AU662179B2 - Shaped articles which contain active compounds and are based on elastomeric copolyesters which can be processed as thermoplastics, processes for their production and their use for control of pests - Google Patents

Abstract

The present invention relates to mouldings containing active ingredients, which are characterised in that they contain, as support, thermoplastic elastomers based on copolyesters, optionally with conventional additives, to a process for their production, and to their use for the control of pests on animals.

Description

6 u 2 17'9 Our Ref: 445438 P/00/011 Regulation 3:2

AUSTRALIA

Patents Act 1990

ORIGINAL,

COMPLETE SPECIFICATION STANDARD PATENT

F

4 4 t 4 3 £4 a. 4 4 Applicant(s): Address for Service: Bayer Aktiengesellschaft D-5090 Leverkusen Bayerwerk GER1MANY DAVIES COLLISON CAVE Patent Trade Mark Attorneys Level 10, 10 Barrack Street SYDNEY INSW 2000 Shaped articles which contain active compounds and are based on elastomeric copolyesters which can be processed as thermoplastics, proces'ses for their production and their use for control of pests 0* a a 4* 0~~t a a 00 a a. at.

a a 0~ a o ~a a Invention Title: The following statement is a full description of this invention, including the best method of performing it known to me:- 5020 The present invention relates to new shaped articles which contain active compounds and are based on elastomeric copolyesters which can be processed as thermoplastics, their production and their use for control of pests, in particular in stock and domestic animals.

Shaped articles which comprise active compounds for controlling pests are known. They are based on the slow release of active compounds from a carrier matrix of S 10 plastics which contains active compounds (compare, for example, Aries et al US P 3 814 061, Greenberg US-P 3 918 407, Miller and Morales US-P 3 944 662, Millionis and Spicer US-P 4 041 151, Pasarela US-P 4 145 409, Greenberg and Cloud US-P 4 158 051, v. Bittera et al US-P 4 225 578. McDaniel and Pruitt EP-OS 0 052 411 Bl, Grubb et al US-P 3 852 416 and Pearce US-P 4 536 388.

The carrier employed practically almost exclusively for 'known shaped articles is PVC. Although other carriers are mentioned in the literature, as yet they have not found acceptance in practise. Thus, US-P 4 195 075 mentions, inter alia, that thermoplastic elastomers are also possible as carrier polymers for ear marks. However, this citation also describes exclusively examples using M t'25 plasticiser-containing PVC as the carrier polymer.

4 C C Le A 28 556 1m i. 1 t This is also not surprising. PVC is inexpensive and readily accessible. It is also miscible with other substances, in particular plasticisers, within wide limits. These plasticisers in PVC bodies containing active compounds have the function of keeping the active compound dissolved in the carrier and of transporting it slowly to the surface of the body. At the surface, the active compound evaporates or is rubbed off from the surface, together with the plasticiser. The interaction of the three components PVC carrier, plasticiser and active compound determines whether and to what extent the shaped article can be employed in practise.

If one component of the overall system is changed, it can no longer be predicted whether the system still acts in practise. This applies in particular if the plasticiser, which indeed has a key function in transportation of the active compound, is changed or omitted.

For various reasons, it is desirable to replace PVC as 0 I the carrier material. It is also advantageous to dispense .I 20 partly or completely with the use of plasticisers. It was lt |therefore a matter of discovering an active compound/ J shaped article system in which PVC, as the carrier .it material, and plasticiser can be dispensed with and which nevertheless has a good action in practise.

Thermoplastic elastomers are materials which comprise elastomeric phases either mixed physically or bonded chemically in polymers which can be processed as I4. I I t t I t Le A28 556 I A82 iit thermoplastics. A distinction is made between polyblends; to which the elastomeric phases are present in physically mixed-in form, and block polymers, in which the elastomeric phases are a constituent of the polymeric matrix.

Hard and soft regions are present side by side as a result of the build-up of the thermoplastic elastomers.

The hard regions form a crystalline network structure or a continuous phase, the interstices of which are filled by elastomeric segments. On the basis of this build-up, these materials have rubber-like properties.

A distinction may be made between 5 main groups of thermoplastic elastomers: 1. Copolyesters 2. Polyether block amides (PEBA) 3. Thermoplastic polyurethanes (TPU) 4. Thermoplastic polyolefins (TPO) Styrene block copolymers These 5 main groups show similar macroscopic physical L properties, coupled with a completely different chemical build-up. In spite of these macroscopically similar Ir properties, these main groups behave completely differently in respect of mixing in and release of active S( compounds.

The use of certain thermoplastic elastomers as carriers for active compounds is known, for example, from I o. EP-OS 338 821 and DE-OS (German Published I I i

I

Le A 28 556 3 rm i t Specification) 3 611 137. The use of styrene/butadiene block copolymers as carriers is described in EP-OS (European Published Specification) 338,821. The use of polyether block amides as carriers for volatile active compounds is described in DE-OS (German Published Specification) 3,611,137.

The use of copolyesters as carriers for active compounds is not known.

The present invention relates to 1. Shaped articles which contain active compounds, characterised in that they comprise, as carriers, thermoplastic elastomers based on copolyesters, as well as customary additives, if appropriate.

2. Processes for the production of shaped articles containing active compounds, characterised in that thermoplastic elastomers based on copolyesters are mixed with active compounds and if appropriate J l customary additives and the mixture is processed in I the customary manner.

t t S 20 In spite of having similar macroscopic properties, the main groups of the thermoplastic elastomers behave completely differently as regards mixing in and release of active compounds. Thus, for example, shaped articles based on thermoplastic polyurethane and thermoplastic 25 olefins exhibit a completely inadequate release of active Le A 28 556 4 .11 r compound. It is therefore not possible to draw conclusions from the behaviour of one representative of a main group of the thermoplastic elastomers on the other main groups.

It was surprising that shaped articles which contain active compounds and are based on elastomeric copolyesters which can be processed as thermoplastics having a good and long action under conditions in practice. It was particularly surprising that the shaped articles according to the invention lead to an adequate and long-lasting release of the active compound.

Suitable copolyesters (segmented polyester elastomers) are built up, for example, from a large number of recurring, short-chain ester units and long-chain ester units, which are combined by ester bonds, the short-chain ester units making up about 15-65% by weight of the copolyester and having the formula I.

