JP3078613B2 - Lubrication function imparting agent - Google Patents
Lubrication function imparting agentInfo
- Publication number
- JP3078613B2 JP3078613B2 JP22890091A JP22890091A JP3078613B2 JP 3078613 B2 JP3078613 B2 JP 3078613B2 JP 22890091 A JP22890091 A JP 22890091A JP 22890091 A JP22890091 A JP 22890091A JP 3078613 B2 JP3078613 B2 JP 3078613B2
- Authority
- JP
- Japan
- Prior art keywords
- imparting agent
- wax
- lubricating function
- modified silicone
- compound
- 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.)
- Expired - Lifetime
Links
Landscapes
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
- Lubricants (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、潤滑機能付与剤に関
し、更に詳しくは、良好な拭き取り作業性を有するとと
もに、優れた潤滑機能付与効果及びその良好な持続性を
有する潤滑機能付与剤に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a lubricating function-imparting agent, and more particularly, to a lubricating function-imparting agent having good wiping workability, an excellent lubricating function-imparting effect and good durability.
【０００２】[0002]
【従来の技術】従来、この種の潤滑機能付与を目的とす
るものとしては、ワックス系のものと、シリコーン系の
ものが知られている。2. Description of the Related Art Conventionally, a wax-based material and a silicone-based material having a lubricating function are known.
【０００３】ワックス系のものは潤滑機能も付与するも
のの、艶出し効果の方が大きく、また拭き取り作業性が
悪く、例えばカーワックスとして使用する場合に拭き取
りに手間がかかるという問題がある。また通常のシリコ
ーン系については、艶出し効果もあり、潤滑機能付与効
果もあるが、ワックスとの相溶性がなく、またワックス
変性したカルナウバ変性シリコーンは潤滑機能付与効果
は低下し、艶出し効果が出てくる。[0003] Although wax-based ones also provide a lubricating function, they have a large polishing effect and are poor in wiping workability. For example, when used as car wax, there is a problem that wiping is troublesome. In addition, ordinary silicones have a glossing effect and a lubrication function-imparting effect, but they are not compatible with wax, and wax-modified carnauba-modified silicone has a reduced lubrication function-imparting effect and a glossing effect. Come out.
【０００４】以上のように、これまでの潤滑機能付与剤
は、その拭き取り作業性及び潤滑付与効果、その持続
性、並びに取り扱い性及び使用形態の面で必ずしも満足
し得るものとは言い難いのが実情である。As described above, it is difficult to say that the conventional lubricating function-imparting agents can always be satisfied in terms of their wiping workability and lubricating effect, their sustainability, handling properties and use form. It is a fact.
【０００５】[0005]
【発明が解決しようとする課題】本発明は、上記実情に
鑑み、拭き取り作業性、潤滑付与効果、その持続性、並
びに取り扱い性及び使用形態において充分に満足し得る
潤滑機能付与剤を提供するものである。SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and provides a lubricating function-imparting agent which is sufficiently satisfactory in wiping workability, lubricating effect, sustainability, handleability and use form. It is.
【０００６】[0006]
【課題を解決するための手段】即ち、本発明は少なくと
も１個の水素基を有する有機珪素化合物と、該水素基と
反応する二重結合を少なくとも１個有する炭素数１８以
上の炭化水素化合物とを反応させてなる変性シリコーン
化合物をワックス類に対して０．５〜８０重量％混合し
てなる潤滑機能付与剤を内容とするものである。That is, the present invention relates to an organosilicon compound having at least one hydrogen group and a hydrocarbon compound having at least one double bond reacting with the hydrogen group and having 18 or more carbon atoms. The composition contains a lubricating function-imparting agent obtained by mixing 0.5 to 80% by weight of the modified silicone compound obtained by the reaction with the wax.
【０００７】少なくとも１個の水素基を有する有機珪素
化合物としては、ポリメチルハイドロジェンシロキサ
ン、メチルハイドロジェンシロキサン−ジメチルシロキ
サンコポリマー等が挙げられる。また、二重結合を少な
くとも１個有する炭素数１８以上の炭化水素化合物とし
ては、α−オレフィン、ポリエチレンワックス、１，４
−ポリブタジエン、１，２−ポリブタジエン、ポリブテ
ン等、及びこれらの混合物が挙げられる。炭素数が１８
未満のものとの反応物ではワックスとの相溶性が悪くな
る。この観点から、炭素数が１８以上、望ましくは２４
〜４０の炭化水素化合物が用いられる。Examples of the organosilicon compound having at least one hydrogen group include polymethyl hydrogen siloxane and methyl hydrogen siloxane-dimethyl siloxane copolymer. Examples of the hydrocarbon compound having at least one double bond and having 18 or more carbon atoms include α-olefin, polyethylene wax, and 1,4.
