AU633298B2 - Insecticide treatment and compositions therefor - Google Patents

Insecticide treatment and compositions therefor Download PDF

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Publication number
AU633298B2
AU633298B2 AU48960/90A AU4896090A AU633298B2 AU 633298 B2 AU633298 B2 AU 633298B2 AU 48960/90 A AU48960/90 A AU 48960/90A AU 4896090 A AU4896090 A AU 4896090A AU 633298 B2 AU633298 B2 AU 633298B2
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AU
Australia
Prior art keywords
fabric
furnishing
polymeric substance
insecticidal
furnishing fabric
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Ceased
Application number
AU48960/90A
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AU4896090A (en
Inventor
Gordon James Marrs
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Imperial Chemical Industries Ltd
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Imperial Chemical Industries Ltd
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Anticipated expiration legal-status Critical
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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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/227—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated
    • D06M15/233—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of hydrocarbons, or reaction products thereof, e.g. afterhalogenated or sulfochlorinated aromatic, e.g. styrene
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • 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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/425—Carbamic or thiocarbamic acids or derivatives thereof, e.g. urethanes
    • 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

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Artificial Filaments (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)

Description

(3 32
AUSTRALIA
Patents Act COMPLETE SPECIFICATION
(ORIGINAL)
Class Int. Class Application Number: Lodged: Complete Specification Lodged: Accepted: Published: Priority Related Art: I III It 1 1 6 I I S 9* 9 I SI I I I
II
I'S
III'
Applicant(0O: Imperial Chemical Industries PLC Imperial ChemicAl House, Millbank, London SWlP WJ, UNITED KINGDOM It
''III,
I. Ii II It t t Address for Se~rvice Is: PHILLIPS ORMONDE FITZPATRICK Patent and Trade Mark Attorneys 367 Collins Street Melbouxrne 3000 AUSTRALIA Complete Specification for the invention entitled: INSECTICIDE T1WCMENT AND COMPOSITIONS THEREFOR Our Ref 162081 POP Code: 1453/1453 The following statement is a full. desciption of this invention, including the best method of performing it known to applicant(s): 6006 r la- INSECTICIDE TREATMENT COMPOSITIONS THEREFOR This invention relates to treatment of fabrics with insecticides and compositions for use in 1-'h treatment, and to fabrics thus treated.
Among the uses of insecticides for arthropod control, the pyrethroid insecticides have become o 00popular for "impregnation" of fabrics such as 0 00* carpets, curtains and mosquito nets. The pyrethroids include chemicals such as permethrin, cypermethrin p 0. and lambda-cyhalothrin which are very stable and 00 0oo 10 insecticidal. These chemicals, uaually formulated as emulsion concentrates for aqueous dilution, can be conveniently and safely used for residual treatment of materials requiring to demonstrate a prolonged insecticidal effect.
0 15 The use of pyrethroid insecticides for 000, "impregnation" of mosquito nets and curtains as a o0 0 00 0 means of killing mosqujtoss and other flies that settle on the treated materials is well known. This 0 0 concept is based upon the way that blood-sucking arthropods may contact e insecticide-treated osubstrate when attracted _o a nearby hosL. Pa. a 0 person sleeping under a bednet. Trhis promotes the control of the pests, eg. mosquitoes.
Becausa people tend to wash their bednets, curtains, etc. from time to time, it is desirable to enhance the persistence of insecticides treated materials by making them wash-proof, to some extent.
However conventional insecticidal compositions do not, provide a washproof insectic:idal effect and the -L 2 present invention is concerned with a solution to this problem.
Accordingly the present invention provides a.
method of treating fabrics to impart washproof insecticidal properties thereto which comprises treating said fabric with a insecticidally effective amount of a liquid composition comprising an insecticidal active ingredient and a polymeric substance. The threads of the treated fabric are thus coated not only with the insecticidal active ingredient but also with the polymeric substance.
The effect of the polymeric substance is to increase the adhesion of the insecticidal substance to the fabric by incorporating the insecticidal substance in a film of the polymeric substance, which itself adheres to the individual threads of the fabric. The invention thus provides woven or non-woven fabric material the threads of which are coated or partially coated with a film of an adherent polymeric substance incorporating an insecticidally active substance.
The fabric may be in the form of furnishing fabrics, such as curtains, bed-linen, bed-nets, furniture covers, or may be incorporated into matting, carpets ,or other floor covering. Alternatively the fabrics may be made up for use in packaging, such as sacks for the storage and transport of materials, including foodstuffs subject to spoilage by insect pests.
Fabrics to be treated may be made of natural fibres such as cotton, raffia, jute, flax, sisal, hessian, or wool, or synthetic fibres such as polyamide, polyester, polypropylene, polyacrylonitrile or the like.
