JPH0460598B2 - - Google Patents

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Publication number
JPH0460598B2
JPH0460598B2 JP63097683A JP9768388A JPH0460598B2 JP H0460598 B2 JPH0460598 B2 JP H0460598B2 JP 63097683 A JP63097683 A JP 63097683A JP 9768388 A JP9768388 A JP 9768388A JP H0460598 B2 JPH0460598 B2 JP H0460598B2
Authority
JP
Japan
Prior art keywords
fluorine
formula
group
repeating unit
represented
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
Application number
JP63097683A
Other languages
English (en)
Other versions
JPH01268696A (ja
Inventor
Takashi Totsuka
Yoshiaki Kataoka
Sueyoshi Ishikawa
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Daikin Industries Ltd
Original Assignee
Daikin Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Daikin Industries Ltd filed Critical Daikin Industries Ltd
Priority to JP63097683A priority Critical patent/JPH01268696A/ja
Priority to DE68917189T priority patent/DE68917189T2/de
Priority to EP89107026A priority patent/EP0338531B1/en
Publication of JPH01268696A publication Critical patent/JPH01268696A/ja
Priority to US07/603,006 priority patent/US5132446A/en
Publication of JPH0460598B2 publication Critical patent/JPH0460598B2/ja
Granted legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/173—Macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
    • C08G65/327—Polymers modified by chemical after-treatment with inorganic compounds containing phosphorus
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/167—Phosphorus-containing compounds
    • C23F11/1673—Esters of phosphoric or thiophosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/0206—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/022—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/022—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic
    • C10M2211/0225—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aliphatic used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only
    • C10M2211/024—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic
    • C10M2211/0245—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen only aromatic used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06—Perfluorinated compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
    • C10M2213/023—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
    • C10M2213/043—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06—Perfluoro polymers
    • C10M2213/0606—Perfluoro polymers used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06—Perfluoro polymers
    • C10M2213/062—Polytetrafluoroethylene [PTFE]
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06—Perfluoro polymers
    • C10M2213/062—Polytetrafluoroethylene [PTFE]
    • C10M2213/0623—Polytetrafluoroethylene [PTFE] used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/041—Triaryl phosphates
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2223/042—Metal salts thereof
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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Metallurgy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Lubricants (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Description