-Polybutadiene, 1,2-polybutadiene, polybutene and the like, and mixtures thereof. 18 carbon atoms
Reactants with less than one have poor compatibility with the wax. In this respect, the carbon number is preferably 18 or more, more preferably 24 or more.
Up to 40 hydrocarbon compounds are used.
【０００８】変性シリコーン化合物の合成例を示すと、
ポリメチルハイドロジェンシロキサン（メチルハイドロ
ジェンシロキサン−ジメチルシロキサンコポリマーも含
む）と末端にビニル基１個を有するα−オレフィンを混
合し、触媒として塩化白金酸を添加し、加温し付加反応
させる。An example of the synthesis of a modified silicone compound is shown below.
Polymethyl hydrogen siloxane (including methyl hydrogen siloxane-dimethyl siloxane copolymer) and an α-olefin having one vinyl group at a terminal are mixed, chloroplatinic acid is added as a catalyst, and the mixture is heated and subjected to an addition reaction.
【０００９】この反応は、メチルハイドロジェンシロキ
サンのもつ水素基にα−オレフィンを付加させるもので
あるが、すべての水素基に付加させることは難しい。そ
こで、より熱安定性に優れたものにする場合は、α−オ
レフィンを最大限に付加させた後、残る水素基にプロピ
レンを付加させて水素基を封鎖することもできる。いず
れにしても、得られた反応生成物はアセトン等により数
回洗浄して精製される。In this reaction, α-olefin is added to hydrogen groups of methyl hydrogen siloxane, but it is difficult to add α-olefin to all hydrogen groups. In order to further improve the thermal stability, it is also possible to add the α-olefin to the maximum and then add propylene to the remaining hydrogen groups to block the hydrogen groups. In any case, the obtained reaction product is purified by washing several times with acetone or the like.
【００１０】本発明に用いられる変性シリコーン化合物
は、二重結合を少なくとも１個有する炭化水素化合物と
して炭素数１８以上のものを使用して、これを少なくと
も１個の水素基を有する有機珪素化合物に付加反応させ
ているので、通常のシリコーンオイルと異なり、ワック
ス類との相溶性が良好であるという特徴を有する。更に
また、シリコーン化合物のもつ撥水性、防汚性、艶出し
効果等も発現する。The modified silicone compound used in the present invention uses a hydrocarbon compound having 18 or more carbon atoms as a hydrocarbon compound having at least one double bond and converts it into an organosilicon compound having at least one hydrogen group. Since the addition reaction is carried out, it has a characteristic that, unlike ordinary silicone oils, it has good compatibility with waxes. Furthermore, the water repellency, antifouling property, gloss effect, etc. of the silicone compound are exhibited.
【００１１】本発明の潤滑機能付与剤は、変性シリコー
ン化合物とワックス類と混合して得られる。変性シリコ
ーン化合物は、ワックス類に対し０．５〜８０重量％の
混合量で充分な潤滑機能が発揮される。更には、これら
にアルミニウム、ガリウム等の金属粒子、カーボン、粘
土鉱物等の無機物や有機系の粒状体を混合することもで
きる。これらは、例えばスキー用ワックスとして用いら
れる。またカーワックスとして、ワックスがけの作業性
向上を図るとともに、潤滑性は勿論のこと、撥水性、防
汚性、艶出し性も付与する。更には、靴クリームや家具
艶出しクリームなどにも使用される。The lubricating function-imparting agent of the present invention is obtained by mixing a modified silicone compound with a wax. The modified silicone compound exhibits a sufficient lubricating function when mixed in an amount of 0.5 to 80% by weight with respect to the waxes. Furthermore, metal particles such as aluminum and gallium, and inorganic and organic particles such as carbon and clay minerals can be mixed with these. These are used, for example, as ski wax. In addition, the car wax improves the workability of waxing and imparts not only lubricity, but also water repellency, antifouling property, and glossing property. Furthermore, it is also used for shoe cream, furniture gloss cream and the like.
【００１２】[0012]
【実施例】以下、本発明を実施例及び比較例に基づき更
に詳細に説明するが、本発明はこれらにより何ら制限さ
れるものではない。尚、以下の記載において、「部」及
び「％」は特に断らない限り、「重量部」、「重量％」
をそれぞれ意味する。EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited thereto. In the following description, “parts” and “%” are “parts by weight” and “% by weight” unless otherwise specified.
Respectively.
