KR910004672B1 - Process for the preparation of oil-dissolvic calciumsulfonate - Google Patents
Process for the preparation of oil-dissolvic calciumsulfonate Download PDFInfo
- Publication number
- KR910004672B1 KR910004672B1 KR1019870015469A KR870015469A KR910004672B1 KR 910004672 B1 KR910004672 B1 KR 910004672B1 KR 1019870015469 A KR1019870015469 A KR 1019870015469A KR 870015469 A KR870015469 A KR 870015469A KR 910004672 B1 KR910004672 B1 KR 910004672B1
- Authority
- KR
- South Korea
- Prior art keywords
- sulfonic acid
- heavy alkylbenzene
- heavy
- oil
- methanol
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 27
- ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000004996 alkyl benzenes Chemical class 0.000 claims abstract description 11
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 7
- 239000011575 calcium Substances 0.000 claims abstract description 7
- 239000000292 calcium oxide Substances 0.000 claims abstract description 7
- 235000012255 calcium oxide Nutrition 0.000 claims abstract description 7
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 6
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 238000003756 stirring Methods 0.000 claims 1
- 238000010792 warming Methods 0.000 claims 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 7
- 239000002253 acid Substances 0.000 abstract description 4
- 239000010687 lubricating oil Substances 0.000 abstract description 3
- 238000002485 combustion reaction Methods 0.000 abstract description 2
- 239000003921 oil Substances 0.000 abstract description 2
- 230000003449 preventive effect Effects 0.000 abstract description 2
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 3
- 239000010705 motor oil Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- -1 ferrous metals Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000004572 hydraulic lime Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/04—Calcium compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
본 발명은 내연기관용 엔진오일에 방청제로 사용되는 유동성이 좋은 용성 칼슘 설포네이트의 제조방법에 관한 것이다.The present invention relates to a process for producing a soluble calcium sulfonate having good fluidity used as a rust inhibitor in engine oils for internal combustion engines.
종래의 유용성 칼슘설포네이트를 제조함에 있어서 제품의 점도가 커서 유동성이 없고 따라서 용해도가 낮아 엔진오일 제조시 현탁해지는 문제가 있었다.In preparing a conventional oil-soluble calcium sulfonate, there is a problem in that the viscosity of the product is large so that there is no fluidity, and therefore, the solubility is low, thereby suspending the production of engine oil.
이와 같은 문제를 해결하기 위해서 연구한 결과 중질알킬벤젠설폰산과 생석회에 메탄올과 물을 중질알킬벤젠설폰산에 대해 5 내지 15중량% 가하여 반응시키므로서 유동성이 좋은 유용성 칼슘 설포네이트를 제조하는데 성공 하였다.In order to solve this problem, the present study succeeded in preparing oil-soluble calcium sulfonate having good fluidity by reacting methanol and water to heavy alkylbenzene sulfonic acid and quicklime by adding 5 to 15% by weight to heavy alkylbenzene sulfonic acid.
고온에서 작동되는 엔진 내부에는 운전중에 수분의 혼입이 필연적으로 발생되며 공기중의 산소와 반응하여 비철금속에 녹이 발생하게 된다.Inside the engine operating at high temperatures, water inevitably occurs during operation, and rust is generated in non-ferrous metals by reacting with oxygen in the air.
이와 같은 녹은산소와 물의 작용에 의해 금속표면에 생성되는 산화물 또는 수산화물의 혼합물로서 철강제품이나 기계장치의 운전에 장해를 일으키는 중요한 원인이 된다.A mixture of oxides or hydroxides produced on the metal surface by the action of dissolved oxygen and water is an important cause of obstacles in the operation of steel products and machinery.
윤활유에도 녹의 발생을 억제하기 위해 많은 종류의 방청제가 이용되고 있다.Many kinds of rust preventive agents are used in lubricating oils to suppress the occurrence of rust.
윤활유용 방청제로서 필요한 성질은 금속에 대한 충분한 흡착성과 오일에 대한 용해성이며 이를 위해 방청제는 강한 극성기와 적당한 진유기(탄화수소기)를 갖고 있어야만 한다. 따라서 유용성 계면활성제 종류에 속하는 것으로 금속 또는 금속산화물과의 상호작용이 큰 것이라야 하며, 일반적으로 사용되는 것을 분자량이 500전후인 합성설폰산의 금속염들이다.The properties required as rust inhibitors for lubricating oils are sufficient adsorption to metals and solubility in oils. For this purpose, rust inhibitors must have a strong polarity and a suitable organic group (hydrocarbon group). Therefore, they belong to the class of oil-soluble surfactants and should have a large interaction with metals or metal oxides. Commonly used metal salts of synthetic sulfonic acid having molecular weight around 500 are used.
