TW467891B - Naphthoquinone derivatives as pesticides - Google Patents

Abstract

This invention relates to certain naphthoquinone derivatives of the general formula or a salt thereof, in which m, n, R, R1, R2, R3, R4, R5, R6, R7, R8 are as defined in the description; processes for their preparation; compositions containing such compounds and their use as a pesticide, such as a fungicide and, especially, an insecticide or an acaricide.

Description

4 6 789 1 at B7 V. Description of the invention (ί) The present invention relates to specific naphthalene derivatives, a method for preparing the same, a composition containing such compounds, and use as pesticides such as fungicides and especially insecticides and / Or use of acaricide. D E 3 8 CH 7 4 3 A 1

(A) (Please read the precautions on the back before filling this page) R2 〇 Printed by the Consumers' Cooperative of the Central Standard Soap Bureau of the Ministry of Economic Affairs where η is 0 to 12 * R1 represents hydrogen or substituted alkanes and aranes as appropriate , Alkylcarbonyl, (hetero) arylcarbonyl, alkoxycarbonyl, alkylsulfonyl or arylsulfonyl, and R2 represents haloalkyl, optionally substituted (hetero) aryl or substituted cycloalkyl, It was revealed to exhibit entropy and fungicidal activity. When R2 represents benzyl or cycloalkyl, the list of preferred substituents includes tri- (C i alkyl) silyl. Of these, Mtrimethylsilyl is particularly preferred. _ However, among the many specific disclosures of Formula I above, only compounds containing one of such substituents, namely the compound of Example 5, are disclosed, where η is ϋ * R ί is a hydrogen atom and R 2 is 4- (Trimethylsilyl) cyclohexyl. One, although the data show that the compound of Example 5 exhibits some fungicidal and fungicidal activity *, it is clear that this compound is not the most insecticidally active compound among the compounds disclosed by D £ 3 8 ϋ U 4 3 A 1. -4-This paper size is applicable to China National Standard (CNS) A4 (210X297mm). 16 7 8 9 1 A7 ____ B7 V. Description of the invention (2) It has been found to have a base connected to the ring (including At least one silicon atom is a constituent part of the base and not a part of the substituent as appropriate) The Troll derivative exhibits excellent insecticidal resistance such as fungicidal and / or insecticidal and / or acaricidal resistance, And many of these compounds are active against worms and / or mite-resistant strains, especially aphid, mite, and fly-resistant strains, as well as sensitive strains. According to the present invention, compounds of the following formula are provided (please read the notes on the back before filling this page) P * P-