【００１３】実施例１ ポリメチルハイドロジェンシロキサン（Ｐ＝３５０、Ｍ
Ｗ＝２６０００）４７．２部、α−オレフィン（「ダイ
ヤレン−３０」、三菱化成株式会社製、炭素数２８〜５
２（３０〜３６主体））５２．８部、０．１％Ｈ2 Ｐｔ
Ｃｌ6 ・６Ｈ2Ｏ イソプロピルアルコール溶液８部を
反応器に仕込み、１２０℃で９時間反応させた。さら
に、０．１％Ｈ2 ＰｔＣｌ6 ・６Ｈ2 Ｏ イソプロピル
アルコール溶液４部を追加し、反応器内にプロピレンガ
スを吹き込み１２０℃で５時間反応させた。反応生成物
の粘度が約１００００ｃｐｓに達した時反応を停止させ
た。反応生成物は、アセトンで３回洗浄し、精製乾燥し
た。得られた変性シリコーン化合物のシリコーン含有率
は４７．２％であった。分子量は３８０００で乳白色の
固体であった。Example 1 Polymethylhydrogensiloxane (P = 350, M
W = 26000) 47.2 parts, α-olefin (“DIALEN-30”, manufactured by Mitsubishi Chemical Corporation, carbon number 28 to 5)
2 (30-36 main)) 52.8 parts, 0.1% H 2 Pt
G of Cl 6 · 6H 2 O isopropyl alcohol solution 8 parts to the reactor and allowed to react for 9 hours at 120 ° C.. Furthermore, by adding a 0.1% H 2 PtCl 6 · 6H 2 O isopropyl alcohol solution 4 parts, it was reacted for 5 hours at 120 ° C. blowing propylene gas in the reactor. The reaction was stopped when the viscosity of the reaction product reached about 10,000 cps. The reaction product was washed three times with acetone and purified and dried. The silicone content of the obtained modified silicone compound was 47.2%. The molecular weight was 38,000 and it was a milky white solid.
【００１４】得られた変性シリコーン化合物３部、ステ
アリン酸５部、カルナウバワックス２０部をミネラルス
ピリット７２部に溶解し、艶出しワックスを得た。この
ものを表面平滑なステンレス板に塗工し、乾燥後の拭き
取り作業性、拭き取り後の艶出し効果及び撥水性を観察
した。結果を表１に示す。変性シリコーン化合物添加に
よる潤滑機能付与効果により、拭き取り作業性が著しく
向上した。さらに、撥水性も優れたものであった。3 parts of the obtained modified silicone compound, 5 parts of stearic acid and 20 parts of carnauba wax were dissolved in 72 parts of mineral spirit to obtain a glazing wax. This was coated on a stainless steel plate having a smooth surface, and the wiping workability after drying, the polishing effect after wiping, and the water repellency were observed. Table 1 shows the results. Due to the effect of imparting the lubricating function by the addition of the modified silicone compound, the wiping workability has been significantly improved. Furthermore, the water repellency was also excellent.
【００１５】比較例１ 実施例１で合成した変性シリコーン化合物を添加しない
以外は、実施例１と同様にして艶出しワックスを得、実
施例１と同様にして、拭き取り作業性と、艶出し効果、
撥水性を観察した。結果を表１に示す。Comparative Example 1 A glazing wax was obtained in the same manner as in Example 1 except that the modified silicone compound synthesized in Example 1 was not added, and wiping workability and glazing effect were obtained in the same manner as in Example 1. ,
Water repellency was observed. Table 1 shows the results.