I U I -P r ~hnsl~ 3 The method of the invention may L. practised using liquid compositions comprising a.y suitable insecticide which is effective against the pests to be controlled, particularly adult mosquitoes and flies. Thus the insecticide may be carbamate such as propoxur or bendiocarb, or an organophosphorus insecticide such as malathion, pirimiphos-methyl or fenitrothion, or a pyrethrin or pyrethroid insecticide such as allethrin, bioallethrin, Sbioallethrin, neopynamin, fenvalerate, permethrin, Scypermethrin, alphamethrin, deltamethrin, cyhalothrin or lambda-cyhalothrin.
The compositions may be of any suitable liquid solvent based type, for example, emulsifiable concentrates oil-in-water emulsions which are applied after dilution with water, or solutions which may be applied directly by ultra-low volume spraying.
The compositions also comprise a polymeric substance, dissolved in the liquid solvent. This may be a natural resin or wax such as wood rosin, ester gum, paraffin wax or shellac. Shellac is particulary useful. The polymeric substance may also be a synthetic polymer, such as polyethylene, S 25 polypropylene, an ethylene/vinyl acetate copolymer, polystyrene, a styrene/butadiene copolymer, polyacrylonitrile, a copolymer or acrylonitrile, Sbutadiene and styrene, polyvinyl chloride, an acrylate polymer such as polymethylmethacrylate, or a polyamide. The molecular weight of the polymer must be such that required concentration in the composition can be obca by dissolution in the solvent. Thus polystyrene having an average molecular weight within the range from 2000 to
-I-
IL ir 1^E- "c*rrm~? ~slPPr~ 4 1000000 is particularly useful. In general the average molecular weight of the polymer should be such as to permit ready dissolution in the solvent used in the composition, and at the same time provide significantly increased washfastness of the insecticide deposit on the fabric. In order to ensure that good adhesion is obtained for a particular combination of fibre and insecticide it may be helpful to combine more than one polymer in a blend. The solvent can be any suitable organic solvent in which the insecticidal active ingredient in soluble, and in which the polymeric substance is simultaneously soluble. Suitable solvents include ketones such as cyclohexanone, iso-phorone, acetophenone, and methylisobutyl ketone, ethers such as anisole, esters such as hexyl acetate and methylbenzoate, vegetable oils, amides such as Nmethylpyrrolidone, chlorinated hydrocarbons such as 1,l-trichloroethane, chloroparaffins and chlorotoluene, aromatic carbons such as alkyl benzenes and methylnaphthalene, a.Ltphatic hydrocarbons such as alkylcyclop.,affins, branchedchain alkanes and alcohol-ethers such as diethyleneglycol mono-methyl ether, propylene glycol monomethyl ether, polyethylene glycol and tetrahydrofurfuryl alcohol, or mixtures thereof.
The compositions may also contain wetting Semulsifying or dispersing agents, which may be of the cationic, anionic or non-ionic type. Suitable agents of the cationic type include, for example, quaternary ammonium compounds, for example, cetyltrimethyl ammonium bromide. Suitable agents of the anionic type include, for example, soaps, salts of aliphatic monoesters or sulphuric acid, for example, sodium C r 5 lauryl sulphate, salts of sulphonated aromatic compounds, for example, sodium dodecylbenzenesulphonate, sodium, calcium or ammonium lignosulphonate, or butylnaphthalene sulphonate, and a mixture of the sodium salts of diisopropyl- and triisopropyinaphthalene sulpronates. Suitable agents of the non-ionic type include, for example, the condensation products of ethylene oxide with fatty alcohols such as oleyl alcohol or cetyl alcohol, or 10 with alkyl phenols such as octyl phenol, nonyl phenol and octyl cresol. Other non-ionic agents are the partial esters derived from long chain fatty acids and hexitol anhydrides, the condensation products of i the said partial esters with ethylene oxide, and the lecithins.
The compositions which are to be used in the form of aqueous dispersions or emulsions are generally supplied in the form of a concentrate containing a high proportion of the active ingredient or ingredients, the Fai concentrate to be diluted with water before use. These concentrates are often required to withstand storage for prolonged periods and after such storage, to be capable of dilution with water to form aqueous preparations which remain 25 homogenous for a sufficient time to enable them to be applied by dipping or by conventional spray equipment.
The compositions may contain from 1 to 70% by weight of the insecticidal active ingredient, and preferably from 5 to 50% by weight. They may also contain from 1 to 25% by weight of the polymeric substance, and preferably from 3 to 15% by weight.
In other respects the compositions resemble conventional compositions of insecticides of the emulsifiable concentrate, oil-in-water emulsion, or I C I,
I
solution type.
Where the composition is diluted with water before use it may be applied to the fabric by direct spraying, or by dipping or soaking the fabric in a bath containing the diluted composition. The fabric may be finished and made up fabric, such as curtains (particularly net curtains), bed-linen, furniture covers or the like, or may be new fabric. In the latter case the insecticide treatment may be carried out at the end of the manufacturing process, by ,tie placing the insecticidal composition in the final treatment bath.
The leaching of insecticides from Fabrics during the washing process not only reduces the insecticidal effectiveness of -he deposit on the fabric, but also allows the insecticides to pass into the wash water.
