EP0011789B1 - Procédé de traitement de la laine - Google Patents

Procédé de traitement de la laine Download PDF

Info

Publication number
EP0011789B1
EP0011789B1 EP79104557A EP79104557A EP0011789B1 EP 0011789 B1 EP0011789 B1 EP 0011789B1 EP 79104557 A EP79104557 A EP 79104557A EP 79104557 A EP79104557 A EP 79104557A EP 0011789 B1 EP0011789 B1 EP 0011789B1
Authority
EP
European Patent Office
Prior art keywords
fluoro
ester
phenoxy
benzyl
wool
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
Application number
EP79104557A
Other languages
German (de)
English (en)
Other versions
EP0011789A1 (fr
Inventor
Rainer Dr. Fuchs
Arnold Fuss
Johannes Haas
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 EP0011789A1 publication Critical patent/EP0011789A1/fr
Application granted granted Critical
Publication of EP0011789B1 publication Critical patent/EP0011789B1/fr
Expired legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • D06M16/006—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with wool-protecting agents; with anti-moth agents

Definitions

  • the invention relates to a process for the treatment of wool with fluorine-substituted 3-vinyl-2,2-dimethyl-cyclopropanecarboxylic acid (3-phenoxybenzyl) ester derivatives for protecting wool against attack and damage caused by keratin-digesting pests.
  • fluorine-substituted cyclopropanecarboxylic acid phenoxybenzyl esters e.g. B. 3- (2,2-Dichlorovinyl) -2,2-dimethyl-cyclopropanecarboxylic acid- (4-fluoro-3-phenoxybenzyl) ester, have strong insecticidal and acaricidal properties (cf. German Offenlegungsschriften 2 709 264 and 2 730 515).
  • Formula (1) includes all stereoisomers, optical isomers and mixtures thereof.
  • the cyclopropanecarboxylic acid phenoxybenzyl esters of the formula (1) on the one hand have a considerably higher activity against keratin pests than the known, fluorine-free compounds of analogous constitution and the same direction of action, and on the other hand their protective action remains practically undiminished even after repeated washing or chemical cleaning.
  • the alkyl radicals preferably have 1 to 4 carbon atoms.
  • Halogen is preferably chlorine or bromine in the case of R 'and R 2 and preferably fluorine or chlorine in the case of R 4 .
  • the wool preservative can, for example, be added to the dye bath before the usual dyeing process, but it can also be applied when washing wool.
  • the treatment is preferably carried out in an aqueous medium.
  • Wool yarn is brought into a treatment bath at 40 ° C in a liquor ratio of 1:10, that per liter of water contains. The mixture is then heated to boiling temperature and the coloring is completed in the usual way. A yellow-colored wool is obtained which has good protection against moth and beetle damage and is also resistant to repeated washes.
  • Carpet yarn which consists of a wool-polyamide mixture in a ratio of 80:20, is brought into a treatment bath at 40 ° C. in a liquor ratio of 1:25, that per liter of water contains. The mixture is then heated to boiling temperature and the coloring is completed in the usual way.
  • the yellow colored wool portion of the carpet yarn treated in this way has good protection against moth and beetle damage, which is resistant to repeated washes.
  • a wool-polyester blend (ratio 45: 55) is placed at 40 ° C in a liquor ratio 1:25 in a treatment bath, per liter of water contains. The mixture is then heated to boiling temperature and the coloring is completed in the usual way.
  • the wool portion of the tone-on-tone dyed fabric has good protection against moth and beetle damage, which is also resistant to repeated washes.
  • the dye specifications relate to Color Index (1971) Vol. 1 and 2.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (3)

1. Procédé pour traiter la laine en vue de la protéger contre l'attaque et les dégâts provoqués par les parasites qui dévorent la kératine, caractérisé en ce que l'on traite la laine par un ester-3-phénoxy- benzylique d'acide 3-vinyl-2,2-diméthylcyclopropane-carboxylique substitué par le fluor.
2. Procédé selon la revendication 1, caractérisé en ce que l'on traite la laine par un ester de formule
Figure imgb0007
dans laquelle
Rl représente l'hydrogène, un groupe alkyle ou un halogène
R2 représente un groupe alkyle, un halogène ou un groupe phényle éventuellement substitué par un halogène
R3 représente l'hydrogène, un groupe cyano ou éthynyle et
R4 représente l'hydrogène ou un halogène.
3. Procédé selon la revendication 2, caractérisé en ce que le traitement est effectué en milieu aqueux.
EP79104557A 1978-12-01 1979-11-19 Procédé de traitement de la laine Expired EP0011789B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2852028 1978-12-01
DE19782852028 DE2852028A1 (de) 1978-12-01 1978-12-01 Mittel gegen keratinschaedlinge und verfahren zur behandlung von wolle mit diesen mitteln

Publications (2)

Publication Number Publication Date
EP0011789A1 EP0011789A1 (fr) 1980-06-11
EP0011789B1 true EP0011789B1 (fr) 1981-11-25

Family

ID=6056084

Family Applications (1)

Application Number Title Priority Date Filing Date
EP79104557A Expired EP0011789B1 (fr) 1978-12-01 1979-11-19 Procédé de traitement de la laine

Country Status (5)

