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    Polyfluoroisoalkoxyalkyl amido carboxylic acids and salts thereof
    1.
    发明授权
    Polyfluoroisoalkoxyalkyl amido carboxylic acids and salts thereof 失效
    聚氟代羟基烷基氨基羧酸及其盐

    公开(公告)号：US3644513A

    公开(公告)日：1972-02-22

    申请号：US3644513D

    申请日：1969-04-23

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K ,  KHAN AZIZ U

    IPC: A62D1/00 ,  C07C235/12 ,  C08K5/20 ,  C07C101/10 ,  C07F1/00

    CPC classification number: A62D1/0014 ,  C07C235/12 ,  C08K5/20

    Abstract: POLYFLUOROISOALKOXYALKYL AMIDO CARBOXYLIC ACIDS OF THE FORMULA:

    R1-CF(-R2)-CF(-CF(-R3)-R4)-O-R-CO-N(-R5)-R6-COOH

    WHEREIN R1-R4 ARE EACH INDEPENDENTLY SELECTED FROM THE GROUP CONSISTING OF F, CL, ALKYL AND HALOALKYL GROUPS IN WHICH THE HALOGEN ATOMS ARE CL OR F; R1 AND R4 WHEN TAKEN TOGETHER ARE ALKYLENE OR HALOALKYLENE GROUPS WHICH FORM, WITH THE CARBON CHAIN THEREBETWEEN, A CYCLIC STRUCTURE; R IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF ALKYLENE AND HALOALKYLENE; R5 IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND ALKYL, AND R6 IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF ALKYLENE, MONOHYDROXYALKYLENE AND CARBOXYALKYLENE RADICALS; AND SALTS THEREOF CONTAINING A CATION SELECTED FROM THE GROUP CONSISTING OF LI, NA, K, RB, CS, CA, BA, MG, ZN, HG, AL, CR, SN, FE, AG, CU, CO, ZR, PB, MN, OR A RADICAL SELECTED FROM MORPHOLINO, AMMONIUM OR AN ALKYL OR HYDROXYALKYL SUBSTITUTED AMMONIUM RADICAL. PREPARATION BY REACTING CORRESPONDING POLYFLUOROISOALKOXYALKYL AMIDO CARBOXYLIC ACID FLUORIDES OR HALOSULFATES WITH AMINO ACIDS. THE NOVEL COMPOUNDS ARE USEFUL AS EMULSIFYING AGENTS, LEVELING AGENTS, OIL, STAIN AND WATER REPELLENT AGENTS, ADDITIVES TO DRY POWDER FIRE EXTINGUSHING COMPOSITIONS AND AS INTERMEDIATES TO VALUABLE OIL, STAIN AND WATER REPELLENT AGENTS.

    Beta-lactones of (1-hydroxyperfluorocycloalkyl) acetic acids and preparation thereof
    2.
    发明授权
    Beta-lactones of (1-hydroxyperfluorocycloalkyl) acetic acids and preparation thereof 失效
    （1-羟基吡咯烷酮基）乙酸及其制备方法的试验

    公开(公告)号：US3560527A

    公开(公告)日：1971-02-02

    申请号：US3560527D

    申请日：1967-08-09

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K

    IPC: C07D305/14 ,  C07D3/00

    CPC classification number: C07D305/14

    Abstract: FLUORINATED LACTONES HAVING THE FORMULA:

    4,4-(-CF2-CF2-CNF2N-CF2-)OXETAN-2-ONE

    WHEREIN N MAY BE 0-2 ARE PREPARED BY DEHYDRATING A CORRESPONDING (1-HYDROXYPERFLUOROCYCLOALKYL) ACETIC ACID HAVING THE FORMULA

    HOOC-CH2-C(-OH)
    WITH PHOSPHORUS PENTOXIDE. THE FLUORINATED LACTONES MAY ALSO BE PREPARED BY HEATING A CORRESPONDING ACID CHLORIDE OF THE ABOVE-DESCRIBED ACIDS TO DECOMPOSITION, OR BY HEATING A MIXTURE OF SUCH AN ACID WITH THIONYL CHLORIDE, IN THE PRESENCE OF AN ORGANIC TERTIARY AMINE CATALYST, FOR A PERIOD OF TIME, AND AT A SUFFICIENTLY HIGH TEMPERATURE, TO FORM THE CORRESPONDING SUBJECT FLUORINATED LACTONE. THE FLUORINATED LACTONES MAY BE CONVERTED TO SURFACE ACTIVE UNSATURATED ACIDS BY REACTION WITH ANHYDROUS SULFURIC ACID.