Although this does produce an environmental hazard where individual fabrics such as bednets are washed from time to time in the course of a normal domestic laundry regime, a problem can occur if treated fabric3 are routinely washed during continous manufacturing processes. Thus insecticides are frequently applied to fabrics used in carpet manufacture for the control of carpet beetles, but in subsequent treatments during manufacture some of this may be washed out of the carpet, leading to a potential hazard to the environment if the wash waters are subsequently discharged into natural waterways. By the uise of the invention method and compositions the amount of insecticides washed out of the carpet may be significantly reduced.
The invention is illustrated by the following Examples. The examples illustrating compositions of particular active ingredients may be considered as exemplifying also compositions in which the active 7 ingredient is replaced by others of similar effectiveness.
EXAMPLE 1 This Example illustrates an emulsifiable concentrate according to the invention.
Cypermethrin Polystyrene Calcium dodecNl benzene sulp-hate 'Synperonic' NP13 'Solvesso' 200 to 100 'Synperonic' NP13 'Synperonic is a registered trade mark) is a condensate of nonylphenol with ca.
13 moles of ethylene oxide.
'Solvesso' 200 'Solvesso is a registered trade mark) is a blend of methylnaphtha,enes.
The polystyrene has an average molecular weight of about 100000 EXAMPLE 2 This Example illustrates an emulsifiable concentrate according to the invention.
w/w Lambcla-cyhalothrin Polystyrene 'Synperonic' 0210 7 Calcium 61odecyl benzene suiphonate 3 'Solvesso, 100 to 100 8- 'Solvesso' 100 'Solvesso' is a registered trade mark) is a solvent blend of Qq-alkylbenzenes.
EXAMPLE 3 This Example illustrates a solution suitable for ultra-low volume spray application.
%w/w *Permethrin Shellac 'Aromasol' H to 100 LO 'Aromasol' Hi ('Aromasol' is a registered trade mar'k) is a solvent blend of xylenes and ethylbenzene.
EXAMPLE 4 This Example illustrates an etwulsifiable concentrate suitable for use in the method of the invention.
Pi irimipbos-nethyl Polystyrene 'Synperonic' NTP13 Calcium dodecyl benzene Epoxidised soya bean oil 4 'Solvesso' 100 to 100 9- EXAMVPLE This Example illustrates two further emulsifiable concentrates suitable for use in the method of the inv'ention
C
o 00 0 Q~ 0 0 4.
8a 00 0 40
C
4064 lambda'.cyhalothrin Polystyrene 105) 'Tensiofix' 57416 'Tensiofix' 537453 'Cereclor' 63L Isoltvesso' 100 permethrin Polystyrene 105) 'Tensiofix' 137416 'Tensiofix' B7458 'Cereclor' 63L 'Solvesso' 100 2. 24.0 to 100. 0 25.0 4,, 6.8 to J,00.0 *4 C 'Tensiofix' B741G and Vl453 (TensiQfix' is a Registered Trade Mark) are blends of surface agents, active 4 *4 ii 0 'Cereclorl 63L ('Cereclor' is a Registered Trade Mark) is a blend of chlorinated paraffinic solvents, 1 _C -I- 10 EXAMPLE 6 This Example illustrates the washfastness obtained by the method of the invention. The composition of Example 1 was used and compared with a similar composition omitting the polystyrene (control). Nylon mosquito netting samples (10 x cm) were dipped into a bath containing the diluted composition until a loading of 0.4g/m 2 of permethrin Was obtained. After drying the netting was us d to demonstrate insecticidal effect against Anopheles gambiae mosquitoes after 0, 1 and 2 washings with soap. The results, which are given as the mean percentage mortality and mean percentage knock-down of three replicates, show that the use of polystyrene in the composition gives an approximately threefold better effect after one wash and an :,pproximately sixfold better effect after two wasnes than the control. Results are also given for a similar composition in which the polystyrene is replaced by Shellac which also showed a significant increase in Washfastness as compared with the control, Wr 11 Polymeric Mortality Knockdown) after Substance 0 Wash 1 Wash 2 Washes Polystyrene 90.5 92.9 68.8 (95.2) (100) (100) Shellac 84.1 44.0 39.3 (95.5) (62) (,24.6) None 93.0 25.0 (74.4) (31.3) (4.9) EXAMPLE 7 This Example illustrates two emulsifiable concentrates according to the invention, A and B, and compa~res the washfastness of the insecticide depost on nylon (polyarnide) netting with that obtained from a conventional insecticidal com~position, C.
ingredient %wt A B C I O Permethrin 25.0 25.0 2510 'Arylan' CA 7.5 7.5v)7.
'Triton'XlOO 12.5 12.5 12.5 Polystyren~e 1010 5.0 'Arornasol' H to 100.0 to 100.0 to 100.0 'Aryl; anl CA ('Arylan' is a Registered Trade Mark) is calcium dodedecylbenzone suiphonate.
rn-= 12 'Triton' X100 ('Triton' is a Registered Trade Mark) is a condensate of octylphenol with 10 moles of ethylene oxide.
Nylon samples were treated with the compositions accoriing to the method of Example 6 and divided into three groups for each composition. The first group was not washed, the second group washed once, and the third group washed twice. The residual deposit of insecticide in each group was then de.ermined by a gas-chromatographic technique in which the deposit was first removed by dissolution in chloroform, using a Hewlett Packard 5880 gas chromatograph, equipped with a 25m x 0.2mm fused silica methyl-silicone (CP sil 5CB) column, at 60°C (initial) to 240'C (final) and an injection temperature of 280°C. The results are given in the following table (expressed as mg/m 2 of permetnrin retained on the netting) and show clearly that the incorporation of the polystyrene significantly increases the washfastness of tne permethrin deposit.
No of Washes A B C 0 580 425 325 1 390 150 11 2 260 130 4
L'
L

