WO2019162360A1 - Compositions à base de siloxanes cycliques utilisées en tant qu'agents mouillants à diffusion étendue et lente pour la protection phytosanitaire - Google Patents

Compositions à base de siloxanes cycliques utilisées en tant qu'agents mouillants à diffusion étendue et lente pour la protection phytosanitaire Download PDF

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Publication number
WO2019162360A1
WO2019162360A1 PCT/EP2019/054278 EP2019054278W WO2019162360A1 WO 2019162360 A1 WO2019162360 A1 WO 2019162360A1 EP 2019054278 W EP2019054278 W EP 2019054278W WO 2019162360 A1 WO2019162360 A1 WO 2019162360A1
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WO
WIPO (PCT)
Prior art keywords
formula
cyclic siloxanes
integer
polyether
composition according
Prior art date
Application number
PCT/EP2019/054278
Other languages
German (de)
English (en)
Inventor
René HÄNSEL
Alissa SINGER
Katja SKRABANIA
Michael Ferenz
Original Assignee
Evonik Degussa Gmbh
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 Evonik Degussa Gmbh filed Critical Evonik Degussa Gmbh
Priority to BR112020017387-8A priority Critical patent/BR112020017387A2/pt
Priority to EP19706274.8A priority patent/EP3758482A1/fr
Publication of WO2019162360A1 publication Critical patent/WO2019162360A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants

Definitions

  • R 2 is in each case independently of one another a polyether radical of the formula (III)
  • h 1;
  • Preferred polyether radicals R 2 are, for example:
  • the mixture of the cyclic siloxanes of the formula (I) with water in a mass ratio of 1: 999 has a spreading diameter of 5 to 10 cm, preferably 6 to 9 cm, particularly preferably 7 to 8 cm. More preferably, the compositions of the invention have the aforementioned spreading diameter at a temperature of 25 ° C, a pressure of 1013.25 mbar and 50% relative humidity determined on.
  • compositions according to the invention are slow spreading in water, ie that the time required for the maximum spreading is comparatively high.
  • the time required for the maximum spread is preferably not too high either.
  • the mixture of the cyclic siloxanes of the formula (I) with water in a mass ratio of 1: 999 preferably has a spreading time of from 90 to 280 s, preferably from 100 to 260 s, more preferably from 120 to 240 s, even more preferably from 140 to 220 s, more preferably from 160 to 200 s.
  • the compositions according to the invention on the aforementioned spreading time at a temperature of 25 ° C, a pressure of 1013.25 mbar and 50% relative humidity determined on.
  • the biodegradability is preferably determined according to the OECD 301 F method. More preferably, the biodegradability is determined according to OECD 301 F after 28 days at 22 ° C. Most preferably, the biodegradability is determined as described in the Examples.
  • the mixture of the cyclic siloxanes of the formula (I) has a biodegradability of greater than or equal to 60%, preferably greater than or equal to 63% and particularly preferably greater than or equal to 65%, the maximum value being 100% ,
  • the ratios of the molar proportions of the cyclic siloxanes according to formula (I) with b not equal to 0 thus remain unchanged.
  • the polyethers of the formula (V) and (VI) and also the polyether radicals of the formula (II) and (III) can be of random construction. Statistical distributions are block by block with any number of blocks and any sequence or subject to a randomized distribution, they can also be constructed alternately or form a gradient over the chain, in particular they can also form all mixed forms, where appropriate, groups of different distributions can follow one another. Incidentally, the propyleneoxy units in formulas (V) and (VI) and formulas (II) and (III) may be different from the adjacent groups or atoms.
  • cyclic polyethersiloxanes The synthesis of cyclic polyethersiloxanes is familiar to the person skilled in the art and described, for example, in DE19631227. There is described both the synthesis of isolated cyclic polyether siloxanes starting from isolated cyclic SiH-functional siloxanes, including the synthesis of mixtures of cyclic polyether siloxanes starting from mixtures of cyclic SiH-functional siloxanes.
  • the mass fraction of all cyclic siloxanes according to formula (I) based on the total mass of the spray mixture from 0.001% to 1%, more preferably from 0.01% to 0.5%.
  • Solutions or emulsions of Examples 1 to 6 in distilled water were prepared.
  • the concentration of the test solutions was 0.1% by weight of the particular example based on the total weight of the solution or emulsion.
  • Example 1 shows both a high spreading time and a large spreading diameter.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne des compositions spéciales renfermant des siloxanes cycliques, des procédés de production correspondants, leur utilisation en protection phytosanitaire et en tant qu'additifs de mélange de réservoir dans des mélanges à pulvériser.
PCT/EP2019/054278 2018-02-26 2019-02-21 Compositions à base de siloxanes cycliques utilisées en tant qu'agents mouillants à diffusion étendue et lente pour la protection phytosanitaire WO2019162360A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR112020017387-8A BR112020017387A2 (pt) 2018-02-26 2019-02-21 Composição que compreende os siloxanos cíclicos, processo de produção e uso dessa composição
EP19706274.8A EP3758482A1 (fr) 2018-02-26 2019-02-21 Compositions à base de siloxanes cycliques utilisées en tant qu'agents mouillants à diffusion étendue et lente pour la protection phytosanitaire