Country Link
EP (1) EP0011789B1 (fr)
JP (1) JPS5580578A (fr)
AU (1) AU527269B2 (fr)
DE (2) DE2852028A1 (fr)
NZ (1) NZ192259A (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3565562D1 (en) * 1984-04-06 1988-11-17 Ciba Geigy Ag Process for protecting keratinic material against deterioration by keratin devouring insects
CH657015A5 (de) * 1984-06-27 1986-08-15 Ciba Geigy Ag Motten- und kaeferschutzmittel.
DE3734341A1 (de) * 1987-10-10 1989-04-27 Bayer Ag Mittel gegen keratinschaedlinge und verfahren zur behandlung von wolle
EP0883710A4 (fr) * 1995-12-21 2000-11-29 Wool Res Organisation Procede de traitement anti-insectes des tapis et textiles
US6290992B1 (en) 1996-02-13 2001-09-18 Shelby J. Magnuson-Hawkins Foam formulation for termite control and method of application therefor
EP2108733B1 (fr) 2008-04-08 2013-03-06 THOR GmbH Matières fibreuses naturelles traitées avec un produit de protection contre les insectes, procédé et utilisation

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2709264C3 (de) * 1977-03-03 1982-01-21 Bayer Ag, 5090 Leverkusen Substituierte Phenoxybenzyloxycarbonylderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide sowie neue Zwischenprodukte
DE2730515A1 (de) * 1977-07-06 1979-01-18 Bayer Ag Substituierte phenoxybenzyloxycarbonylderivate, verfahren zu ihrer herstellung und ihre verwendung als insektizide und akarizide

Also Published As

Publication number Publication date
AU5330079A (en) 1980-06-05
AU527269B2 (en) 1983-02-24
DE2961469D1 (en) 1982-01-28
EP0011789A1 (fr) 1980-06-11
NZ192259A (en) 1981-05-29
DE2852028A1 (de) 1980-06-12
JPS5580578A (en) 1980-06-17
JPS616184B2 (fr) 1986-02-24

Similar Documents

Publication Publication Date Title
DE2802962C2 (de) Cyclopropancarbonsäureesterderivate und sie enthaltende insektizide Zusammensetzungen
DE2737297A1 (de) Insektizide mittel und verwendung von optisch aktiven 2-(4-chlorphenyl)- isovaleriansaeure-alpha-cyan-3-phenoxybenzylestern als insektizide
DE2615435C2 (de) Substituierte Phenoxybenzyloxycarbonylderivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide und Akarizide
CH686211A5 (de) Motten- und Koferschutzmittel.
EP0387663B1 (fr) Agent contre des parasites de la kératine
EP0011789B1 (fr) Procédé de traitement de la laine
EP0105030B1 (fr) Agent de protection contre les mites et les coléoptères
DE2926790C2 (fr)
EP0318431B1 (fr) Agent de protection contre les mites et les coléoptères
DE3024018A1 (de) Ester von benzylalkoholderivaten, verfahren zu ihrer herstellung und deren verwendung
EP0170611B1 (fr) Procédé pour protéger de la matière kératinique contre la détérioration par des insectes dévorant la kératine
DE1518692C3 (de) N-<2-lvIethyl-4-bromphenyl)-N', N'dimethylformamidin enthaltende Schädlingsbekämpfungsmittel
EP0190096B1 (fr) Procédé pour la protection de matière contenant de la kératine contre une attaque par les insectes et esters
EP0150678B1 (fr) Esters alpha-méthyl-(6-phénoxy)-2-picolyles d'acide cyclopropane-carboxylique
EP0006600B1 (fr) Esters d'acide tétrahalogèneéthyl cyclopropane carboxylique, procédé pour leur préparation et leur utilisation comme herbicides
DE3734341A1 (de) Mittel gegen keratinschaedlinge und verfahren zur behandlung von wolle
DE2925290A1 (de) Dihalogenvinyl-cyclopropan-thiolsaeureester, verfahren zu ihrer herstellung und ihre verwendung in der schaedlingsbekaempfung
EP2108733B1 (fr) Matières fibreuses naturelles traitées avec un produit de protection contre les insectes, procédé et utilisation
CH616313A5 (en) Process for the preparation of novel phenoxybenzyl esters of spirocarboxylic acids and their optical and geometric isomers
DE2134358A1 (de) Antimikrobielle ausruestung von textilien
DE3908814A1 (de) Mittel gegen keratinschaedlinge
EP0010154A1 (fr) Compositions insecticides pour utilisation dans le sol, renfermant des esters benzyliques substitués (I) d'acides cyclopropane-carboxyliques comme agents actifs, procédé pour leur préparation, lutte contre les insectes terricoles à l'aide des esters (I) et d'esters benzyliques substitués d'acides cyclopropane-carboxyliques
DE4000972A1 (de) Mittel gegen keratinschaedlinge und verfahren zur behandlung von wolle
EP0010727A1 (fr) Vinylcyclopropanecarboxylates de 3-phénoxy-alpha-vinylbenzyle, procédé pour leur préparation et leur utilisation comme pesticides
DE977373C (de) Schaedlingsbekaempfungsmittel

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed
AK Designated contracting states

Designated state(s): BE CH DE FR GB IT NL

ITF It: translation for a ep patent filed

Owner name: SOCIETA' ITALIANA BREVETTI S.P.A.

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): BE CH DE FR GB IT NL

REF Corresponds to:

Ref document number: 2961469

Country of ref document: DE

Date of ref document: 19820128

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19831124

Year of fee payment: 5

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19841106

Year of fee payment: 6

Ref country code: DE

Payment date: 19841106

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19841231

Year of fee payment: 6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19871130

Year of fee payment: 9

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19881119

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CH

Effective date: 19881130

Ref country code: BE

Effective date: 19881130

BERE Be: lapsed

Owner name: BAYER A.G.

Effective date: 19881130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19890601

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
GBPC Gb: european patent ceased through non-payment of renewal fee
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19890731

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Effective date: 19890801

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT