EP0716569A1 - Root growth inhibitors - Google Patents

Root growth inhibitors

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Publication number
EP0716569A1
EP0716569A1 EP94925462A EP94925462A EP0716569A1 EP 0716569 A1 EP0716569 A1 EP 0716569A1 EP 94925462 A EP94925462 A EP 94925462A EP 94925462 A EP94925462 A EP 94925462A EP 0716569 A1 EP0716569 A1 EP 0716569A1
Authority
EP
European Patent Office
Prior art keywords
formula
esters
monoesters
root growth
building materials
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.)
Withdrawn
Application number
EP94925462A
Other languages
German (de)
French (fr)
Inventor
Lutz Heuer
Heinz-Joachim Rother
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of EP0716569A1 publication Critical patent/EP0716569A1/en
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0058—Biocides
    • 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
    • A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
    • A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/005—Halogen-containing compounds
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/907—Resistant against plant or animal attack
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/911—Penetration resistant layer
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/4935—Impregnated naturally solid product [e.g., leather, stone, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/4935—Impregnated naturally solid product [e.g., leather, stone, etc.]
    • Y10T428/662—Wood timber product [e.g., piling, post, veneer, etc.]

Definitions

  • the present invention relates to the use of 2-methyl-4-chlorophenoxy propionic acid esters for protecting buildings, building materials and insulating compositions against ingrowth and through-growth of roots as well as root-resistant bitumen mixtures, sealants and insulation.
  • Root growth in building materials leads to undesirable material damage.
  • plastic materials such as sealing compounds, roofing membranes, but also asphalt can be destroyed by plant roots.
  • the penetration of roots in the seals of sewers and drainage pipes, in flat roof coverings, in bitumen insulation of pipes, bridges and water structures as well as the ingrowth and ingrowth of roots on light bitumen roads are generally known problems. This can result in leaks, corrosion, damage to buildings, roads and pipes.
  • herbicides such as, for example, 2,4-dichlorophenoxyacetic acid, 2,4,5-trichlorophenoxyacetic acid and ⁇ -naphthylacetic acid or their salts, amides or esters, for example isooctyl ester or esters of 1-hydroxy-2-butoxyethane, and also phenyl N-isopropyl carbaminate and p-chlorophenyldimethylurea can be used as root inhibitors (DE 1 108 833). Mixtures of condensation products of monochloroacetic acid with various o-chlorophenols or o-chlorocresols are also described which are said to have these properties (see DE 1 109 294).
  • esters of Gl 'ykolen or higher polyols with MCPP acid (2-methyl-4-chlorphenoxypropionklare) have a root-inhibiting effect (DE 1196115).
  • esters of MCPP acid with monoalcohols have a significantly lower activity than those with polyglycols.
  • Oxygen atoms is interrupted, such as -CH 2 -CH 2 -OR * ,
  • Ethylene glycol such as preferably 2- (n-butoxy) ethyl or propylene glycol. the latter with its structural isomers,
  • R 1 stands for H or has the same definition as R, with the proviso that R 1 repeats itself a maximum of 10 times, getting produced,
  • alkyl radicals which can be prepared by means of the Grubert reaction, e.g. 2- hexyldecanol (Isofol 16), 2-butyloctanol (Isofol 12), 2-decyltetradecanol (Isofol 24), 2-octyldodecanol (Isofol 20) and other isofols (company Condea, Brunsbüttel) from 10 to 30 or mixtures thereof.
  • 2- hexyldecanol Isofol 16
  • 2-butyloctanol Isofol 12
  • 2-decyltetradecanol Isofol 24
  • 2-octyldodecanol Isofol 20
  • other isofols company Condea, Brunsbüttel
  • esters are those of the alcohols of the formula (I)
  • R 1 is H, Me, Et, Pr, Bu, pentyl, hexyl, heptyl, octyl, n is 0 to 8 and m is 0 to 8.
  • esters can be used individually or in combination with one another.
  • the esters are used directly in the form of solutions or other preparations such as mixed with bitumen, tea, building materials or insulation materials.
  • Sealants are exemplified and preferably e.g. described in WO 92/10537.
  • the esters can be prepared by known methods (see, for example, Organikum, Guider Verlag dermaschineen 1990, pp. 373, 388, 405, 408, 389, 402, 403, 173, 199, 38S, 404) and as a rule by distillation, rectification or Kugelrohr distillation to get pure. If the esters can no longer be distilled, they must be purified by chromatography on silica gel. The pure esters contain less than 0.8% MCPP acid.
  • esters were tested according to DIN 4062 for their protective effect against root penetration.
  • esters of monoalcohols are in no way inferior to the esters of dialcohols or polyalcohols, but are technically easier to handle, in contrast to polyglycol diol diesters, because of their chemical-physical properties. Since the monoesters also contain less MCPP acid than the diesters in terms of their molecular weight, they are superior in their effect per ester group.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Ceramic Engineering (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Materials Engineering (AREA)
  • Dentistry (AREA)
  • Structural Engineering (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Biodiversity & Conservation Biology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polyethers (AREA)

Abstract

Compounds having the formula (II), in which R has the meaning given in the description, are used as root growth inhibitors.