I I r e

(I)

0 0 I I€ in which 20 R represents a divalent radical of a dicarboxylic acid, .o* which has a molecular weight of less than about 350, and 4 a t 4

I

c Le A 28 556 5 i I D represents a divalent radical of an organic diol, which has a molecular weight of less than about 250, The long-chain ester units make up about 35-85% by weight of the copolyester and have the formula II

II

-C-R-C-0-G-O- II II o 0 in which R represents a divalent radical of a dicarboxylic acid, which has a molecular weight of less than about 350, and G represents a divalent radical of a long-chain glycol, which has an average molecular weight of about 350 to 6000.

The copolyesters which can be used according to the 2 .invention can be prepared by polymerizing with one I another a) one or more dicarboxylic acids, b) one or more linear, long-chain glycols and c) one or more low SI molecular weight diols.

S' The dicarboxylic acids for the preparation of the copolyester can be aromatic, aliphatic or cycloaliphatic.

The preferred dicarboxylic acids are the aromatic acids J 20 having 8-16 C atoms, in particular phenylene-dicarboxylic R 4 acids, such as phthalic, terephthalic and isophthalic Ie 56 e A 6 a a6 Le A 28 556 6 acid.

The low molecular weight diols for the reaction to form the short-chain ester units of the copolyesters belong to the classes of acyclic, alicyclic and aromatic dihydroxy compounds. The preferred diols have 2-15 C atoms, such as ethylene glycol, propylene glycol, tetramethylene glycol, isobutylene glycol, pentamethylene glycol, 2,2dimethyltrimethylene glycol, hexamethylene glycol and decamethylene glycol, dihydroxycyclohexane, cyclohexanedimethanol, resorcinol, hydroquinone and the like. The bisphenols for the present purpose include bis- (p-hydroxy)-diphenyl, bis-(p-hydroxyphenyl)-methane, bis- (p-hydroxyphenyl)-ethane and bis-(p-hydroxyphenyl) propane.

The long-chain glycols for the preparation of the soft segments of the copolyesters preferably have molecular weights of about 600 to 3000. They include poly(alkylene Sether)glycols in which the alkylene groups have 2-9 L carbon atoms.

Glycol esters of poly-(alkyleneoxide)-dicarboxylic acids can also be used as the long-chain glycol.

Polyester glycols can also be used as the long-chain glycol.

a The long-chain glycols also include polyformals, which S l a, 25 are obtained by reaction of formaldehyde with glycols.

Le A 28 556 7 a fi1 i Polythioether glycols are also suitable. Polybutadiene glycols and polyisoprene glycols, copolymers thereof and saturated hydrogenation products of these materials are satisfactory long-chain polymeric glycols.

Processes for the synthesis of such copolyesters are known from DOS (German Published Specification) 2 239 271, DOS (German Published Specification) 2 213 128, DOS (German Published Specification) 2 449 343 and US-P 3 023 192.

Suitable copolyesters in the context of the invention are Sobtainable, for example, under the commercial names "Hytrel from Du Pont, ®Pelpren from Toyobo*, Arnitel from Akzo, ®Ectal from Eastman Kodak and 'Riteflex from g Hoechst.

15 Active compounds which may be mentioned for the shaped articles according to the invention are, preferably, insecticides, in particular parasiticides, for use on V animals. The insectici.des include phosphorus-containing t compounds, such as phosphoric or phosphonic acid esters, naturally occurring and synthetic pyrethroids, carbamates, amidines, juvenile hormones and juvenoid synthetic active compounds.

The phosphoric or phosphoric acid esters include: O-ethyl 0-(8-quinolyl) phenyl-thiophosphate (quintiofos), Ae Le A 28 556 8 m 0,0-diethyl 0-(3-chloro-4-methyl-7-coumarinyl) thiophosphate (coumaphos) 0.0-diethyl 0-phenylglyoxylonitrile oxime thiophosphate (phoxim) 0,0-diethy. 0-cyanochlorobenzaldoxime thiophosphate (chiorphoxim) 0.0-diethyl 0- (4-bromo-2, 5-dichiorophenyl) phosphorothionate (bromophos-ethyl) V 0,0,0 ',0'-tetraethyl-S,S'-methylene di(phosphorodithionate) (ethion) 2, 3-p-dioxanedithiol-S, S-bis -diethyl phosphorodithionate 9 1, 1 t2-Chloro-1-(2,4-dichlorophenyl) -vinyl. diethyl phosphate I (chlorfenvinphos) IT 15 0,0-dimethy. 0-(3-methyl-4-methylthiophenyl) thionoiphosphate (fenthion) I; The carbamates include: 2-isopropoxyphenyl methylcarbamate (propoxur) 1-naphthyl N-methylcarbamate (carbaryl).

Le A28 5569 1. i i" The synthetic pyrethroids include compounds of the formula I

R

3

R

2 1 COO 4

R

R4 formula I in which

R

1 and R

R

3 represent halogen, optionally halogen-substituted alkyl or optionally halogen-substituted phenyl, represents hydrogen or CN, r f S.

tf i C cc S. fa Cr C Preferred formula I represents hydrogen or halogen and represents hydrogen or halogen, synthetic pyrethroids are those in which represents halogen, in particular chlorine or bromine, of the t C (CC I CisC C.

a eat.

C

fluorine, 15 R 2 represents halogen, in particular fluorine, chlorine, bromine, trihalogenomethyl, phenyl or chlorophenyl, Le A 28 556 Li i

R

3 represents hydrogen or CN,

R

4 represents hydrogen or fluorine and represents hydrogen.

Particularly preferred synthetic pyrethroids are those of the formula I in which

R

1 represents chlorine, R represents chlorine, trifluoromethyl or pchlorophenyl,

R

3 represents CN,

R

4 represents hydrogen or fluorine and I T.

R represents hydrogen.

Compounds of the formula I which may be mentioned in particular are those in which

R

1 represents chlorine, 2 represents chlorine or p-chlorophenyl, i

R

3 represents CN, i ~rr* fe Le A 28 556 11 I S*i

S**

1 t i R 4 represents fluorine in the 4-position and R 5 represents hydrogen.