【００１６】[0016]
【表１】 [Table 1]
【００１７】 拭き取り作業性： ステンレス板に塗工乾燥後、タオルで塗工面を拭き取
り、その容易さを評価した。 ◎ 潤滑性及び拭き取り作業性に優れている。 × 潤滑性が不十分で、拭き取り作業性が悪い。 撥水性： 水滴を落とし、そのはじき具合を観察した。 ◎：非常に優れている △：やや不良である ×：不良であるWiping workability: After coating and drying on a stainless steel plate, the coated surface was wiped off with a towel, and its easiness was evaluated. ◎ Excellent lubricity and wiping workability. × Insufficient lubricity and poor wiping workability. Water repellency: Drops of water were dropped, and the repellency was observed. ◎: Very good △: Somewhat bad ×: Bad
【００１８】[0018]
【発明の効果】叙上の通り、本発明の潤滑機能付与剤
は、拭き取り作業性が良好で、且つ優れた潤滑機能付与
効果を発揮し、しかも良好なワックス相溶性を有する。As described above, the lubricating function-imparting agent of the present invention has good wiping workability, exhibits an excellent lubricating function-imparting effect, and has good wax compatibility.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 ＦＩ Ｃ１０Ｍ 107:50 105:04） Ｃ１０Ｎ 50:08 (56)参考文献 特開 昭63−3076（ＪＰ，Ａ) 特開 平２−64115（ＪＰ，Ａ) 特開 昭56−82894（ＪＰ，Ａ) 特開 平２−140295（ＪＰ，Ａ) 特開 昭54−18487（ＪＰ，Ａ) 特公 昭43−12334（ＪＰ，Ｂ１) (58)調査した分野(Int.Cl.7，ＤＢ名) C10M 107/50 C10M 139/04 C09K 3/18 C09G 1/00 ────────────────────────────────────────────────── (5) Continuation of the front page (51) Int.Cl. 7 Identification symbol FI C10M 107: 50 105: 04) C10N 50:08 (56) References JP-A-63-3076 (JP, A) JP-A-2 JP-A-64115 (JP, A) JP-A-56-82894 (JP, A) JP-A-2-140295 (JP, A) JP-A-54-18487 (JP, A) JP-B-43-12334 (JP, B1) (58) Fields surveyed (Int. Cl. 7 , DB name) C10M 107/50 C10M 139/04 C09K 3/18 C09G 1/00
Claims (2)
素化合物と、該水素基と反応する二重結合を少なくとも
１個有する炭素数１８以上の炭化水素化合物とを反応さ
せてなる変性シリコーン化合物をワックス類に対して
０．５〜８０重量％混合してなる潤滑機能付与剤。1. A modified silicone compound obtained by reacting an organosilicon compound having at least one hydrogen group with a hydrocarbon compound having at least one double bond reacting with the hydrogen group and having 18 or more carbon atoms. A lubricating function-imparting agent obtained by mixing 0.5 to 80% by weight to waxes
イドロジェンシロキサン及び／又はメチルハイドロジェ
ンシロキサンージメチルシロキサンコポリマーに、炭素
数１８以上のα−オレフィンを付加してなる請求項１記
載の潤滑機能付与剤。2. The lubricating function-imparting agent according to claim 1, wherein the modified silicone compound is obtained by adding an α-olefin having 18 or more carbon atoms to polymethyl hydrogen siloxane and / or methyl hydrogen siloxane-dimethyl siloxane copolymer. .
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22890091A JP3078613B2 (en) | 1991-08-13 | 1991-08-13 | Lubrication function imparting agent |
| EP92102196A EP0527286A1 (en) | 1991-08-13 | 1992-02-10 | Lubricant |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22890091A JP3078613B2 (en) | 1991-08-13 | 1991-08-13 | Lubrication function imparting agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0543885A JPH0543885A (en) | 1993-02-23 |
| JP3078613B2 true JP3078613B2 (en) | 2000-08-21 |
Family
ID=16883621
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22890091A Expired - Lifetime JP3078613B2 (en) | 1991-08-13 | 1991-08-13 | Lubrication function imparting agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3078613B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR200495744Y1 (en) * | 2020-12-28 | 2022-08-08 | 김성태 | Cooler bag |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9609195A (en) * | 1995-06-06 | 1999-05-11 | Shell Int Research | Anionically polymerized cyclic siloxane block copolymers and siloxane monomers |
| JP3629083B2 (en) * | 1996-02-08 | 2005-03-16 | 花王株式会社 | Modified polysiloxane and process for producing the same |
| US7226502B2 (en) * | 2003-04-10 | 2007-06-05 | Clariant Finance (Bvi) Limited | High softening temperature synthetic alkylsilicone wax |
| US7753998B2 (en) * | 2006-03-29 | 2010-07-13 | Turtle Wax, Inc. | Liquid polishing composition and kit |
| US9187678B2 (en) * | 2013-07-29 | 2015-11-17 | 3M Innovative Properties Company | Release films via solventless extrusion processes |
| WO2019163570A1 (en) * | 2018-02-20 | 2019-08-29 | ダイキン工業株式会社 | Surface treatment agent |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5682894A (en) * | 1979-12-11 | 1981-07-06 | Toshiba Silicone Co Ltd | Silicone grease for electrical contact |
| JPH0678505B2 (en) * | 1986-06-24 | 1994-10-05 | 五洋紙工株式会社 | Release agent and method for producing release paper using the same |
| JP2704637B2 (en) * | 1988-08-30 | 1998-01-26 | 日本ユニカー株式会社 | Polydialkylsiloxane-olefin block copolymer, method for producing the same, composition containing the copolymer, and molded article made from the composition |
| JPH02140295A (en) * | 1988-11-19 | 1990-05-29 | Kao Corp | Lubricating oil useful in fluorocarbon atmosphere |
-
1991
- 1991-08-13 JP JP22890091A patent/JP3078613B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR200495744Y1 (en) * | 2020-12-28 | 2022-08-08 | 김성태 | Cooler bag |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0543885A (en) | 1993-02-23 |
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