(CR & ① printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economy or its salt, where m is 0 or 1; η represents an integer from 0 to 4; each S represents a halogen atom or a nitro group, a nitrogen group, a hydroxyl group, an alkane Alkyl, hexyl, alkoxy, haloalkoxy, amine, alkylamino, dialkylamino, oxocarbonyl, carboxyl, alkanoyl, alkylthio S, alkylsulfinyl, alkylsulfonyl Carbaminyl, alkylamino, amidino, aryl, or aralkyl; R 1 and R 2 respectively represent optionally substituted fluorenyl groups or together represent a group = 0 '= S or = N-0 R 3, where R represents a hydrogen atom or a basic paper size that is replaced as appropriate, using the Chinese National Standard (CNS) A4 wash (210 × 2 mm) > A7 467891 B7 V. Description of the invention (\) R3 represents as appropriate Substituted alkyl, hydroxyl, and radicals ~ 〇LI where L is a leaving group or transformed into a radical in vivo-(U1, where L1 is a leaving group; R4 and R5, if present, represent argon or a halogen atom, respectively Or optionally substituted alkyl or together with adjacent carbon atoms represents optionally substituted cycloalkyl or cycloalkenyl, which optionally contains at least one Ring-silicon atom; represents an optionally substituted group containing at least one silicon atom or m is 1 and -CR 4 R 5-when the group contains at least one silicon atom, R s may additionally represent a hydrogen atom or optionally be substituted Alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, alkoxy, alkenyl, alkynyl, cycloalkoxy, cycloalkenyl, or aryloxy; and R 7 And S 3 respectively represent an optionally substituted alkoxy group or together represent a group = 0, = S or = N-0 S 9, wherein R 9 is as defined above. Any one of the foregoing groups R 4, R s and Rs contains at least When there is a silicon atom, the component of the or each silicon atom forms a radical, that is, the or each silicon atom is a ring or a chain atom, rather than a substituent on the base. Especially the substituent on the silicon atom is not a carbocyclic ring. , Only once it is part of the chain (which includes the 1 'position carbon atom of the carbocyclic ring) is directly connected to such a ring. When the compound of formula (1) contains an alkyl, alkenyl' or alkynyl substituent, this may It is straight or branched and may contain up to 2, preferably 6 and 'specifically, up to 4 carbon atoms. Cycloalkyl or cycloalkenyl may contain 3 to 8, more 4 to 7 carbon atoms. Aryl can be any aromatic hydrocarbon group, especially phenyl or tardyl. Aralkyl can be any alkyl as defined above • It is aryl as defined above, especially benzyl .. -6-This paper is compliant with the Chinese National Standard (CNS) Α4 size (210X297 mm) ------- 1 '), installed ------ ordered ----- 3, line ( Please read the notes on the back before filling in this page) Printed by the Ministry of Economic Affairs of the Central Government Bureau of the Ministry of Economics and Economics, printed by the Ministry of Economic Affairs + Central Bureau of Standards, 4 printed by the consumer cooperatives A7 B7 5. Description of the invention (&) When any of the above Substituents are designated as 'substituted when appropriate'. Substituents that may be present may be any one or more of those conventionally used to develop insecticidal compounds and / or modify these compounds to affect their activity, persistence, permeability, or other properties By. Specific examples of such substituents include, for example, halo, nitro, fluoro, hydroxy, alkyl, haloalkyl, alkoxy, haloalkoxy, amine, alkylamino, and dioxane. Amine, alkoxycarbonyl, carboxyl, fluorenyl, alkylthio, alkanesulfonyl, alkanesulfonyl, carbamoyl, alkylamino, cycloalkyl, phenyl, and benzyl. Typically, there may be from 0 to 3 substituents. When any of the above substituents represents or contains an alkyl substituent, this may be straight or branched and may contain up to 12 · preferably up to 6 and especially up to 4 carbon atoms. When any of the above substituents represents or contains an aryl group or a cycloalkyl group, the aryl group or the cycloalkyl group itself may be M—or multiple halogen atoms, nitro, aryl, alkyl, haloalkyl, alkoxy, or halogen. Alkoxy substituted. Preferably, aryl is phenyl and cycloalkyl contains 3 to 8, especially 4 to 7 carbon atoms. ′ R3 represents the α-and-position of the hydroxyl group and R5 group, especially the compound of formula I in which the atom at the / 3-position is a silicon atom. It is not easy to get close to other compounds of formula I in synthesis. Therefore, when R3 represents a hydroxyl group, it is preferable that the atom at the α- and / or sum-position of the group is not a silicon atom. 'R, if present, represents a halogen atom or a nitro group, an amino group, a hydroxyl group, a ci_4 alkyl group, a Ci haloalkyl group, a Ci_4 alkoxy group, a Ci_4 haloalkoxy group, a ci_4 alkylamino group, and a di- Ci_4 alkylamino group, Ci_4 alkoxycarbonyl group, Ci-4 alkylthio group, CI_4 alkylsulfinofluorenyl group, or Ci_4 alkylsulfinofluorenyl group are also preferred. The Chinese paper standard (CNS) A4 Specifications (210 fathers and 297 males) --1 ------ Table ------ Ding _____ X ^ Γ 泉 (please read the note on the back of the record before filling out this page) 4 6 7 091 at B7 Printed by the Central Standards Bureau of the Ministry of Economic Affairs and Consumer Cooperatives. 5. The invention description (ς) is better. R, if present, represents a halogen atom or Ci_4 alkyl, Ci_4 haloalkyl, (^ _4 alkoxy or Cl_4 haloalkoxy. Preferably, η is G, 1 or 2 and η is 0. Ri and R2 each represent a C: _4 alkoxy group, especially a methoxy group or-represents a group = 0, = S or = K-〇RS, where R9 represents a hydrogen atom or a ci_4 alkyl group, especially methyl is also preferred. Particularly preferably R1 and Rz together represent a group = 〇. 83 represents a group -〇U where L is detached Base or base in vivo transformed into a base-0L 1 (where L 1 is a detached base) The release group L and any of them can be used as the release group. However, it is preferred that the release groups 1 and 11 be acids L0H and L 1 0H with a pKa of less than 7 in water, more preferably less than 6 and especially less than 5. · When P represents a base transformed into a base-0L 1 in vivo, where L 1 is an offspring base, the preferred transformation takes place in the plant or pest to be protected, preferably by the plant or pest The transformation of the enzyme action. For example * If R3 represents a point acid group such as _0_CH2 CH2 C0-0H (where -CH2 CH2 CO-OIi is not a leaving group) 峙, it can be performed in vivo by such as Lu-oxidase The enzyme is oxidized to form -0 -C 0 -C H2-C 0-0 Η * where -C 0 -C Hz C 0 _ 0 H is the leaving group °, preferably R3 represents a substituted '焼 group or group- ϋ R 1 Q, where R 1 c represents a hydrogen atom, optionally substituted alkyl, aryl, or aromatic radical or radical -C0-R1 1 ^ -S0-R1 1 '-S〇2 -R1 1'- PCXliOR1 2) (〇R- 1 3),-P (X) (1ΐ 1 2) (〇a 1 3),-P (〇1 2) (0 R 1 3), or -P (Rl 2) (( ^ 1 3), where R1 1 represents a spiritual atom, optionally alkyl, aryl or aralkyl or radical-NR1 2 Ri 3; Ri 2 and! 3 ------- ί — (Please read the notes on the back before filling this page)