Compounds which may be mentioned specifically are: (a-cyano-4-fluoro-3-phenoxy)-be1zyl 3-[2-(4-chlorophenyl) -2-chlorovinyl]-2, 2-diiethyl-cyclopropanecarboxylate (flumethrin), a-cyano(4-fliioro-3-phenoxy) -benzyl 2,2-dimethyl-3-(2,2dichlorovinyl) -cyc lopropanecarboxyl ate (cyf luthrin) and ii its enantiomers and stereomers, a-cyano-3-phenoxybenzyl (±)-cis,trans-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate (deltamethrin), ca-cyano-3-phenoxybenzyl 2,2-dimethyl-3-(2,2dichilorovinyl) -cyclopropanecarboxylate (cypermethrin), 3-phenoxybenzyl trans-3- (2,2-dichlorovinyl) -2, 2 dimethylcyclopropanecarboxylate (permethrin), c-cyano-3-phenoxy-benzyl a- (p-Cl-phenyl) -isovalerate (fenvalerate) and 2-cyano-3-phenoxybenzyl 2- (2-chloro-r,ca,c-trifluoro-ptoluidino)-3-methylbutyrate (fluvalinate).

Le A 28 556 12 rink~ The amidines include: 3-methyl-2-[2 ,4-dimethyl-phenylimino]-thiazoline, 2- (4-chloro-2-methylphenylimino) -3-methylthiazolidine, 2- (4-chloro-2-methylphenylimino) (isobutyl- 1-enyl) thiazolidine and 1,5-bis-(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta- 1,4-diene (amitraz).

The juvenile hormones or substances like juvenile hormones include substituted diaryl ethers, benzoylureas and triazine derivatives. The juvenile hormones and substances like juvenile hormones include, in particular, compounds of the following formulae: I a 4 *4 a 4 (4 4 4 4 *4 4 4.

a I a 44

I.

I 4 44 a, a '£40 44 a 140 I

S

441 4 1 4

I

Le A 28 556 13 CoH

H

5

C

2

C

2

H

5

C

3

C

CH

3 Cu OCH 3 i SO-H 7

C

3 CH 3

CH

3

CH

3

CH

3

CH

3 0

H

3 C CH 3

CM

3

CH

3

CH

3 0

H

3

C

H3 CH3 HC. 0 H CH5 Cl- 3 0CM tH 3 C

OC

3 HC 0 CH3 C 3 ,0

H

3 C

OCH

3 The substituted diaryl ethers include, in particular, Le A28 556 -14substituted alkoxydiphenyl ethers or -diphenylmethanes of the general formula I R4 I

I

Ri T- %L'rI)n- kUM)M- X-Het R23E)-Z wherein 4 *4 t 4 4 44.4 4.

6 4 .64 4 t4 8 4 4 4 4 *4 4 S 6 4 4l *4 6 4 44 4 44 4484 4 .4 *8 a *4884 4 4

C

RI represents hydrogen, halogen, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, dioxyalkylene, dioxyhalogenoalkylene, CN, NO 2 alkenyl, alkinyl, alkoxyalkyl, alkoxyalkoxy or hydroxyalkoxy, 0 R2 rersnsterdclmetoe fo R, L R R represents the radicals mentioned for R1, 15 R 4 represents halogen, hydrogen, alkyl, halogenoalkyl or

R

5 represents the radicals mentioned for R, Het represents optionally substituted heteroaryl, which is not bonded to the rest of the radical via the hetero atom, £888 8 4 44 1£ 44 Le A 28 556 15 111 111 1 1 11 I'll -1 1 11 I X and Y independently of one another represent or Z represents -CH 2

-CHCH

3 or -C(CH 2 2 and m and n independently of one another represent 0, 1, 2 or 3, but their sum is equal to or greater than 2.

Particularly preferred compounds of the formula I are those in which

R

1 represents hydrogen, methyl, trifluoromethyl, methoxy, trifluoromethoxy, chlorine or fluorine i4

R

2 represents hydrogen, C 4 SR3 represents hydrogen, fluorine, chlorine or methyl,

R

4 represents hydrogen or methyl,

R

5 represents methyl, hydrogen, ethyl, trifluoromethyl or 4 4 4 44.4..

4 4 9

CL

a 4 o4

C

c Het represents pyridyl or pyridazinyl, which are optionally substituted by fluorine, chlorine, methyl, NO 2 methoxy or methylmercapto, Le A 28 556 16 L

I

x

Y

z m n The represents 0, represents 0, represents 0, CH 2 or -C(CH 3 2 represents 1 and represents 1.

following compounds may be mentioned specifically:

R

N--

R

3 t *4 4 4 *4 44* 4* 4 4 *4 4 4.

9 4 4 94 9 4 4' 4 44 4~ 44*R 4 S4 4*

S

4*4*54 4

S

S 44 4 04*5 4 0 444 4 4

H

H

5-F

H

H

H

H

H

CH

3

CH

3

CH

3

CF

3 C 2

H

5

H

CH

3

CH

3

H

2-Cl

H

H

H

H

H

H

0 0 0 0 0 0

CH

2 C CH 3 2 Ri R5 0-CH-CH-- '3 fz H H Le A 28 556

CH

3 -17

I,:

/Z

(CH

2 3 -O-Het.

R'

R

3 H H H H Np

"N

N--N

H H 44 q 4 t 44 19 4 144 4 44 4 4 44 4 4 4 *4 4I 4 I 44 4 44 4144 44 44 4

S

4444.4 4 4 4 0444 C* 4 444.

4 4 4444

I

44 SlIt 4 t Le A 28 556 18, mm.

The benzoylureas include compounds of the formula

R

1 /2-'7 O-NH-CONH

-R

wherein R2 R 3

R

4 represents halogen, represents hydrogen or halogen, represents hydrogen, halogen or C 1 4 -alkyl and represents halogen, 1-5-halogeno-Cl.

4 -alkyl, C 1 4 alkoxy, 1-5-halogeno-CI- 4 -alkoxy, Cl 4 -alkylthio, halogeno-C 1 4 -alkylthio, phenoxy or pyridyloxy, which ca~n optionally be substituted by halogen, C,- 4 -alkyl, 1-5-halogeno-Cl.

4 -allcyl, C,.

4 -alkoxy,

CI-

4 -alkoxy, C,- 4 -alkylthio or 1-5-halogeno-Cl-C 4 alkylthio.

t t 55 S S 454 tt S S S 1 55 I 5 4, 4, 4~ 55 5 4, 4, I (I The following compounds may be mentioned in particular: 41St #5 S4

S

S

*4S4 ~4 4 ONHCONH R4 a C.