Claims (7)

1. Woven or non-woven furnishing fabric material the threads of which are coated or partially coated, with a film of an adherent polymeric substance incorporating an insecticidally active substance, said fabric exhibiting washproof insecticidal properties, and obtainable by treating the fabric with an insecticidally effective amount of a liquid composition comprising an insecticidal active ingredient and a polymeric substance to coat the threads thereof.
2. Furnishing fabric material according to claim 1 made of natural fibres selected from cotton, raffia, jute, flax, sisal, hessian and wool, or synthetic fibres selected from polyamide, polyester, polypropylene or polyacrylonitrile fibres, or a blend of any such natural and synthetic fibres.
3. A method of treating furnishing fabrics to impart washproof insecticidal properties thereto which comprises treating said furnishing fabric with an insecticidally effective amount of a liquid composition comprising an insecticidal active ingredieint and a polymeric substance dissolved in an organic 4 organo-phosphorus compound. A method according to claim 3 or 4 wherein the polymeric substance is polystyrene, or Shellac.
6. A method according to any one of claims 3 to 5 wherein the furnishing fabric is an open-meshed netting.
7. Furnishing fabric treated by the method of any one of claims 3 to 6.
8. A method of combating insect pests in a dwelling which 39 com rises suspending a furnishing fabric according to claim 1 in WDN f t I 13 |0, I ~C 1-91-- _W 0 0 L O O DP o 9 the dwelling such that it is accessible to the insect pests.
9. A furnishing fabric according to claim 1 substantially as hereinbefore described with reference to any one of the examples. A method according to claim 3 substantially as hereinbefore described with reference to any one of the examples. DATED: 10 November 1992 PHILLIPS ORMONDE FITZPATRICK Attorneys for: '4 A IMPERIAL CHEMICAL INDUSTRIES PLC 1203N 0 o00o o .9 1,5 o 00 000 oO 39 WD 14
AU48960/90A 1989-02-09 1990-01-31 Insecticide treatment and compositions therefor Ceased AU633298B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8902929 1989-02-09
GB898902929A GB8902929D0 (en) 1989-02-09 1989-02-09 Insecticide treatment & compositions therefor

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AU4896090A AU4896090A (en) 1990-08-16
AU633298B2 true AU633298B2 (en) 1993-01-28

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EP (1) EP0382382A1 (en)
JP (1) JPH02289186A (en)
AP (1) AP147A (en)
AU (1) AU633298B2 (en)
GB (2) GB8902929D0 (en)
HU (1) HUT52832A (en)
IL (1) IL93198A0 (en)
MY (1) MY105543A (en)
OA (1) OA09194A (en)
ZA (1) ZA90684B (en)

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HU900691D0 (en) 1990-04-28
GB9001874D0 (en) 1990-03-28
AP9000161A0 (en) 1990-04-30
AU4896090A (en) 1990-08-16
GB8902929D0 (en) 1989-03-30
JPH02289186A (en) 1990-11-29
IL93198A0 (en) 1990-11-05
AP147A (en) 1991-10-07
HUT52832A (en) 1990-08-28
GB2228200A (en) 1990-08-22
ZA90684B (en) 1991-04-24
MY105543A (en) 1994-10-31
OA09194A (en) 1992-06-30
GB2228200B (en) 1992-09-02
EP0382382A1 (en) 1990-08-16

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