【発明の詳細な説明】 ［産業上の利用分野］ 本発明は、新規な含フツ素リン酸エステル、そ
の製法及び防錆剤に関する。
［従来の技術］ 含フツ素グリースは、絶縁性及び不燃性を有す
るので、種々の分野において有用である。従来、
含フツ素グリースの防錆剤又は安定剤としては、
亜硝酸ナトリウム又は酸化マグネシウムなどの無
機化合物粉末が使用されている。しかし、このよ
うな無機化合物粉末は、微粉末の入手や含フツ素
グリースとの均一混合が困難である。また、ベア
リングにおいて無機化合物粉末を使用した場合に
は、大きなノイズが発生する。
［発明の目的］ 本発明の目的は、容易に入手でき、含フツ素グ
リースと容易に均一混合でき、ノイズ発生の原因
とならない防錆剤として使用できる含フツ素リン
酸エステルを提供することにある。
［発明の構成］ 本発明の１つの要旨は、式： ［式中、Rfはパーフルオロアルキルポリエー
テル基を含有する基、ｎは１〜３の整数である。］
で示される含フツ素リン酸エステルに存する。
本発明の含フツ素リン酸エステル（）におい
てRf基のパーフルオロアルキルポリエーテル基
は、式： −C3F6Ｏ− (a) で示される繰り返し単位、式： −C2F4Ｏ− (b) で示される繰り返し単位及び式： −CF2Ｏ− (c) で示される繰り返し単位から成る群から選択され
た少なくとも１種の繰り返し単位を有し、繰り返
し単位(a)又は(b)の少なくとも一方を含む。繰り返
し単位(a)，(b)及び(c)の合計数は少なくとも３であ
る。繰り返し単位−C3F6Ｏ−は、−CF2CF2CF2Ｏ
−及び−CF（CF3）CF2Ｏ−を含む。繰り返し単
位−C2F4Ｏ−は、通常、−CF2CF2Ｏ−である。
ｎの数は、１又は２であることが好ましい。
本発明の含フツ素ポリエーテルの具体例は、例
えば、 Ｆ（−CF2CF2CF2Ｏ−）nCF2CF2CH2OPO（OH）2
(1) （ｍの平均値＝25） ［Ｆ（−CF2CF2CF2Ｏ−）nCF2CF2CH2Ｏ］2
POOH (2) （ｍの平均値＝25） である。
含フツ素リン酸エステル（）は、式： RfCH2OH （） ［式中、Rfは前記と同意義。］ で示される含フツ素アルコールをホスホリル化合
物と反応し、次いで水と反応することによつて製
造できる。
ホスホリル化合物は、例えば、三塩化ホスホリ
ル、リン酸などである。三塩化ホスホリル／リン
酸混合物が特に好ましい。三塩化ホスホリル／リ
ン酸混合物において、三塩化ホスホリルとリン酸
のモル比は、１：２〜１：６であることが好まし
い。反応は、通常、温度60〜120℃で２〜６時間
行う。
水との反応によつて、加水分解が行なわれる。
水の量は、通常、ホスホリル化合物１モルに対し
て、10モル以上である。加水分解反応は、通常、
温度80〜100℃で１〜５時間行う。
本発明の他の要旨は、含フツ素リン酸エステル
（）から成る防錆剤に存する。ｎが２である含
フツ素リン酸エステル（）が防錆剤として特に
良好である。本発明の防錆剤は、含フツ素グリー
スに添加する防錆剤として良好に使用できる。し
かし、含有フツ素グリースとともに使用する以外
の用途において、耐熱性を有する防錆剤として使
用することも可能である。本発明の防錆剤は、入
手が容易であり、含フツ素グリースと良好に均一
に混合できる。また、ベアリングにおいて使用し
た場合にも、ノイズの発生はほとんどない。
本発明の含フツ素リン酸エステル（）は、良
好な離型効果を有しており、離型剤としても使用
できる。また、極圧添加剤としても適している。
［発明の効果］ 本発明の含フツ素リン酸エステルから成る防錆
剤は、含フツ素グリースと良好に均一に混合で
き、ノイズを発生させない。
［実施例］ 以下、本発明の実施例を示し、本発明を具体的
に説明する。
実施例 １ 500ml４つ口フラスコに、85％リン酸1.3g及び
三塩化ホスホリル7.0gを仕込み、攪拌下、90℃で
含フツ素アルコール Ｆ（−CF2CF2CF2Ｏ−）pCF2CF2CH2OH（ｐの平
均値＝25）500gを滴下した。90℃で３時間反応
を行つた後、３時間減圧下で生成塩酸ガスを除去
した。次いで、90〜95℃の水100gを加え、攪拌
下、95℃で１時間加水分解を行つた。反応混合物
を室温に冷却後、トリクロロトリフルオロエタン
（ダイキン工業株式会社製ダイフロンＳ−３）１
Kgで抽出した。トリクロロトリフルオロエタン層
のPHが約４以上になるまで水洗を繰り返した。次
いでトリクロロトリフルオロエタンを減圧留去し
た。残査を孔径0.2μmのフイルターでろ過し、含
フツ素リン酸エステル ［Ｆ（−CF2CF2CF2Ｏ−）pCF2CF2CH2Ｏ］qPO
（OH）3-q （ｐは前記と同意義。ｑ＝１のもの10％、ｑ＝
２のもの70％及びｑ＝３のもの20％の混合物）を
得た。収量：450g（90％）。
応用例 １ パーフルオロポリエーテル油（ダイキン工業株
式会社製デムナムＳ−65）10gに、実施例１で得
られた含フツ素リン酸エステル0.3gを添加し、ト
リクロロトリフルオロエタン10gを加え、均一な
溶液を調整した。この溶液中に、鉄製テストピー
スを浸漬し取り出した後、風乾した。１％食塩水
30mlを入れた広口100mlポリエチレン製容器を用
いて防錆性を試験した。テストピースの１部分が
食塩水に漬かり、他の部分が食塩水に漬からない
ように、テストピースを容器に入れ、容器の蓋を
し、室温で24時間放置した。テストピースには錆
が発生していなかつた。
比較応用例 １ 含フツ素リン酸エステルを使用しない以外は、
応用例１を繰り返した。テストピースには、多く
の錆が発生した。
応用例 ２ 含フツ素グリース（ダイキン工業株式会社製デ
ムナムグリースL65）20gと実施例１で得られた
含フツ素リン酸エステル0.6gを均一混合し、グリ
ース混合物を調製し、腐食試験を行つた。グリー
ス混合物をASTM1743−73に準じて、円錐コロ
軸受に塗布し、0.1％食塩水に60秒間浸漬した後、
室温及び相対湿度100％の雰囲気で48時間放置し
た。腐食は全く観察されなかつた。
比較応用例 ２ 含フツ素リン酸エステルを使用しない以外は、
応用例２を繰り返した。幾つかの腐食箇所が観察
された。