본 발명에 사용한 중질알킬벤젠설폰산은 분자량이 450정도로 중질알킬벤젠을 설폰화시켜 얻은 합성설폰상이며, 금속과의 염을 만들기 위해 적당한 유기용매와 함께 반응시켰다. 반응에 사용한 금속산화물은 생석회이며, 중질알킬벤젠설폰산에 대해 1 내지 2몰비를 사용하였다.The heavy alkylbenzene sulfonic acid used in the present invention is a synthetic sulfone phase obtained by sulfonating heavy alkylbenzene with a molecular weight of about 450, and reacted with a suitable organic solvent to form a salt with a metal. The metal oxide used for the reaction was quicklime, and a 1 to 2 molar ratio was used relative to heavy alkylbenzenesulfonic acid.
한편 유기용매로는 탄소수 1 내지 4의 저비점 알코올이며 본 발명에서는 메탄올을 중질알킬벤젠설폰산에 대해 5 내지 15중량% 사용하였으며 최종생성물의 유동성 및 유용성을 얻기 위해 메탄올과 동량의 물을 첨가하였다. 한편 반응온도는 50℃ 내지 60℃을 유지하였다.Meanwhile, the organic solvent is a low-boiling alcohol having 1 to 4 carbon atoms. In the present invention, methanol is used in an amount of 5 to 15% by weight based on heavy alkylbenzenesulfonic acid, and methanol and the same amount of water are added to obtain fluidity and usefulness of the final product. On the other hand, the reaction temperature was maintained at 50 ℃ to 60 ℃.
본 발명을 실시예를 들어 자세히 설명하며 다음과 같다.The present invention will be described in detail with reference to Examples.
[실시예]EXAMPLE
1리이터 사구 둥근바닥 플라스크에 비중(15℃) 0.91, 평균분자량 450, 설폰산함량 40%, 전산가 55mg/KOH/g, 의 물성을 갖는 중질알킬벤젠설폰산 200g과 메탄올 15g, 물 15g을 넣어 교반하면서 50℃로 가열 하였다. 이 반응기에 생석회 10.8g을 서서히 가하고 60℃로 온도를 올려 1시간 교반 하였다. 반응 완료 후 온도를 150℃까지 올려 메탄올과 물을 증류 제거하고 이 반응의 생석회를 여과, 제거 하였다.Into a one-liter four-necked round-bottom flask, 200 g of heavy alkylbenzenesulfonic acid, 15 g of methanol, and 15 g of water having specific properties of 0.91, average molecular weight of 450, sulfonic acid content of 40%, total acidity of 55 mg / KOH / g, and 15 g of water were stirred. While heated to 50 ℃. 10.8 g of quicklime was slowly added to the reactor, and the temperature was raised to 60 ° C and stirred for 1 hour. After completion of the reaction, the temperature was raised to 150 ° C. to distill off methanol and water, and quicklime of the reaction was filtered and removed.
물성을 분석한 결과 전압카리가 19.6mg/KOH/g이었으며 100℃에서 동점도는 134.3cSt이고 원소분석 결과 칼슘은 1.9중량%, 황은 2.8중량%이었다. 이와 같이 중질알킬벤젠설폰산에 대해 5 내지 15중량%의 메탄올과 물을 넣으므로서 유동성 좋으며, 엔진오일 제조시 현탁되지 않는 효과가 있다.As a result of analyzing the physical properties, the voltage carry was 19.6mg / KOH / g, the kinematic viscosity was 134.3cSt at 100 ℃, and the elemental analysis showed 1.9% by weight of calcium and 2.8% by weight of sulfur. Thus, by adding 5 to 15% by weight of methanol and water relative to the heavy alkylbenzene sulfonic acid, the fluidity is good, there is an effect that is not suspended in the production of engine oil.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019870015469A KR910004672B1 (en) | 1987-12-30 | 1987-12-30 | Process for the preparation of oil-dissolvic calciumsulfonate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019870015469A KR910004672B1 (en) | 1987-12-30 | 1987-12-30 | Process for the preparation of oil-dissolvic calciumsulfonate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR890009948A KR890009948A (en) | 1989-08-05 |
| KR910004672B1 true KR910004672B1 (en) | 1991-07-09 |
Family
ID=19267751
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019870015469A KR910004672B1 (en) | 1987-12-30 | 1987-12-30 | Process for the preparation of oil-dissolvic calciumsulfonate |
Country Status (1)
| Country | Link |
|---|---|
| KR (1) | KR910004672B1 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113004176B (en) * | 2021-03-23 | 2022-09-16 | 甘肃森瀚石油科技有限公司 | Method for removing sulfur trioxide in heavy alkyl benzene sulfonic acid production |
-
1987
- 1987-12-30 KR KR1019870015469A patent/KR910004672B1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR890009948A (en) | 1989-08-05 |
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