Le A 23 556 19 I I

CF

3

CF

3

CF

3

CF

3

SCF

3

SCF

3

SCF

3

OCF

3

OCF

3

OCF

3 0o/

F

SCF

3 formula (VI) f 0~ 0 0 j The triazines include compounds of the

NH-R

1

-I

R

2 -HN NH-R 3

(VI)

4~ s040 0 '4 04 0 00404 44.04 4 4 0404 'a Li. I. wherein Le A 28 556 20 V I.

Fl (3 R, represents cyclopropyl or isopropyl;

R

2 denotes hydrogen, halogen, C 1

-C

12 -alkylcarbonyl, cyclopropylcarbonyl, Cl-C 12 -alklcarbamoyl, C 1

-C

12 alkyithiocarbamoyl or C 2

-C

6 -c Ikenylcarbamoyl; and

R

3 represents hydrogen, Cl-C 12 -alkyl, cyclopropyl, C 2 alkenyl, Cl-Cl 2 -alkylcarbonyl, cyclopropylcarbonyl,

C

1 Cl 2 -alkylcarbamoyl, Cl-Cl.-alkylthiocarbamoyl or

C

2 -C,-alkenylcarbamoyl, and acid addition salts thereof which are non-toxic to warm-blooded animals.

Compounds which may be mentioned in particular are: 4 44 t I dD ft t ~Ift4 I. 4 4 S 'ft ft t ft...

~4 4 4.

44 Cyc lopropyl Cyclopropyl Cyc lopropyl Cyc lopropyl Cyc lopropyl Cycl1opropyl Cyclopropyl Cyc lopropyl Cycl1opropyl

H

CH

3

C

2

H

5

C

3

H

7 -n

C

4

H

9 -n

C

5

H

1 -n

CH

1 3 -n

C

7

H

1 5 -n CsH 1 7 -n

I

oo 4 ftf 44 4 to*& 4 1 a 4 Le A 28 5356 21 ~I~I (Continuation) t I

I-!

C

C 14 C C I C~ 'C C C 4.

1 4.424.

C

CC

I

C

I~ 4. C 14

I

tf~4

C

It 4.

LI C 4. Ci C C Cycl1opz-opyl Cycl1opi-opyl Cycl1opropyl Cycl1opropyl Cyclopropyl Cyc lopropyl Cyc lopropyl Cyc lopropyl Cyc 1opi'opyl Cyc lopropyl Cyc lopropyl Cyc lopropyl Cycl1opropyl Cyclopropyl Cycl1opropyl Cycl1opropyl Cycl1opropyl Cyc lopropyl Cyc lopropyl Cycl1opropyl Cyc lopropyl CyclIopropyl Cyci opropyl Cyc lopropyl Cyc loprupyl Cycl1opropyl lsopropyl

H

H

H

H

H

H

H

H3 H3 HO2H

COCH

3

H

C

1 2

H

2 5 -n

CH

2

-C

4

H

9 -t

CH

2 CHi(CH 3

)C

2

H

CH

2

CH=CH

2

C

2

HS

C

6 Hl 3 -n CHl 7 -n

C

1 2

H

25 -n Cyc lopropyl

COCH

3

COCH

3 'HC1

COC

2

H

5 Hci.

COC

2

H

COG 3

H

7 -n

CQC

3

H

7 i

COC

4 Ha-t 'HC'l Coc 4

H

9 -n

COC

6

H

1 3 fl

COC

2

H

COC

6

H

1 3 fl

COC

3

H

7 -n

COC

3

H

7 -n COCyc 1 npropy1 COCyc 1opropy1

COCH

3

H

I

t Le A 28 556 22 ~m in.

(Continuation) I sopropyl I soprOPYl Cyc 1opropyl Cyc] opropyl Cyc 1opropyl Cycl1opropyl Cycl1opropyl Cyc 1opz-opyl Cycl1opropyl

H

H

H

H

CONHCH

3

H

H

CONHCH

2

CH=CH

2

CSNHCH

3

COCH

3

COC

3

H

7 -n

CONHCH

3

CONHC

3

H

7 i

CONHCH

3

CSNHCH

3

CONHCH

2

CH=CH

2 CONHCHi 2

CH=CH

2

CSNHCH

3

C

~L 5 .t 1. 1 I 4 t f (I

C

The active compounds having the common names propoxur, cyfluthrin, flumethrin, pyriproxyf en, methoprene, Diazinon, amaitraz and fenthion may be singled out in particular.

The active compounds can be present in the shaped articles by themselves or as a mixture with one another.

The active compounds are present in the shaped articles in concentrations of 0.1 20 by weight, preferably of between 1 and 10 by weight.

The shaped articles according to the invention can furthermore comprise the additives customary for plastics. Customary additives are, for example, pigments, i 10 It a a,

I

till Le A 28 556 23 n.j rL.

stabilisers, f low agents, lubricants and mould release agents.

Examples of customary additives are: 1. Antioxidan'--s 1.1 Alkvlated monophenols, for example 2,6-di-tertbutyl-4-methylphenol, 2-tert-butyl-4 ,6-dimethylphenol, 2, 6-di-tert-butyl-4-ethylphenol, 2, 6-ditert-butyl-4-n-butylphenol, 2, 6-di-tert-butyl-4-ibutylphencl, 2, 6-di-cyclopentyl-4-methylphenol, 2- (ca-methyl-cyclohexyl) 6-dimethylphenol, 2, 6-dioctadecyl-4-methylphenol and 2,4, 6-tricyclohexylphenol, 2, 6-di-tert-butyl-4-methoxymethylphenol.

1.2 Alkylated hydrocuinones, for example 2,6-di-tertbutyl-4-methoxyphenol, 2, C1 quinone, 2,5-di-tert-amyl-hydroquinone and 2,6diphenyl-4-octadecyloxyphenyl.

C CC C 1.3 Hydroxylated thiodiphenyl ethers, for example 2,2'- C thio-bis-(6-tert-butyl-4-methylphenol), 2,2'-thio- S C5 bis-(4-octylphenol), 4,4 '-thio-bis--(6-tert-butyl-3methylphenol) and 4,4 '-thio-bis-(6-tert-butyl-2methylphenol).

1.4 Alkylidene-bisphenols, for example 2,2'-methylene- 4...tr-btl4mtylhnl,221mtyee bis-(6-tert-butyl-4-ethylphenol),etyne ga 4 Le A28 556 -24-

I>

C4 t 20 C4 C 2,2' -methylene-bis-1(4-methyl-6 (a-methylcyclohexyl) phenol, 2,2 '-methylene-bis- (4-methyl-6-cyclohexylphenol), 2,2'-methylene-bis-(6-nonyl-4-rnethylphenol), 2,2 '-methylene-bis- 6-di-tert-butylphenol), 2,2 '-ethylidene-bis- 6-di-tert-butylphenol), 2,2'-ethylidene-bis-(6-tert-butyl-4-isobutyiphenol), 2,2'-methylene-bis-[6-(cz-methylbenzyl)-4-nonylphenol], 2,2'-methylene-bis-[6-(cr,adimethylbenzyl) -4-nonylphenol J, 4,4' -methylene-bis- 6-di-tert-butylphenol), 4,4 '-methylene-bis- (6tert-butyl-2-methylphenol), 1,1-bis-(5-tert-butyl- 4-hydroxy-2-methylphenyl) -butane, 2, 6-di-( 3-tertbutyl-5-methyl-2-hydroxybenzyl)-4-methylphenol, 1, 1,3-tris- (5-tert-butyl-4-hydroxy-2-methylphenyl) butane, 1, 1-bis- (5-tert-butyl-4-hydroxy-2-methylphenyl) -3-n-dodecylmercaptobutane, ethylene glycol bis- 3-bis- (3 '-tert-butyl-4 '-hydroxyphenyl) butyrate], di-(3-tert-butyl-4-hydroxy5methylphenyl) -dicyclopentadiene and di-[2- (3 '-tert-butyl- 2 '-hydroxy-5 '-methylbenzyl) -6-tert-butyl-4-methylphenyl 3 terephthalate.

Benzvl compounds, for example 1,3,5-tri-(3,5-ditert-butyl-4-hydroxybenzyl) 6-trimethylbenzene, di- 5-di-tert-butyl-4-hydroxybenzyl) sulphide, isooctyl 3, 5-di-tert-butyl-4-hydroxybenzyl-mercaptoacetate, bis- (4-tert-butyl-3-hydroxy-2 ,6-dimethylbenzyl) dithiol -terephthal ate, 1,3, 5-tris-(3, tert-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5tris- (4-tert-butyl-3-hydroxy-2 ,6-dimethylbenzyl)

I

414 i II.

4 4 4

GB

I..

I

I a

I

4*04

I

4.*

I

1*44 1 4 4444 4141 81 6 4 Le A 28 556 25 S- isocyanurate, dioctadecyl 3, 5-di-tert-butyl-4hydroxybenzyl-phosphonate and 3, 5-di-tert-butyl-4hydroxybenzyl-phosphonic acid monoethyl ester calcium salt.

1.6 AcylaminoPhenols, for example 4-hydroxy-lauric acid anilide, 4-hydroxystearic acid anilide, 2,4-bisoctylmercapto-6- 5-di-tert-butyl-4-hydroxyanilino) -s-triazine and octyl N- (3,5-di-ter-t-butyl-4hydroxyphenyl) -carbamate.

1.7 Esters of p-(3,5-di-tert-butyl-4-hydroxyrphenyl)- Propionic acid with mono- or polyhydric alcohols, such as, for example, methanol, octadecanol, 1,6hexanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris-hydroxyethyl isocyanurate and di-hydroxyethyl-oxalic acid diamide.

41.8 Esters of B-(5-tert-butvl-4-hvdroxv-3-methylphenvlH- Propionic acid with mono- or polyhydric alcohols, such as, f or example, with methanol, octadecanol, 1,6-hexanediol, neopentyl glycol, thiodiethylene glycol, diethylene glycol, triethylene glycol, pentaerythritol, tris-hydroxyethyl isocyanarate and di-hydroxyethyl-oxyalic acid diaxnide.

1.*9 Amides of B- 5-di-tert-butyl-4-h'vdroxvphenyl) Propionic acid, such as, for example, di-tert-butl-4-hydroxyphenylpropionyl) Le A28 556 -26-

I,

I'

hexamethylenediamine, (3,5-di-tert-butyl-4hydroxyphenyipropionyl) -trimethylenediamine and N, N'-di- 5-di-tert-butyl-4-hydroxyphenylpropionyl)- hydrazine.

2. UV absorbers and light stabilisers t C t t1 (9 2.1 .2-(2'-Hydroxvphenyl')-benzotriazoles, such as, for example, the 5'-methyl, 3',5'-di-;tert-butyl, tert-butyl, 3-tetramethylbutyl), 31,5 '-di-tert-butyl, 5-chloro-3 '-tert-butyl-5 methyl, 3 '-sec-butyl-5 '-tert-butyl, 4 '-octoxy, 31,5'-di-tert-amyl and benzyl) derivative.

2.2 .2-Hydroxvbenzophenones, such as, for example, the 4hydroxy, 4-methoxy, 4-octoxy, 4-decyloxy, 4-dodecyloxy, 4-benzyloxy, 4,21,4 '-trihydoxy and 2 '-hydroxy- 4,4 '-dimethoxy derivative.

2.3 Esters of optionally substituted benzoic acids, such as, for example, 4-tert-butyl-phenyl salicylate, phenyl salicylate, octylphenyl salicylate, dibenzoylresorcinol, bis- (4-tert-butylbenzoyl) -resorcinol, benzoylresorcinol, 2, 4-di-tert-butylphenyl 3, tert-butyl-4-hydroxybenzoate and hexadecyl 3, tert-butyl-4-hydroxybenzoate.

2.4 Acrylates, such as, for example, ethyl or isooctyl ac-yano-fi,fi-diphenylacrylate, methyl ca-carbomethoxy- NJ CI 6*I C

I

4 Le A 28 556 27 U I cinnamate, methyl or butyl ca-cyano-,-methyl-pmethoxy-cinnamate, methyl a-carbomethoxy-p-methoxycinnamate and N- 1 -carbomethoxy-p-cyanovilyl) -2methyl-indoline.