Lir order / line This paper size is applicable to China National Standard (_CNS) A4 size (210 × 297 mm) 4 6 7 8 9 1

I Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs A7 B7 V. Description of the invention (heart) Represents a hydrogen atom or optionally substituted alkyl group and X represents an oxygen or sulfur atom, respectively. When R1 ° and R1 1 represent optionally substituted aryl or aralkyl, the preferred aryl or group is phenyl or hydrazone and the optional substituent is selected from halogen atom, nitro and Ci_4 alkane base. Substitution at the 4-position of the phenyl ring is particularly preferred. Preferred * R3 represents Ci alkyl or better hydroxy or radical-0-C0-R1 1, wherein R11 represents hydrogen atom or Ct ″ alkyl, h 2 haloalkyl, Ci —i 2 hydroxyalkyl, Ci — 2 Carboxyalkyl, phenyl or benzyl. Particularly preferred E3 represents hydroxy or fluorene-0-C 0-β 1 1, where RI 1 represents a hydrogen atom or Cl alkyl, Ci -6 halide, phenyl or fluorene base. In a preferred example, R4 and K5 may respectively represent a hydrogen atom or a Ct_4 alkyl group, particularly a methyl group or a Ci haloalkyl group, and particularly a trifluoromethyl group. More preferably, both R4 and R5 represent a hydrogen atom. In addition, R4 and R5 and adjacent atoms may represent a C.3_3 cycloalkyl group, which may be optionally substituted with one or more substituents selected from a halogen atom, a Cl_4 alkyl group, and a Cl_4 haloalkyl group. More preferably * R4 and RS and adjacent atoms represent a c3 cycloalkyl group, which is optionally replaced by one or more halogens, especially chlorine or desert atoms. It is particularly preferred that K4 and R5 and adjacent atoms represent unsubstituted (: & 7 瓌 alkyl groups. R — When IP has the meaning described in the second paragraph above, RS must represent a group containing at least one silicon atom. Therefore Preferred Rs represents optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, alkoxy, alkenyl, alkynyloxy, cycloalkoxy, cycloalkenyloxy Or aryloxy groups • Each group contains at least one. -9- (Please read the precautions on the back before filling out this page) ... Binding-Binding. Travel paper size applies to China National Standards (CNS) (210X297 mm) Printed by the Ministry of Economic Affairs _ Central Standards Bureau's Consumer Cooperatives 467891 丨 A7 _ B7 V. Description of the invention (7) Silicon atoms and up to 2D, especially up to 15 and preferably 2 to 12 carbon atoms. Preferred RS means alkyl, haloalkyl, alkoxyalkanoyl, alkoxy, haloalkoxy, alkoxyalkoxy, alkenyl, haloalkenyl, or alkoxyalkenyl * each group contains-or two silicon Atoms and up to 20, especially up to 15 and preferably 2 to 12 涸 carbon atoms. Still more preferably Rs represents an alkyl or alkenyl group, which contains one or two silicon atoms and up to 2 0, especially up to 15 and preferably 2 to 12 carbon atoms. Preferred R6 is the formula-(A) hi-S i (R 1 4) 3, where η is as defined by formula (I). Each Ι 1 + Represents a C 1-4 alkyl group or a silicon carbocyclic ring with adjacent silicon, and AgCx -2. A fluorenyl or alkenyl group, which may be substituted by a halogen and which may be straight, branched, or include or include a carbocyclic ring. Jia tantalum silicon is another type of ring atom on the carbocyclic ring, which can be any position of the ring, including the point connected to other groups such as alkyl or alkenyl on R6. It is more preferably represented by-(CH2 Ip-siU1 4), where p represents 1 to 15, preferably 1M i 0 and especially an integer of 1 to 6, and each si 4 represents C, —4, or a methyl group, especially a methyl group. The other two groups R 1 4 It can form a 3-δ member silicon carbocyclic ring with adjacent silicon atoms as shown, such as a silicon cycloalkyl group. In another preferred example, 'and R Ϊ and adjacent atoms can be represented to contain 3 to 8' preferably 5 to 7 A silylcycloalkyl group of a ring atom, which is optionally substituted by one or more substituents selected from the group consisting of a tooth atom, a C4 alkyl group, and a C halofluorenyl group. More preferably, R4 and R and adjacent atoms represent 3 to 3 8, preferably 5 to 7 ring atoms, Depending on the situation, one or more halogens, especially chlorine or bromine atoms, are substituted. R4 and R5 are preferred, and adjacent atoms represent unsubstituted -1 Q------- X Paper size applies China National Standard (CNS) 8-4 specification (210X297). (Please read the precautions on the back before filling out this page.) Pack. Order 467891 A7 B7 V. Description of the invention (Υ) Silicon ring containing 5 to 7 ring atoms Alkyl. Preferably, the silylcycloalkyl contains one or two silicon atoms, and more preferably only one sand atom. When R4 and 1T- have the meanings described in the previous paragraph, preferably lis represents an argon atom or optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, alkoxy, and alkenyloxy , Alkynyloxy, cycloalkoxy, cycloalkenyloxy or aryloxy, each radical optionally contains at least one silicon atom and up to 20, especially up to 15 and preferably 2 to 12 carbon atoms. More preferably, Rs represents an M atom or a radical, a halogenated radical, a hydrogenated oxygen radical, a hydrogenated radical / radical, a halogenated radical, an alkoxyalkoxy radical, an alkenyl radical, a haloalkenyl radical or an alkoxyalkenyl radical. The case contains one or two painted sand atoms and up to 20, especially up to 15 and _ preferably 2 to: L 2 carbon atoms. Still more preferably, Rs represents an alkyl group or an alkenyl group, which optionally contains a sand atom and at most 20 ', especially at most 15 and preferably 2 to 12 carbon atoms. Preferably, R7 and RS each represent a Ci_4 alkoxy group, particularly a methoxy group or a group of 0 or =, where R3 represents a hydrogen atom or Ci alkyl ', especially a methyl group. It is particularly preferred that R 7 and R 3 together represent a radical = 0. The preferred subgroup of the compound of formula I is' where 1 is 1; η is 0; R 1 and R 2 both represent a methoxy group; or together, the group = represents a hydroxyl group, a rattanyl group (a 1 kyny ο X y) (Such as ethoxy) or aryloxy (such as benzyloxy); both R4 and RS · represent argon atoms; β6 represents trimethylsaranemethyl, trimethylsilylethyl, trimethylsilane Propyl, trimethylsilyl butyl, trimethylsilyl pentyl, trimethyl silicon-11- This paper size is applicable to China National Youche (CNS M4 specification (210 × 297 mm) -------- r-installed—— (Please read the precautions on the back before writing this page) Printed by the Central Consumers Bureau of the Ministry of Economic Affairs, printed by the Consumer Cooperatives 4 5 7 89 1 A7 B7 V. Description of the invention (,) Alkyl, 3 Methylsilylheptyl, trimethylsilyl octyl, trimethylsilanyl nonyl, or trimethylsilyl decyl; ϋ7 together with the R3 group represents a group. = 0. When R3 represents a hydroxyl group, the compound of formula I may Salts are formed. Suitable bases to form such suitable salts include inorganic bases such as sodium hydroxide, potassium hydroxide, and sodium carbonate, and organic bases, especially tertiary amines such as triethylamine and pyrrolidine It is also understood that certain compounds of formula I can exist in different geometrical isomers and diastereoisomers. The present invention therefore includes the individual isomers and mixtures of such isomers. The present invention also provides the preparation as defined above Method for a compound of formula I or a salt thereof, comprising a compound of general formula (II) (please read the precautions on the back before filling this page) 0

R3 (Π) Printed by the Consumer Standards Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs, where η, R and R3 are as defined above; in the presence of a free radical initiator such as ammonium persulfate and silver nitrate in a suitable solvent such as aqueous acetonitrile and carboxylic acid Η 0 0 C-(C R4 R3) m-Rs reaction, where 31, R4, R5 and Rs are defined as above, when the previous title is m is Q ,! ^ The atom at the a-position of the base is not a silicon atom; forming the general formula-1 2-This paper is compliant with the Chinese National Standard (CNS) A4 specification (210X 297 mm > 46 7 89 1 Α7 Β7 Five 'invention description (Β) (111) Compound