Claims (1)

  1. 【特許請求の範囲】 １ 式： ［式中、Rfはパーフルオロアルキルポリエー
    テル基を含有する基、ｎは１〜３の整数である。］
    で示される含フツ素リン酸エステル。 ２ Rf基のパーフルオロアルキルポリエーテル
    基が式： −C3F6Ｏ− (a) で示される繰り返し単位、式： −C2F4Ｏ− (b) で示される繰り返し単位及び式： −CF2Ｏ− (c) で示される繰り返し単位から成る群から選択され
    た少なくとも１種の繰り返し単位を有し、繰り返
    し単位(a)又は(b)の少なくとも一方を含み、繰り返
    し単位(a)，(b)及び(c)の合計数が少なくとも３であ
    る特許請求の範囲第１項記載の含フツ素ポリエー
    テル。 ３ 式： で示される含フツ素リン酸エステルの製法であつ
    て、 式： RfCH2OH （） で示される含フツ素アルコールをホスホリル化合
    物と反応し、次いで水と反応することを特徴とす
    る製法 ［上記式中、Rfはパーフルオロアルキルポリ
    エーテル基を含有する基、ｎは１〜３の整数であ
    る。］。 ４ 特許請求の範囲第１項記載の含フツ素リン酸
    エステルから成る防錆剤。
JP63097683A 1988-04-19 1988-04-19 含フッ素リン酸エステル及びその製法並びに含フッ素防錆剤 Granted JPH01268696A (ja)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP63097683A JPH01268696A (ja) 1988-04-19 1988-04-19 含フッ素リン酸エステル及びその製法並びに含フッ素防錆剤
DE68917189T DE68917189T2 (de) 1988-04-19 1989-04-19 Fluor enthaltendes Phosphatester, dessen Herstellung und dieses enthaltendes Rostschutzmittel.
EP89107026A EP0338531B1 (en) 1988-04-19 1989-04-19 Fluorine-containing phosphate ester, its preparation and rust preventive comprising the same
US07/603,006 US5132446A (en) 1988-04-19 1990-10-25 Fluorine-containing phosphate ester, its preparation and its use for preventing rust

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63097683A JPH01268696A (ja) 1988-04-19 1988-04-19 含フッ素リン酸エステル及びその製法並びに含フッ素防錆剤

Publications (2)

Publication Number Publication Date
JPH01268696A JPH01268696A (ja) 1989-10-26
JPH0460598B2 true JPH0460598B2 (ja) 1992-09-28

Family

ID=14198780

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63097683A Granted JPH01268696A (ja) 1988-04-19 1988-04-19 含フッ素リン酸エステル及びその製法並びに含フッ素防錆剤