2.5 Nickel compounds, such as, for example, nickel complexes of 2,2'-thio-bis-[4-(1,1,3,3-tetramethyl- A butyl)-phenol], such as the 1:1 or 1:2 complex, optionally with additional ligands, such as n- 11butylamine, triethanolamine or -ylhxldeanolamine, nickel dibutyl-dithiocarbamate, nickel salts of 4-hydroxy-3,5-di-tert-butylbelzylphosphonic acid monoalkyl esters, such as of the methyl or ethyl ester, nickel complexes of ketoximes, such as 2-hydroxy-4-methyl-phenyl undecyl ketone and nickel complexes of 1-phenyl-4optionally with additional ligands.

2.6 Sterically hindered amines, such as, for example, K bis-(2,2,6,6-tetramethylpiperidyl) sebacate, bis- (1,2,2,6,6-pentamethylpiperidyl) sebacate, bis- M 6-pentamethylpiperidyl) n-butyl-3 tert-butyl-4-hydroxybenzyl-malonate, the condensatio podut f -hydroxyethyl2 2,66-tetramethyl- 4-hydroxypiperidine and succinic acid, the condensation product of N,N'-(2,2,6,6-tetramethyl-4piperidyl)-hexamethylenediamine anti 4-tertoctylamino-2, 6-dichloro-1, 3,5-s-triazine, tris- 6-tetramethyl-4-piperidyl) nitrotriacetate, Le A 28 556 28 m-I~ tetrakis- 6-tetramethyl-4-piperidyl) -1,2,3,4butaiietetracarboxylic acid and 1, 1,2ethanediyl) -bis- 2.7 Oxalic acid diamides, such as, for examiple, 4,4'-dioctyloxy-oxanilide, 2,2 '-di-octyloxy-5,5 '-di-tertbutyl-oxanilide, 2,2' -di-dodecyloxy-5 ,5 '-di-tertbutyl-oxanilide, 2-ethoxy-2 '-ethyl-oxanilide, N,N'bis- (3-dimethyl-aminopropyl) -oxalamide, tert-butyl-2'-ethyloxanilide and its mixture with 2ethoxy-2 '-ethyl-5,4 '-di-tert-butyl-oxanilide and mixtures of o- and p-methoxy- and of o- and pethoxy-disubstituted oxanilides.

3. Metal deactivators, such as, for example, N,N'diphenyloxalic acid diamide, N-salicylal-N'I-salicyloylhydrazine, N,N'-bis-(salicyloylhydrazine, N,N'bis-( 3,5-di-tert-butyl-4-hydroxyphenylpropioflyl) hydrazine, 3-salicyloylamino-1,2,4-triazole and bisbenzylidene-oxalic acid dihydrazide.

14. Phosphites and phosphonites, such as, for example, triphenyl phosphite, diphenyl alkyl phosphites, phenyl dialkyl phosphites, tri- (nonylphenyl) phosphite, trilauryl phosphite, trioctadecyl phosphite, distearyl pentaerythritol diphosphite, tris- (2 ,4-ditert-butylphenyl) -phosphite, diisodecylpentaeryth- S 25 rio ihshtdi-(2 ,4-di-tert-butylphenyl) pentaerythri(2 dihsht,-diter ylphenyitl triphosphite, tetrakis- tr4-iterylsorbitl Le A28 556 -29- 43 4,4'-biphenylene diphosphonite and 3,9-bis-(2,4-ditert-butylphenoxy-2,4,8,10-tetraoxa-3,9-diphospha- Peroxide-destroying compounds, such as, for example, esters of p-thiodipropionic acid, for example the lauryl, stearyl, myristyl or tridecyl ester, mercaptobenzimidazole, the zinc salt of 2-mercaptobenzimidazole, zinc dibutyl-dithiocarbamate, dioctadecyl disulphide and pentaerythritol tetrakis- (p-dodecylmercapto)-propionate.

6. Polyamide stabilisers, such as, for example, copper salts in combination with iodides and/or phosphorus compounds, and salts of divalent manganese.

7. Basic costabilisers, such as, for example, melamine, polyvinylpyrrolidone, dicyandiamide, triallyl cyanurate, urea derivatives, amines, polyamides, polyurethanes and alkali metal and alkaline earth metal salts of higher fatty acids, for example Ca stearate, Zn stearate, Mg stearate, Na riconoleate, K palmitate, antimony pyrocatecholate or tin pyrocatecholate.

8. Nucleating agents, such as, for example, 4-tertbutylbenzoic acid, adipic acid and diphenylacetic acid.

4 t 4.''t Le A 28 556 30 3 1 9. Fillers and reinforcing agents, such as, for example, calcium carbonate, silicates, glass fibres, asbestos, talc, kaolin, mica, barium sulphate, metal oxides and hydroxides, carbon black and graphite.

Other additives, such as, for example, plasticisers, lubricants, emulsifiers, pigments, optical brighteners, flameproofing agents, antistatics and blowing agents.

The shaped articles according to the :ivention are obtained by mixing the individual componcts. Mixing can be ca'Tied out by known techniques in any manner, for example via kneaders or extruders. Further processing is carried out by the known techniques of thermoplastic processing, for example by extrusion or injection moulding.

Shaped articles according to the present invention are articles indicated, in this specification, as articles "as herein defined". Shaped articles, as herein defined, are articles selected from the group comprising neck collars, neck collar pendants (medallions), ear, tail and foot tapes, ear marks, films, peel-off films, adhesive strips, S 20 strips, sheets and granules. Neck collars and medallions for dogs and cats may be mentioned as preferred.

I S °The shaped articles are used for combating parasites on the host animal, which live on the host animal and in the environment of the host animals, such as domestic animals, S 25 pets and stock animals.

4 p:\wpdocs\grs\445438\jgs K The domestic animals, pets and stock animals include mammals, such as, for example, cattle, sheep, goats, horses, pigs, dogs and cats.

The pests include: From the order of the Anoplura, for example, Haematopinus spp., Linognathus spp., Solenopotes spp., Pediculus spp.

and Pthirus spp.; from the order of the Mallophaga, for example, Trimenopon spp. Menopon spp., Eomenacanthus spp., Menacanthus spp., Trichodectes spp., Felict-la spp., Damalinea- spp. and Bovicola spp.; from the order of the Diptera, for example, Aedes spp., Culex spp., Simulium spp., Phlebotomus spp., Chrysops spp., Tabanus spp., Musca spp., Hydrotaea spp., Muscina spp., Haematobosca spp., Haematobia spp., Stomoxys spp., Fannia spp., Glossina spp., Lticilia spp., Calliphora ~t~cspp.,1 Auchmeromyia spp., Cordylobia spp., Cochliomyia spp., Chrysomyia spp., Sarcophaga spp., Wohlfartia spp., Gasterophilus spp., Oesteromy-ia spp., Oedemagena spp., Hypoderma spp., Oestrus spp., Rhinoestrus spp.

