine polymer |
| CN107983409B (en) * | 2016-10-26 | 2020-10-27 | 中国石油化工股份有限公司 | Process for producing low-molecular olefin polymer |
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