    Fluorocarbon derivatives
    3.
    发明授权
    Fluorocarbon derivatives 失效
    氟代衍生物

    公开(公告)号：US3651069A

    公开(公告)日：1972-03-21

    申请号：US3651069D

    申请日：1968-08-01

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K

    IPC: D06M13/408 ,  C07D31/48

    CPC classification number: D06M13/408

    Abstract: FLUORINATED QUARTERNARY AMMONIUM SALTS HAVING THE FORMULA

    (RF-CO-NH-(CXH2X-N(-Z''))Y-CXH2X-NH-Z)Q(+).(Q/R)X R(-)

    WHEREIN X AND Y ARE INTEGERS FROM 2 TO 6 AND 1 TO 4, RESPECTIVELY; RF IS A PERFLUOROALKYL OR A FLUORINATED ISOALKOXYALKYL RADICAL; Z IS H, A FLUORINATED ACYL RADICAL RFCO- WHEREIN RF IS AS DESCRIBED ABOVE, A VINYL SULFONE RADICAL OR A SULFONE-TERTIARY AMINE ADDUCT RADICAL; Z'' IS H, A FLUORINATED ACYL RADICAL RFCO- WHEREIN RF IS AS DESCRIBED ABOVE, A VINYL SULFONE RADICAL, A SULFONE-TERTIARY AMINE ADDUCT RADICAL, OR A -CXH2X-NHZ RADICAL WHEREIN X AND Z HAVE THE ABOVE MEANING, THERE BEING AT LEAST ONE FLUORINATED ACYL RADICAL AND ONE SULFONE-TERTIARY AMINE ADDUCT RADICAL IN THE MOLECULE REPRESENTED BY Z AND Z''; X IS AN ANION OF A SALT-FORMING ACID; Q IS AN INTEGER CORRESPONDING TO THE NUMBER OF SULFONE-TERTIARY AMINE ADDUCT RADICALS IN THE MOLECULE; AND R IS AN INTEGER CORRESPONDING TO THE VALENCY OF X. THESE SALTS ARE WATER- AND/OR OIL REPELLENCY AGENTS FOR MATERIALS SUCH AS TEXTILES AND PAPER.

    Acrylyl derivatives of fluorinated amides
    4.
    发明授权
    Acrylyl derivatives of fluorinated amides 失效
    氟化物衍生物

    公开(公告)号：US3576018A

    公开(公告)日：1971-04-20

    申请号：US3576018D

    申请日：1968-08-01

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K

    IPC: D06M13/402 ,  D06M13/408 ,  C09F7/00

    CPC classification number: D06M13/408 ,  D06M13/402

    Abstract: WHEREIN X AND Y ARE INTEGERS FROM 2 TO 6 AND 1 TO 4, RESPECTIVELY; WHEREIN RF IS A PERFLUOROALKYL OR A FLUORINATED ISOALKOXYALKYL RADICAL; Z IS H, ALKYL, HYDROXYALKY, A FLUORINATED ACYL RADICAL RFCO- WHEREIN RF IS AS DESCRIBED ABOVE, OR AN ACRYLYL RADICAL; Z'' IS H, ALKYL, HYDROXYALKY, A FLUORINATED ACYL RADICAL RFCO- WHEREIN RF IS AS DESCRIBED ABOVE, AN ACRYLYL RADICAL OR A RADICAL HAVING THE FORMULA -CXH2XNHZ WHEREIN Z IS AS DESCRIBED ABOVE, THERE BEING AT LEAST ONE FLUORINATED ACYL RADICAL RFCO- AND AT LEAST ONE ACRYLYL RADICAL IN THE MOLECULE REPRESENTED BY Z AND/OR Z''.

    RF-CO-NH-(CXH2X-N(-Z''))Y-CXH2X-NH-Z

    ACRYLYL DERIVATIVES OF FLUORINATED AMIDES USEFUL AS OILAND WATER-REPELLENCY AGENTS HAVE THE STRUCTURAL FORMULA

    Alkanoyl derivatives of fluorinated amides
    8.
    发明授权
    Alkanoyl derivatives of fluorinated amides 失效
    氟化物的烷基衍生物

    公开(公告)号：US3577447A

    公开(公告)日：1971-05-04

    申请号：US3577447D

    申请日：1968-08-01

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K

    IPC: D21H17/07 ,  C09F7/00

    CPC classification number: D21H17/07

    Abstract: ALKANOYL DERIVATIVES OF FLUORINATED AMIDES USEFUL AS OIL-REPELLENCY AGENTS HAVE THE STRUCTURAL FORMULA

    RF-CO-NH-(CXH2X-N(-Z''))Y-CXH2X-NH-Z

    WHEREIN X AND Y ARE INTEGERS FROM 2 TO 6 AND 1 TO 4 RESPECTIVELY; WHEREIN RF IS A PERFLUOROALKYL OR A FLUORINATED ISOLALKOXYALKYL RADICAL; Z IS H, ALKYL, HYDROXYALKYL, A FLUORINATED ACYL RADICAL RFCO-WHEREIN RF IS AS DESCRIBED ABOVE, OR A HYDROCARBON ACYL RADICAL; Z'' IS H, ALKYL, HYDROXYALKYL, A FLUOROINATED ACYL RADICAL RFCO- WHEREIN RF IS AS DESCRIBED ABOVE, A HYDROCARBON ACYL RADICAL OR A RADICAL OF THE FORMULA-CXH2XNHZ WHEREIN X AND Z ARE AS DESCRIBED ABOVE, THERE BEING AT LEAST ONE FLUORINATED ACYL RADICAL RFCO-AND AT LEAST ONE HYDROCARBON ACYL RADICAL IN THE MOLECULE REPRESENTED BY Z AND/OR Z''.