Description

DurchwurzelungsinhibitorenRoot penetration inhibitors
Die vorliegende Erfindung betrifft die Verwendung von 2-Methyl-4-chlorphenoxypro- pionsäureester zum Schutz von Bauwerken, Baustoffen und Isoliermassen gegen Ein- und Durchwachsen von Wurzeln sowie wurzelfeste Bitumen-Mischungen, Dicht¬ stoffe und Isolierungen.The present invention relates to the use of 2-methyl-4-chlorophenoxy propionic acid esters for protecting buildings, building materials and insulating compositions against ingrowth and through-growth of roots as well as root-resistant bitumen mixtures, sealants and insulation.
Bei Baustoffen führt Wurzeldurchwuchs zu unerwünschten Materialschäden. Beson¬ ders plastische Materialien, wie Dichtungsmassen, Dachbahnen, aber auch Asphalt können von Pflanzenwurzeln zerstört werden. Das Eindringen von Wurzeln in Dichtungen von Kanälen und Ab Wasserleitungen, in Flachdachabdeckungen, in Bitumenisolierungen von Rohrleitungen, Brücken- und Wasserbauten sowie das Ein- und Durchwachsen von Wurzeln bei leichten Bitumen-Straßen sind allgemein bekannte Probleme. Undichtigkeiten, Korrosion, Schäden an Gebäuden, Straßen und Rohrleitungen können die Folge sein.Root growth in building materials leads to undesirable material damage. Particularly plastic materials such as sealing compounds, roofing membranes, but also asphalt can be destroyed by plant roots. The penetration of roots in the seals of sewers and drainage pipes, in flat roof coverings, in bitumen insulation of pipes, bridges and water structures as well as the ingrowth and ingrowth of roots on light bitumen roads are generally known problems. This can result in leaks, corrosion, damage to buildings, roads and pipes.
Der Zusatz von wurzelwidrigen Wirkstoffen zu Baustoffen ist bekannt und z.B. in F. Hegemann, Abiogene Bitumenadditive, Bitumen-Teere- Asphalte-Peche 24, 105 (1973) beschrieben.The addition of anti-root active ingredients to building materials is known and e.g. in F. Hegemann, Abiogene Bitumenadditive, Bitumen-Teere-Asphalte-Peche 24, 105 (1973).
Desweiteren ist bekannt, daß Herbizide wie z.B. 2,4-Dichlorphenoxyessigsäure, 2,4,5-Trichlorphenoxyessigsäure und α-Naphthylessigsäure bzw. deren Salze, Amide oder Ester, z.B. Isooctylester oder Ester des 1 -Hydroxy-2-butoxyethans, ferner Phenyl-N-isopropylcarbaminat und p-Chlorphenyldimethylharnstoff als Durchwurz- lungsinhibitoren genutzt werden können (DE 1 108 833). Auch sind Gemische von Kondensationsprodukten von Monochloressigsäure mit verschiedenen o-Chlorphenolen oder o-Chlorkresolen beschrieben, die diese Eigenschaften haben sollen (s. DE 1 109 294).Furthermore, it is known that herbicides, such as, for example, 2,4-dichlorophenoxyacetic acid, 2,4,5-trichlorophenoxyacetic acid and α-naphthylacetic acid or their salts, amides or esters, for example isooctyl ester or esters of 1-hydroxy-2-butoxyethane, and also phenyl N-isopropyl carbaminate and p-chlorophenyldimethylurea can be used as root inhibitors (DE 1 108 833). Mixtures of condensation products of monochloroacetic acid with various o-chlorophenols or o-chlorocresols are also described which are said to have these properties (see DE 1 109 294).
Schließlich ist bekannt, daß Ester von Gl'ykolen oder höheren Polyolen mit MCPP- Säure (2-Methyl-4-chlorphenoxypropionsäure) eine wurzelhemmende Wirkung haben (DE 1 196 115). In der gleichen Anmeldeschrift wird jedoch gezeigt, daß Ester der MCPP-Säure mit Monoalkoholen eine deutlich geringere Wirkung haben als solche mit Polyglykolen.Finally it is known that esters of Gl 'ykolen or higher polyols with MCPP acid (2-methyl-4-chlorphenoxypropionsäure) have a root-inhibiting effect (DE 1196115). In the same application, however, it is shown that esters of MCPP acid with monoalcohols have a significantly lower activity than those with polyglycols.
Es wurde nun überraschend gefunden, daß im Gegensatz zu der Lehre der DE 1 196 115 gerade die Ester der MCPP-Säure die aus den Monoalkoholen der allgemeinen Formel (I)It has now surprisingly been found that, in contrast to the teaching of DE 1 196 115, it is precisely the esters of MCPP acid which are derived from the monoalcohols of the general formula (I)
R-OH (I)R-OH (I)
in welcherin which
R für Me, Et, Pr, *Pr, n>iAt-Bu, n -neo't-Pentyl, "-Hexyl, "-Heptyl, n-Octyl, 2- Ethylhexyl, n-Nonyl, n-Decyl, "-Undecyl, "-Dodecyl, "-Tetradecyl, n-R for Me, Et, Pr, * Pr, n> iAt -Bu, n - neo ' t -pentyl, "-hexyl," -heptyl, n -ctyl, 2-ethylhexyl, n -nonyl, n -decyl, " -Undecyl, "-dodecyl," -tetradecyl, n -
Tridecyl, n-Pentadecyl, n-Octadecyl, "-Nonadecyl, "-Eicosyl oder ihren verzweigten Strukturisomere steht, oder R durch ein oder mehrereTridecyl, n -pentadecyl, n -Octadecyl, "-Nonadecyl," -Eicosyl or their branched structural isomers, or R by one or more
Sauerstoffatome unterbrochen ist, wie z.B. -CH2-CH2-OR*,Oxygen atoms is interrupted, such as -CH 2 -CH 2 -OR * ,
CH—CH-OR1 CH— CH-OR1 CH-CH-OR 1 CH-CH-OR 1
I , also Monoetheralkohole desI, i.e. monoether alcohols of the
Me MeMe me
Ethylenglykols, wie vorzugsweise 2-(n-Butoxy)ethyl oder Propylenglykols. letzteres mit seinen Strukturisomeren,Ethylene glycol, such as preferably 2- (n-butoxy) ethyl or propylene glycol. the latter with its structural isomers,
wobeiin which
R1 für H steht oder die gleiche Definition wie R besitzt, mit der Maßgabe, daß R1 sich maximal 10 mal wiederholt, hergestellt werden,R 1 stands for H or has the same definition as R, with the proviso that R 1 repeats itself a maximum of 10 times, getting produced,
eine sehr gute Wirkung als Durchwurzelungsinhibitoren haben.have a very good effect as rooting inhibitors.
Bei den verzweigten Strukturisomeren sind insbesondere die Alkylreste bevorzugt, die mittels der Grubert-Reaktion hergestellt werden können, wie z.B. 2- Hexyldecanol (Isofol 16), 2-Butyloctanol (Isofol 12), 2-Decyltetradecanol (Isofol 24), 2-Octyldodecanol (Isofol 20) sowie andere Isofole (Firma Condea, Brunsbüttel) von 10 bis 30 oder deren Gemische.In the case of the branched structural isomers, particular preference is given to the alkyl radicals which can be prepared by means of the Grubert reaction, e.g. 2- hexyldecanol (Isofol 16), 2-butyloctanol (Isofol 12), 2-decyltetradecanol (Isofol 24), 2-octyldodecanol (Isofol 20) and other isofols (company Condea, Brunsbüttel) from 10 to 30 or mixtures thereof.
Bevorzugt unter diesen Estern sind solche der Alkohole der Formel (I)Preferred among these esters are those of the alcohols of the formula (I)
in welcherin which
R für CrC]0-Alkyl,R for C r C ] 0 alkyl,
CH2-CH-OR CH -CH* 0-CH2— CH OR1 CH 2 -CH-OR CH -CH * 0-CH 2 - CH OR 1
Me Me MeMe me me
CH-CH; 0 -CH -CHJ-O CH-CH -fOR'CH-CH; 0 -CH -CHJ-O CH-CH -fOR '
I Me Me Me n — 'm CH-CH-}-0-CH-CH-t-0-f CH9-CH ORI Me Me Me n - 'm CH-CH -} - 0-CH-CH-t-0-f CH 9 -CH OR
2 I steht, 2 I stands
Me Me Me mMe Me Me m
wobeiin which
R1 für H, Me, Et, Pr, Bu, Pentyl, Hexyl, Heptyl, Octyl, n für 0 bis 8 und m für 0 bis 8 steht.R 1 is H, Me, Et, Pr, Bu, pentyl, hexyl, heptyl, octyl, n is 0 to 8 and m is 0 to 8.
Erfindungsgemäß finden alle MCPP-Säureester-Isomere und racemische sowie optisch aktive MCPP-Säureester Verwendung. Die Ester können einzeln oder in Kombination miteinander verwendet werden. Zur wurzelfesten Ausrüstung werden die Ester dabei direkt in Form von Lösungen oder sonstigen Zubereitungen wie z.B. mit Bitumen, Teeφechen den Baustoffen oder Isolierungsmassen vermischt. Dichtmassen werden beispielhaft und vorzugsweise z.B. in der WO 92/10537 beschrieben.According to the invention, all MCPP acid ester isomers and racemic and optically active MCPP acid esters are used. The esters can be used individually or in combination with one another. For root-proof finishing, the esters are used directly in the form of solutions or other preparations such as mixed with bitumen, tea, building materials or insulation materials. Sealants are exemplified and preferably e.g. described in WO 92/10537.
Die üblichen Einsatzkonzentrationen der MCPP-Säureester liegen bei 0,2 bisThe usual use concentrations of the MCPP acid esters are 0.2 to
5 Gew.-%, auf Bitumen bezogen.5% by weight, based on bitumen.
Die Ester sind nach bekannten Methoden herstellbar (s. z.B. Organikum, Deutscher Verlag der Wissenschaften 1990, S. 373, 388, 405, 408, 389, 402, 403, 173, 199, 38S, 404) und in der Regel durch Destillation, Rektifikation oder Kugelrohr¬ destillation rein zu erhalten. Können die Ester nicht mehr destilliert werden, sind sie durch Chromatographie an Kieselgel zu reinigen. Die reinen Ester enthalten weniger als 0,8 % MCPP-Säure.The esters can be prepared by known methods (see, for example, Organikum, Deutscher Verlag der Wissenschaften 1990, pp. 373, 388, 405, 408, 389, 402, 403, 173, 199, 38S, 404) and as a rule by distillation, rectification or Kugelrohr distillation to get pure. If the esters can no longer be distilled, they must be purified by chromatography on silica gel. The pure esters contain less than 0.8% MCPP acid.
Die folgenden Ester wurden nach DIN 4062 auf ihre Schutzwirkung gegen Durchwurzelung geprüft. The following esters were tested according to DIN 4062 for their protective effect against root penetration.
Q = 1 bis 10, Mittleres Molekulargewicht - 200 Somit stehen nach DIN 4062 Ester von Monoalkoholen den Estern von Di- oder Polyalkoholen in ihrer Wirkung um nichts nach, sind aber aufgrund ihrer chemisch physikalischen Eigenschaften im Gegensatz zu den Polyglykoldiol-diestern tech¬ nisch leichter zu handhaben. Da die Monoester zudem in Bezug auf ihr Molekular¬ gewicht weniger MCPP-Säure als die Diester enthalten, sind sie diesen in ihrer Wirkung pro Estergruppe überlegen. Q = 1 to 10, average molecular weight - 200 Thus, according to DIN 4062, esters of monoalcohols are in no way inferior to the esters of dialcohols or polyalcohols, but are technically easier to handle, in contrast to polyglycol diol diesters, because of their chemical-physical properties. Since the monoesters also contain less MCPP acid than the diesters in terms of their molecular weight, they are superior in their effect per ester group.