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
EP18158534.0 2018-02-26
EP18158534 2018-02-26
EP18168183.4 2018-04-19
EP18168183 2018-04-19

Publications (1)

Publication Number Publication Date
WO2019162360A1 true WO2019162360A1 (fr) 2019-08-29

Family

ID=65496759

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2019/054278 WO2019162360A1 (fr) 2018-02-26 2019-02-21 Compositions à base de siloxanes cycliques utilisées en tant qu'agents mouillants à diffusion étendue et lente pour la protection phytosanitaire

Country Status (3)

Country Link
EP (1) EP3758482A1 (fr)
BR (1) BR112020017387A2 (fr)
WO (1) WO2019162360A1 (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714213A (en) 1971-01-06 1973-01-30 Gen Electric Method of making cyclopolysiloxanes containing silanic hydrogen
US4895967A (en) 1988-09-26 1990-01-23 General Electric Company Method for making cyclic poly(siloxane)s
US5247116A (en) 1992-07-10 1993-09-21 Temple University Of The Commonwealth System Of Higher Education Acid-catalyzed process for the production of cyclosiloxanes
WO1994022311A1 (fr) 1993-03-30 1994-10-13 Osi Specialties, Inc. Tensioactif peu moussant et s'etalant d'une maniere exceptionnelle pour des melanges a pulveriser phytosanitaires
DE19631227C1 (de) 1996-08-02 1998-04-23 Byk Chemie Gmbh Cyclische Siloxane und deren Verwendung als Benetzungshilfsmittel und Schaumstabilisatoren
WO2002034051A1 (fr) 2000-10-24 2002-05-02 Cognis Deutschland Gmbh & Co. Kg Agents aqueux a teneur en pesticides
US20060264330A1 (en) 2003-02-20 2006-11-23 Ralf Zerrer Agricultural agents containing copolymers
WO2008074565A1 (fr) * 2006-12-20 2008-06-26 Evonik Goldschmidt Gmbh Siloxanes cycliques et leur utilisation
EP3106033A1 (fr) 2015-06-16 2016-12-21 Evonik Degussa GmbH Trisiloxane organomodifié bodégradable à effet super étalant

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714213A (en) 1971-01-06 1973-01-30 Gen Electric Method of making cyclopolysiloxanes containing silanic hydrogen
US4895967A (en) 1988-09-26 1990-01-23 General Electric Company Method for making cyclic poly(siloxane)s
US5247116A (en) 1992-07-10 1993-09-21 Temple University Of The Commonwealth System Of Higher Education Acid-catalyzed process for the production of cyclosiloxanes
WO1994022311A1 (fr) 1993-03-30 1994-10-13 Osi Specialties, Inc. Tensioactif peu moussant et s'etalant d'une maniere exceptionnelle pour des melanges a pulveriser phytosanitaires
DE19631227C1 (de) 1996-08-02 1998-04-23 Byk Chemie Gmbh Cyclische Siloxane und deren Verwendung als Benetzungshilfsmittel und Schaumstabilisatoren
WO2002034051A1 (fr) 2000-10-24 2002-05-02 Cognis Deutschland Gmbh & Co. Kg Agents aqueux a teneur en pesticides
US20060264330A1 (en) 2003-02-20 2006-11-23 Ralf Zerrer Agricultural agents containing copolymers
WO2008074565A1 (fr) * 2006-12-20 2008-06-26 Evonik Goldschmidt Gmbh Siloxanes cycliques et leur utilisation
EP2099811A1 (fr) 2006-12-20 2009-09-16 Evonik Goldschmidt GmbH Siloxanes cycliques et leur utilisation
EP3106033A1 (fr) 2015-06-16 2016-12-21 Evonik Degussa GmbH Trisiloxane organomodifié bodégradable à effet super étalant
WO2016202564A1 (fr) 2015-06-16 2016-12-22 Evonik Degussa Gmbh Trisiloxane organomodifié biodégradable à fort pouvoir mouillant

Also Published As

Publication number Publication date
BR112020017387A2 (pt) 2020-12-15
EP3758482A1 (fr) 2021-01-06

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