Melophagus spp. and Hippobosca spp..

From the order of the Siphonaptera, for example, Ctenocephalides spp. Echidnophaga spp., Ceratophyllus spp..

A4.

From he orde of theMetastigmata, f or example, Haom spp., Rhipicephalus spp., Boophilus spp., Axnblyomma spp., 7< Haemaphysalis spp., Dermacentor spp., Ixodes spp., Argas cgs,&,: Le A 28 556 -32= A_ spp., Ornithodorus spp. and Otobius spp.; from the order of the Mesostigmata, for example, Dermanyssus spp., Ornithonyssus spp. and Pneumonyssus spp..

From the order of the Prostigmata, for example, Cheyletiella spp., Psorergates spp., Myobia spp., Demodex spp. and Neotrombicula spp.; from the order of the Astigmata, for example, Acarus spp., Myocoptes spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., Notoedres spp., Knemidocoptes spp., Neoknemidocoptes spp. Cytodites spp.

and Laminosioptes spp..

The following examples of insecticidal mouldings based on copolyesters are intended to illustrate the invention without limiting it: Example A ~0 4 4 1 .4 0 I 4, 0 4 10 I- It #0 4 40 *0 t

I

4 t0 4, 0 44 0*44 40 £4 Composition: p-Cyfluthrin Copolyester (Hytrel") 12.00 g 88.00 g 100.00 g Production: The mixture is extruded to form neck collars for dogs in a conventional manner.

71 ug 4 P *0 0~ 4 *0040.

4 4 4444 1 4*40 4 44404 I

I

Le A 28 556 33 i _-ii i Example B Composition: p-Cyfluthrin Pyriproxifen Triacetin Copolyester (Hytrel*) 10.00 g 0.35 g 5.00 g 84.65 g 100.00 g a tr aQ r S It *8 a

II

St itI i. I

I

SL

Production: The active compounds and triacetin are heated together until a clear solution results. Hytrel is wetted with the warm solution of active compounds and triacetin in a mixer. The components are mixed until the mixture is homogeneous. Heating the mixture, for example as a result of increasing the speed of rotation of the mixer, promotes absorption of the solution into the copolyester.

The mixture is extruded on an extruder to form sheets, from which medallions pendants for neck collars) of 2 x 4 cm are stamped.

Example C Composition: Propoxur Copolyester (Riteflex') 7.50 g 92.50 g 100.00 g Production: The active compound is applied to the carrier in an tat a a. r.

a a t; Le A 28 556 34

A;

4? I *I i

I

r intensive mixer and the mixture is shaped to form neck collars for dogs by injection moulding.

L ci di 4 E 4 i r.

i i 1 i.

czy a I~t~.r~

E

~Lli 1 Le A 28 556 35

I

I

S~t~.

i f ~i i II

Claims (1)

