Account Options

  1. Sign in
    Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.

    Patents

    1. Advanced Patent Search
    Publication numberCA2567660 A1
    Publication typeApplication
    Application numberCA 2567660
    PCT numberPCT/EP2005/006106
    Publication date22 Dec 2005
    Filing date7 Jun 2005
    Priority date8 Jun 2004
    Also published asCA2567660C, CN1965011A, CN100567358C, DE502005002170D1, EP1756188A1, EP1756188B1, US7872067, US20080287593, WO2005121201A1
    Publication numberCA 2567660, CA 2567660 A1, CA 2567660A1, CA-A1-2567660, CA2567660 A1, CA2567660A1, PCT/2005/6106, PCT/EP/2005/006106, PCT/EP/2005/06106, PCT/EP/5/006106, PCT/EP/5/06106, PCT/EP2005/006106, PCT/EP2005/06106, PCT/EP2005006106, PCT/EP200506106, PCT/EP5/006106, PCT/EP5/06106, PCT/EP5006106, PCT/EP506106
    InventorsGunter Oetter, Christian Kruger, Harald Kohle, Maria Scherer, Norbert Wagner, Matthias Bratz, Rainer Berghaus, Gelder Richard Van
    ApplicantBasf Aktiengesellschaft, Gunter Oetter, Christian Kruger, Harald Kohle, Maria Scherer, Norbert Wagner, Matthias Bratz, Rainer Berghaus, Gelder Richard Van
    Export CitationBiBTeX, EndNote, RefMan
    Classifications (22), Legal Events (2)
    External Links: CIPO, Espacenet
    Amphiphilic polymer compositions and their use
    CA 2567660 A1
    Abstract
    The invention relates to amphiphilic polymer compositions, to a method for their production and to their use for producing aqueous active ingredient compositions of water-insoluble active ingredients, in particular active ingredients for crop protection. The amphiphilic polymer compositions are obtained by reacting a) at least one hydrophobic polymer P1, which carries functional groups R1 that are reactive in relation to isocyanate groups and which is composed of ethylenically unsaturated monomers M1, comprising: a1) at least 10 wt. %, (in relation to the total quantity of the monomers M1), of monomers M1a of general formula (I), in which X represents oxygen or an N-R4 group; R1, R2, R3, and R4 are defined as cited in the claims and the description; a2) up to 90 wt. %, (in relation to the total quantity of the monomers M1) of neutral, monoethylenically unsaturated monomers M1b, whose solubility in water at 25 ~C is less than 50 g/l and which differ from the monomers M1a; and a3) up to 30 wt. %, (in relation to the total quantity of the monomers M1, of ethylenically unsaturated monomers M1c, which differ from the monomers M1a and M1b, b) at least one hydrophilic polymer P2, which carries functional groups R2 that are reactive in relation to isocyanate groups, c) with at least one compound V, which has a functionality of at least 1.5 in relation to the isocyanate groups.
    Description  available in
    Claims(23)
    1 An amphiphilic polymer composition, obtainable by reacting a) at least one hydrophobic polymer P1 which carries functional groups R P2 which are reactive toward isocyanate groups and which is constructed of ethylenically unsaturated monomers M1, comprising:
    al) at least 10% by weight, based on the total amount of monomers M1, of monomers M1a of the formula I

    in which X is oxygen or a group N-R4;
    R1 is C1-C10-alkyl, C5-C10-cycloalkyl, phenyl or phenyl-C1-C4-alkyl;
    R2 is hydrogen or C1-C4-alkyl;
    R3 is hydrogen or C1-C4-alkyl; and R4 is hydrogen or C1-C4-alkyl;
    a2) up to 90% by weight, based on the total amount of monomers M1, of neutral monoethylenically unsaturated monomers M1 b whose solubility in water at 25°C is less than 50 g/l and which are different from the monomers M1a; and a3) up to 30% by weight, based on the total amount of monomers M1, of ethylenically unsaturated monomers M1c which are different from the monomers M1a and M1b, b) at least one hydrophilic polymer P2 which carries functional groups R P2 which are reactive toward isocyanate groups, c) with at least one compound V which contains isocyanate groups and, with respect to the isocyanate groups, has a functionality of at least 1.5, where the proportion of the hydrophobic polymer P1 in the amphiphilic polymer composition is from 20 to 68% by weight, the proportion of the hydrophilic polymer P2 in the amphiphilic polymer composition is from 30 to 78% by weight and the proportion of the compound V in the amphiphilic polymer composition is from 2 to 20% by weight, in each case based on the total weight of polymer P1, polymer P2 and compound V.
    2. The polymer composition according to claim 1 in which the hydrophobic polymer has, with respect to the functional groups R P1, a functionality F1 in the range from 0.5 to 1.5.
    3. The polymer composition according to any of the preceding claims in which the hydrophobic polymer P1 has a number-average molecular weight in the range from 500 to 20 000 dalton.
    4. The polymer composition according to any of the preceding claims in which the hydrophilic polymer has no ionic groups.
    5. The polymer composition according to claim 4 in which the hydrophilic polymer P2 is an aliphatic polyether, at least 70% by weight of which is constructed from ethylene oxide groups.
    6. The polymer composition according to any of the preceding claims in which the hydrophilic polymer P2 has, with respect to the functional groups R P2, a functionality F2 in the range from 0.5 to 3Ø
    7. The polymer composition according to any of the preceding claims in which the hydrophilic polymer P2 has a number-average molecular weight in the range from 500 to 20 000 dalton.
    8. The polymer composition according to any of the preceding claims in which the hydrophobic polymer P1 and the hydrophilic polymer P2 are employed in a weight ratio P1:P2 in the range from 1:4 to 2.2:1.
    9. A process for preparing an amphiphilic polymer composition according to any of the preceding claims, which process comprises reacting i) at least one hydrophobic polymer P1 which is constructed of ethylenically unsaturated monomers M1 and which carries functional groups R P1 reactive toward isocyanate groups, and ii) at least one hydrophilic polymer P2 which carries functional groups RP2 reactive toward isocyanate groups with iii) at least one compound V which contains isocyanate groups and, with respect to the isocyanate groups, has a functionality of at least 1.5.
    10. The process according to claim 9 in which the polymer P1 and the polymer are reacted successively with the compound V.
    11. The process according to claim 9 in which the polymer P1 and the polymer are reacted in one step with the compound V.
    12. The use of an amphiphilic polymer composition according to any of claims 1 to 8 for stabilizing active compounds and/or effect substances having a solubility in water at 25°C/1013 mbar of less than 10 g/l in an aqueous medium.
    13. The use of an amphiphilic polymer composition according to any of claims 1 to 8 for preparing formulations of active compounds and/or effect substances having a solubility in water at 25°C/1013 mbar of less than 10 g/l.
    14. The use of an amphiphilic polymer composition according to any of claims 1 to 8 for preparing aqueous formulations of active compounds and effect substances having a solubility in water at 25°C/1013 mbar of less than 10 g/I.
    15. An active compound composition comprising at least one active compound and/or effect substance having a solubility in water at 25°C/1013 mbar of less than 10 g/l and at least one amphiphilic polymer composition according to any of claims 1 to 8.
    16. An aqueous active compound composition comprising an aqueous medium as continuous phase and at least one disperse phase comprising at least one active compound and/or effect substance having a solubility in water at 25°C/1013 bar of less than 10 g/l and at least one amphiphlic polymer composition according to any of claims 1 to 8.
    17. The active compound composition according to claim 16 where the particles of the disperse phase have a mean particle size, determined by dynamic light scattering, of not more than 300 nm.
    18. The active compound composition according to claim 15, 16 or 17 comprising the active compound and/or effect substance and the amphiphilic polymer composition in a weight ratio of from 1:10 to 3:1.
    19. The active compound composition according to any of claims 15 to 18 having a content of volatile organic compounds of less than 10% by weight, based on the total weight of the composition.
    20. A process for preparing an active compound composition according to any of claims 15 to 19 which comprises preparing a homogeneous non-aqueous mixture comprising the amphiphilic polymer composition and at least one active compound and/or effect substance.
    21. A process for preparing an aqueous active compound composition according to any of claims 16 to 19, which process comprises:

    a) preparing a homogeneous nonaqueous mixture comprising amphiphilic polymer composition and active compound and/or effect substance, and b) dispersing the resulting mixture with water.
    22. A process for preparing an aqueous active compound composition according to any of claims 16 to 19, which process comprises:

    a) preparing a solution of active compound and/or effect substance and, if appropriate, amphiphilic polymer composition in an organic solvent having a boiling point below that of water and b) mixing the solution of the active compound and/or effect substance with water or an aqueous solution of the amphiphilic copolymer and c) removing the organic solvent.
    23. A process for preparing an aqueous active compound composition according to any of claims 16 to 19, which process comprises incorporating the active compound and/or the effect substance into an aqueous solution of the amphiphilic polymer composition, at a temperature above the melting point of the active compound.
    Classifications
    International ClassificationC08G18/28, C08G18/38, A01N25/30, C08G18/78, C08G18/62, C08G18/75, A01N25/04, C08L33/06, C08L75/04
    Cooperative ClassificationC08G18/283, C08G18/3876, A01N25/30, C08G18/7831, A01N25/04, C08L33/06, C08L75/04
    European ClassificationC08L75/04, A01N25/30, C08G18/38H30, C08G18/28D5F, A01N25/04, C08G18/78B4F
    Legal Events
    DateCodeEventDescription
    3 Jun 2010EEERExamination request
    21 Jul 2014MKLALapsed
    Effective date: 20140609