Country Status (4)

Country Link
US (1) US5132446A (ja)
EP (1) EP0338531B1 (ja)
JP (1) JPH01268696A (ja)
DE (1) DE68917189T2 (ja)

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IT1269886B (it) * 1994-06-14 1997-04-15 Ausimont Spa Processo per il trattamento superficiale di materiali cellulosici, metallici,vetrosi,oppure cementi,marmi,graniti e simili
WO1997047000A1 (en) 1996-06-04 1997-12-11 Seagate Technology, Inc. Polymeric perfluoro polyether phosphate lubricant topcoat
US5874169A (en) * 1997-03-17 1999-02-23 Seagate Technology, Inc. Polymeric perfluoro polyether phosphate lubricant topcoat
US6184187B1 (en) 1998-04-07 2001-02-06 E. I. Dupont De Nemours And Company Phosphorus compounds and their use as corrosion inhibitors for perfluoropolyethers
US20030183224A1 (en) 2000-03-01 2003-10-02 Hailey Mark Andrew Metered dose inhaler
EP1263491A2 (en) * 2000-03-01 2002-12-11 Glaxo Group Limited Metered dose inhaler
GB0106046D0 (en) 2001-03-12 2001-05-02 Glaxo Group Ltd Canister
US6828284B2 (en) 2001-08-06 2004-12-07 E. I. Du Pont De Nemours And Company Flourinated compositions comprising phosphorus
US7189479B2 (en) * 2003-08-21 2007-03-13 3M Innovative Properties Company Phototool coating
JP4718463B2 (ja) * 2003-08-21 2011-07-06 スリーエム イノベイティブ プロパティズ カンパニー パーフルオロポリエーテルアミド連結ホスホネート、ホスフェートおよびそれらの誘導体
US7674928B2 (en) * 2006-11-13 2010-03-09 E.I. Du Pont De Nemours And Company Polyfluoroether-based phosphates
KR20100017848A (ko) * 2007-05-23 2010-02-16 쓰리엠 이노베이티브 프로퍼티즈 컴파니 플루오르화 계면활성제의 수성 조성물 및 그의 사용 방법
JP5453250B2 (ja) * 2007-06-06 2014-03-26 スリーエム イノベイティブ プロパティズ カンパニー フッ素化エーテル組成物及びフッ素化エーテル組成物の使用方法
WO2008154279A1 (en) 2007-06-06 2008-12-18 3M Innovative Properties Company Fluorinated compositions and surface treatments made therefrom
US7989566B2 (en) * 2008-01-22 2011-08-02 Dupont Performance Elastomers Llc Process for producing fluoropolymers
BRPI0915955A2 (pt) * 2008-07-18 2019-02-26 3M Innovative Proferties Company compostos fluorados de éter e métodos para uso dos mesmos
US20110232530A1 (en) * 2008-11-25 2011-09-29 Dams Rudolf J Fluorinated ether urethanes and methods of using the same
CN102333841B (zh) 2008-12-18 2014-11-26 3M创新有限公司 使含烃地层与氟化磷酸酯和膦酸酯组合物接触的方法
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US9543619B2 (en) 2015-02-03 2017-01-10 Blue Current, Inc. Functionalized phosphorus containing fluoropolymers and electrolyte compositions
US10227288B2 (en) 2015-02-03 2019-03-12 Blue Current, Inc. Functionalized fluoropolymers and electrolyte compositions
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EP0293864A3 (en) * 1987-06-02 1990-07-18 Daikin Industries, Limited Halogen-containing polyether and its use

Also Published As

Publication number Publication date
US5132446A (en) 1992-07-21
EP0338531A3 (en) 1990-06-13
EP0338531B1 (en) 1994-08-03
EP0338531A2 (en) 1989-10-25
DE68917189D1 (de) 1994-09-08
JPH01268696A (ja) 1989-10-26
DE68917189T2 (de) 1995-01-12

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