1. 44.4 4444 .4 4444 THE CLAIMS DEFINING THE INVENTION ARE AS FOLLOWS: 1 Shaped articles, as herein defined, for animals, wherein the said articles (i) contain one or more parasiicidal1 active compounds to be released therefrom for combating parasites which live on, or in the environment of, said animals, and (ii) are characterised. in that they are comprised of thermoplastic elastomrnzs based on copolyesters. 2. Shaped articles according to claim 1 in which the active compounds are compris-A phosphorus-containing compounds, naturally occurring and synthetic pyrethroids, carbarnates, amidines, juvenile hormones ;ind juvenoid synthetic active compounds. 15 3. Shaped articles according to claim 1 or 2 in which the active compounds are phosphoric or phosphoric acid esters selected from: 0-ethyl O-(8-quinolyl) phenyl-th cphosphate (quintiofos), 20 0,0-diethyl O-(3-chloro-4-methyl-*7-,coumarinyl) thiophosphate (coumaphos) 0,0-diethyl 0-phenyglyoxylonittile oxime thiophosphate (phoxim) 0, 0-diethyl O-cyanochlorobenzaldoxime thiophosphate (chiorphoxim) 0, 0-diethyl O-(4-bromo-2 ,5-dichloropheniyl) phosphorothionate (bromophos-ethyl) O'-te-traethyl-S ,S '-methylene di(phosphorodithionate) (ethion) 2 ,3-p-dioxanedithiol-S ,S-bis(O,O-diethyl) phosphorodithionate 2-Chioro- 1-(2 ,4-dichlorophenyl)-vinyi diethyl phosphate (chlorfenvinphos) p:\wpdocs\gn.\445436 Jgs ~N~4j I j ii I ,j i- I -37- L, a *r a a a a a, a atr 9., O,0-dimethyl O-(3-methyl-4-methylthiophenyl) thionophosphate (fenthion). 4. Shaped articles according to claim 1 or 2 in which the active compounds are carbamates selected from: 2-isopropoxyphenyl methylcarbamate (propoxur) 1-naphthyl N-methylcarbamate (carbaryl). Shaped articles according to claim 1 or 2 in which the active compounds are synthetic pyrethroids are of the formula I RI R 3 15 R COO-CH-- formula I R 4 R in which 20 R' and R 2 represent halogen, optionally halogen-substituted alkyl or optionally halogen- substituted phenyl, R 3 represents hydrogen or CN, R 4 represents hydrogen or halogen and R 5 represents hydrogen or halogen, 6. Shaped articles according to claim 5 in which R 1 represents halogen, '\R2 represents halogen, trihalogenomethyl, phenyl or chlorophenyl, S-p:\wpdocs\grs\445438\jgs 1 i:i -I I i-i -38- RI represents hydrogen or CN, R 4 represents hydrogen or fluorine and R' represents hydrogen. 7. Shaped articles according to claim 6 in which R' represents chlorine, R 2 represents chlorine or p-chlorophenyl, R 3 represents CN, cR represents fluorine in the 4-position and R' represents hydrogen. 8. Shaped articles according to claim 1 or 2 in which the active compounds are selected from: 0.~'.(ca-cyano-4-fluoro-3-phenoxy)-benzyI 3-[2-(4-clorophenyl)-2-chlorovinyl]-2,2-dimethyl- cyclopropanecarboxylate (flumethrin), a-cyano(4-fluoro-3-phenoxy)-benzyl 2 ,2-dimethyl-3-(-2 ,-2-dichlorovinyl)-cyclo-i 1 propanecarboxylate (cyfluthrin) and its enantiomers and stereomers,j a-cyano-3-phenoxybenzyl ,trans-3-(2 ,2-dibromovinyl)-2 ,2-dimethylcyclo- propanecarboxylate (deltamethrin, a-cyano-3-phenoxybenzyl 2,2-dimethyl-3-(2 ,2-dichlorovinyl)-cyclopropanecarboxylate (cypermethrin), p.\wpdocs\grs\445438\jgs -39- 3-phenoxybenzyl (±)-cis,tans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxyl, 'e (permethrin), a-cyano-3-phenoxy-benzyl a-(p-Cl-phenyl)-isovalerate (fenvalerate) and 2-cyano-3-phenoxybenzyl 2-(2-chloro-a, a, a-trifluoro-p-toluidino)-3-methylbutyrate (fluvalinate). 9. Shaped articles according to claim 1 or 2 in which the active compounds are amidinesselected from: 3-methyl-2-[2, 4-dimethyl-phenylimino]-thiazoline, 2-(4-chloro-2-methylphenylimino)-3-methylthiazolidine, 2-(4-chloro-2-methylphenylimino)-3-(isobutyl- 1-enyl)-thiazolidine and 1 ,5-bis-(2,4-dimethylphenyl)-3-methyl-l ,3,5-triazapenta-1 ,4-diene (amitraz). Shaped articles according to claim 1 or 2 in which the active compounds are juvenile hormones or substances like juvenile hormones selected from substituted diaryl ethers, benzoylureas and triazine derivatives. 11. Shaped articles according to claim 1 or 2 in which the active compounds are substituted alkoxydiphenyl ethers or -diphenylmethanes of the general iormula R4 R Ri iK Y CH)n (CH)M-XHet 3 Swherein io~~c p:\wpdoes\grs\445438\jgs 1 1 1 1 1 ,i 1 1 40 R 1 represents hydrogen, halogen, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio, dioxyalkylene, dioxyhalogenoalkylene, CN, NO 2 alkenyl, alkinyl, alkoxyalkyl, alkoxyalkoxy or hydroxyalkoxy, R 2 represents the radicals mentioned for RI, R 3 represents the radicals mentioned for R 1 R 4 represents hydrogen, alkyl, halogenoalkyl or halogen, IC cc cc e o R 5 represents the radicals mentioned for R 4 C C S Het represents optionally substituted heteroaryl, which is not bonded to the rest of the C 1 15 radical via the hetero atom, X represents O, t Y represents 0, Z represents 0, CH 2 or -C(CH 3 2 m represents 1 and n represents 1. 12. Shaped articles according to claim 1 or 2 in which the active compounds are compounds of the formula R 5 1R R I R 3 H p:\wpdoc.\grs\445438\jgs V- *1 -41- Gil 3 Gil 3 CH 3 CF 3 CAH H Gil 3 CH 3 H 2-Cl H H H H H H 0 0 0 0 0 0 Gil 2 C(CH 3 2 13. Shaped articles according to claim 1 or benzoylureas of the formula: 2 in which the active compounds are R 1 3 O-NH-CO 3 wherein R' represents halogen, R 2 represents hydrogen or halogen, R 3 represents hydrogen, halogen or C 1 -4-alkyl and R' represents halogen, l-5-halogeno-CI- 4 -alkyl, C 1 -4-alkoxy, l-5-halogeno-C 1 -4-alkoxy, C 1 4 -alkylthio, 1-5-halogeno-C,4-alkylthio, phenoxy or pyridyloxy, which can optionally be substituted by halogen, CI-4-alky1, 1-5-halogeno-C 1 -4-alky1, C 1 4- alkoxy, 1-5-halogeno-C 14 -alkoxy, C 14 -alkylthio or 1-5-halogeno-C,-C 4 -alkylthio. p:\wpdoes\grs\445438\jgs mu -42- 14. Shaped articles according to claim 1 or 2 in which the active compounds are triazines of the formula NH-R N~N e 2 HN NH-R3 wherein R, represents cyclopropyl or isopropyl; R 2 denotes hydrogen, halogen, Cl-C2-alkylcarbonyl, cyclopropylcarbonyl, C 1 -C 2 C talkylcarbamoyl, C 1 -C 2 -alkylthiocarbamoyl or C 2 -C 6 -alkenylcarbamoyl; and R 3 represents hydrogen, C 1 -C 2 -alkyl, cyclopropyl, C 2 -C, 6 -alkenyl, CI-C 2 alkylcarbonyl, cyclopropylcarbonyl, C-Cz-alkylcarbamoyl, Cr-C 2 alkylthio-arbamoyl or C 2 -C 6 -alkenylcarbamoyl. 15. Shaped articles according to claim 1 or 2 in which the active compounds are selected from propoxur, cyfluthrin, flumethrin, pyriproxyfen, methoprene, Diazinon, amitraz and fenthion. 16. Shaped articles according to any one of the preceding claims which further comprise customary plastics additives. 17. Process for the production of shaped articles according to claim 1 characterised in that said thermoplastic elastomers based on copolyesters are mixed with said one or more parasiticidal active compounds. Oilp:\wpdocskgrs\445438\jgs L. 43 18. Process for the production of shaped articles according to claim 16 characterised in that said thermoplastic elastomers based on copolyesters are mixed with said one or more parasiticidal active compounds and said customary plastics additives. DATED this 16th day of June, 1995. Cr I I C I IC C I IC I r( CC C C I CC-IC CCC CCC C I BAYER AKTIENGESELLSCHAF3T By Its Patent Attorneys, DAVIES COLLISON CAVE p:\wpdocs\grs\445438\jgs -i Shaped articles which contain active compounds and are based on elastomeric copolyesters which can be processed as thermoplastics, processes for their production and their use for control of pests Abstract The present invention relates to shaped articles which contain active compounds and are characterised in that Sthey comprise, as carriers, thermoplastic elastomers based on copolyesters, as well as customary additives if appropriate to processes for their production and to thei use for control of pests in animals. V L r contai a i' I 1' i i~ SB c Le A 28 556