    Novel fluorinated acids and derivatives thereof
    9.
    发明授权
    Novel fluorinated acids and derivatives thereof 失效
    新鲜氟化物及其衍生物

    公开(公告)号：US3553250A

    公开(公告)日：1971-01-05

    申请号：US3553250D

    申请日：1967-08-09

    Applicant: ALLIED CHEM

    Inventor： SWEENEY RICHARD F ,  PRICE ALSON K

    IPC: C07C61/16 ,  C07C69/74

    CPC classification number: C07C2601/08

    Abstract: NOVEL PERFLUOROCYCLOALKYLIDENYL COMPOUNDS OF THE FORMULA:

    X-CO-CH=C
    WHEREIN N MAY BE 0-2 AND MAY BE OH, F, CL, OALKYL, OCYCLOALKYL, OR OM, WHEREIN M IS AN ALKALI METAL, ALKALINE EARTH METAL, OR-NH4, MAY BE DERIVED FROM THE CORRESPONDING (1-HYDROXYPERFLUOROCYCLOALKYL) ACETIC ACIDS OF THE FORMULA:

    HOOC-CH2-C(-OH)
    PERFLUOROCYCLOALKYLIDENYL COMPOUNDS OF THE ABOVE FORMULA WHEREIN X IS OH MAY BE PREPARED FROM THE CORRESPONDING (1 - HYDROXYPERFLUOROCYCLOALKYL) ACETIC ACIDS BY REACTING THE LATTER WITH CONCENTRATED (100%) H2SO4. THE RESULTING ACIDS MAY BE CONVERTED INTO THE CORRESPONDING ACID CHLORIDES, WHEREIN X IN THE ABOVE FORMULA IS CL, BY REACTION WITH BENZOTRICHLORIDE OR INTO THE CORRESPONDING ACID FLUORIDES, WHEREIN X IN THE ABOVE FORMULA IF F, BY REACTION WITH THIONYL CHLORIDE IN THE PRESENCE OF AN ORGANIC TERTIARY AMINE CATALYST SUCH AS PYRIDINE. THE CORRESPONDING ESTERS, WHEREIN X IN THE ABOVE FORMULA IS OALKYL OR OCYCLOALKYL, MAY BE PREPARED FROM EITHER OF THE ACID HALIDES BY REACTION OF THE LATTER WITH AN ALKANOL OR CYCLOALKANOL. THE ESTERS MAY ALSO BE PREPARED FROM PERFLUOROCYCLOALKANONES BY A WITTIG REACTION. SALTS OF THE ACIDS, WHEREIN X IN THE ABOVE FORMULA IS OM, MAY BE PREPARED BY REACTING THE ACIDS WITH AN ALKALI METAL OR ALKALINE EARTH METAL HYDROXIDE OR WITH AMMONIUM HYDROXIDE. THE PERFLUOROCYCLOALKYLIDENYL ACIDS AND SALTS THEREOF ARE USEFUL SURFACE ACTIVE AGENTS. ANY OF THE NOVEL COMPOUNDS WHEREIN X IS F, CL, OALKYL OR OCYCLOALKYL CAN BE CONVERTED TO THE CORRESPONDING ACIDS OR ACID SALTS.

    Polyfluoroisoalkoxyalkyl pyridinium salts
    10.
    发明授权
    Polyfluoroisoalkoxyalkyl pyridinium salts 失效
    聚氟代羟基烷基吡啶盐

    公开(公告)号：US3674798A

    公开(公告)日：1972-07-04

    申请号：US3674798D

    申请日：1969-12-15

    Applicant: ALLIED CHEM

    Inventor： PRICE ALSON K ,  SUKORNICK BERNARD

    IPC: C07C335/32 ,  C07D213/20 ,  D06M13/35 ,  D06M13/432 ,  C07D31/28

    CPC classification number: C07D213/20 ,  C07C335/32 ,  D06M13/35 ,  D06M13/432

    Abstract: Compounds of the formula

    WHEREIN R1-R4 are fluorine, chlorine or perhaloalkyl groups; X1X4 are hydrogen, halogen, or alkyl halide; Y is thiourea, pyridine, quinoline, or the alkyl or hydroxyalkyl derivatives thereof; A is an accompanying anionic moiety; r is an integer from 1-2, m and n are integers from 0-20, and s is an integer from 1 up to the total negative charge of A. These compounds are useful as surface active agents and for imparting water and oil repellent properties to various substrates such as textiles, leather and paper.

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