Claims

Patentansprüche claims
1. Verwendung von 2-Methyl-4-chlorphenoxypropionsäuremonoestern der1. Use of 2-methyl-4-chlorophenoxypropionic acid monoesters
Formel (II)Formula (II)
in welcher in which
R für Me, Et, Pr, *Pr, "'^-Bu, "'-'"^-Pentyl, n-Hexyl, "-Heptyl, n- Octyl, 2-Ethylhexyl, n-Nonyl, n-Decyl, "-Undecyl, "-Dodecyl, "- Tetradecyl, n-Tridecyl, "-Pentadecyl, "-Octadecyl, "-Nonadecyl, n- Eicosyl oder ihren verzweigten Strukturisomere steht, oder R durch ein oder mehrere Sauerstoffatome unterbrochen ist, wie z.B. -CH2-R for Me, Et, Pr, * Pr, "'^ -Bu,"' - '"^ - pentyl, n -hexyl," -heptyl, n -octyl, 2-ethylhexyl, n -nonyl, n -decyl, "-Undecyl," -dodecyl, "- tetradecyl, n -tridecyl," -pentadecyl, "-ctadecyl," -nonadecyl, n - eicosyl or its branched structural isomers, or R is interrupted by one or more oxygen atoms, such as, for example, CH 2 -
CH2-OR,CH 2 -OR,
CH— CH-OR1 CH— CH-OR1 CH— CH-OR 1 CH— CH-OR 1
I , I , also MonoetheralkoholeI, I, i.e. monoether alcohols
Me MeMe me
des Ethylenglykols, wie vorzugsweise Z(n-Butoxy)ethyl oder Propy- lenglykols, letzteres mit seinen Strukturisomeren,ethylene glycol, such as preferably Z (n-butoxy) ethyl or propylene glycol, the latter with its structural isomers,
wobeiin which
R1 für H steht oder die gleiche Definition wie R besitzt, mit der Ma߬ gabe, daß R1 sich maximal 10 mal wiederholt,R 1 stands for H or has the same definition as R, with the proviso that R 1 repeats itself a maximum of 10 times,
zum Schutz von Bauwerken, Baustoffen und Isoliermassen gegen Durchwurzelung .to protect buildings, building materials and insulating materials against root penetration.
2. Mittel zum Schutz vor Durchwurzelung enthaltend mindestens einen2. Means for protection against rooting containing at least one
Monoester der Formel (II) nach Anspruch 1. Monoesters of formula (II) according to claim 1.
3. Verfahren zum Schutz gegen Wurzel durchwuchs, dadurch gekennzeichnet, daß man Monoester der Formel (II) nach Anspruch 1, auf die Bauwerke aufbringt oder Baustoffen oder Isoliermassen beimischt. 3. A method for protection against root growth, characterized in that monoesters of the formula (II) according to claim 1, applied to the structures or admixed with building materials or insulating materials.
EP94925462A 1993-09-01 1994-08-19 Root growth inhibitors Withdrawn EP0716569A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4329419A DE4329419A1 (en) 1993-09-01 1993-09-01 Root penetration inhibitors
DE4329419 1993-09-01
PCT/EP1994/002768 WO1995006408A1 (en) 1993-09-01 1994-08-19 Root growth inhibitors

Publications (1)

Publication Number Publication Date
EP0716569A1 true EP0716569A1 (en) 1996-06-19

Family

ID=6496518

Family Applications (1)

Application Number Title Priority Date Filing Date
EP94925462A Withdrawn EP0716569A1 (en) 1993-09-01 1994-08-19 Root growth inhibitors

Country Status (6)

Country Link
US (1) US5672568A (en)
EP (1) EP0716569A1 (en)
JP (1) JPH09501941A (en)
AU (1) AU7536394A (en)
DE (1) DE4329419A1 (en)
WO (1) WO1995006408A1 (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10320551A1 (en) * 2003-05-07 2004-11-25 Bayer Chemicals Ag Polyethylene glycol ester of R - (+) - MCPP acid
DE102007056817A1 (en) 2007-11-23 2009-05-28 Lanxess Deutschland Gmbh n-alkyl ester of R - (+) - MCPP acid
GB0822004D0 (en) * 2008-12-02 2009-01-07 Syngenta Participations Ag Building materials resistant to root penetration and methods for making the same
DE202015105377U1 (en) * 2015-10-12 2017-01-13 Rehau Ag + Co pipe arrangement
AT517786A1 (en) 2015-10-13 2017-04-15 Zsifkovits Wilhelm Use of aryloxyphenoxypropionic acid herbicides for protection of structural waterproofing and bituminous sheeting containing them

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2744818A (en) * 1954-12-01 1956-05-08 Pittsburgh Coke & Chemical Co Low volatile herbicidal compositions
BE558747A (en) * 1956-06-27
DE1108833B (en) * 1958-08-05 1961-06-15 Bayer Ag Root-resistant or root-repellent sealing and casting compounds for underground water pipes
DE1196115B (en) * 1961-07-27 1965-07-01 Bayer Ag Non-root building materials, in particular sealing and insulating compounds based on bituminous binders
BE620069A (en) * 1962-11-02
EP0032631A3 (en) * 1980-01-16 1981-11-11 Fbc Limited Herbicidal phenoxyalkanoic acid derivatives, their preparation, compositions containing them, and their use
US5116414A (en) * 1981-10-26 1992-05-26 Battelle Memorial Institute Long-term control of root growth

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9506408A1 *

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Publication number Publication date
US5672568A (en) 1997-09-30
AU7536394A (en) 1995-03-22
JPH09501941A (en) 1997-02-25
WO1995006408A1 (en) 1995-03-09
DE4329419A1 (en) 1995-03-02

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