-II (CR ^ R5 ^ rR6 (m) where 01, n, R3, R4, R5 and Re are as defined above. When m is 0, the atom at the ct-position of the Rs group is not a silicon atom. Formula I The compound of formula I corresponds to the compound of formula Γ, in which R 1 and R 2 together and R 7 and ί 3 represent 0 groups, and various known derivatization methods or combinations thereof can be used again to obtain the desired further compound of formula ί. Ministry of Economic Affairs Printed by the Consumer Standards Cooperative of the Central Bureau of Standards (please read the notes on the back before filling this page). For example, R3 represents -0- C 0-C β Η 5-based compound of formula II as a convenient starting material and can be used as The above reaction 髟. Forms the corresponding compound of formula III. The compound of formula lib where R3 represents a hydroxyl group and then can be represented by R3 -O-CG-Cs Η5-based compound of formula III with an appropriate base in the presence of a suitable solvent such as tetrahydrofuran * It can be prepared by reacting without a healthy base such as sodium hydroxide or potassium argon oxide. A compound of formula I wherein R 3 represents a 0-L group (L is defined as above) can be a compound of formula I wherein R 3 represents a hydroxyl group. Reaction with tertiary amines such as triethylamine, or phosphonium bases such as sodium carbonate with compounds Υ-L (where Υ represents a halogen atom) Manufactured. For example, R3 means -1 3-This paper size applies to Chinese National Standard (CNS) A4 specification (210X297 mm) 467891 Printed by the Central Bureau of Industrial and Commercial Cooperation of the Ministry of Economic Affairs—Industrial and Consumer Cooperative A7 ) KO-R1 1-group (defined as rl i as above) compounds of formula I can be prepared by the fluorenation of a hydroxyl group in a compound of the appropriate formula I, for example by using fluorene chloride R1 1 -C0-C1 in a suitable solvent such as dinitrogen It is prepared in methane in the presence of a base such as triethylamine or in the presence of an acid anhydride in the presence of a base such as pyridine. In addition, R3 represents a hydroxy compound of formula I and can be reacted with the compound HO- in the presence of a dehydrating agent such as dicyclohexylcarbodiimide. L (L is as defined above) reaction. R3 represents a group of -0L (l is defined as above) of the compound of formula I can also be represented by R3 via a gold phosphonium salt of a compound of formula I (ie, R3 represents a -0M group, where M It is prepared by reacting with the compound YL as defined above. And and / or R7 and R_3 respectively represent optionally substituted alkoxy compounds of the formula I can be obtained by appropriately using one or two carbonyl groups of the compounds of the formula II Condensation is obtained, for example, by using appropriate alcohols in alkaline or acidic strips. For example, potassium hydroxide is prepared in methanol. R1 and R2—and / or R7 and | ^ 3—represent a thiocarbonyl group = s. The compound of formula I can be obtained by using a MU dehydrating agent such as Lawess ο [Γ s reagent (2, 4-bis (4-methoxybenzidine) -1, 3-dithia-2, 4-diphosphoheptane-2, 4-disulfite) treated by the appropriate compound of formula III ib Use protective groups as needed. Compounds of the formula I which together with R 2 _ and / or [^ and} represent an oxime group m (where I 5 is as defined above) can be obtained by using a hydroxyl amine or alkane having the formula K 9 0-N Η 2 (where R is as defined above). The oxyamine is prepared by treating a suitable compound of formula II in the presence of a base such as pyridine. In another method for preparing a compound of formula I, especially in a method in which 01 is 0 and the R 6 group σ-cryl is a silicon atom, the compound of the general formula (IV) -14- (please read the precautions on the back of Jing before Fill out this page), install. _ I. Order

Mr. This paper size applies to Chinese National Standard (CNS) A4 (2 丨 〇 X 297 mm) 467891 A7 B7

U

Hal Hal 5. Description of the invention (0 (IV) where each Hal represents a halogen, preferably the atmosphere or bromine atom, and η and R are as defined above, at a low temperature, preferably 0 to -i2Q ° C in an organometallic reagent such as butyl The general formula Z-Rs is used in the presence of lithium in a solvent such as diethyl ether or tetrahydrofuran (wherein Z represents a halogen, preferably a chlorine or bromine atom, and R5 is as defined above, especially the atom at the α-position of the Rs group is a silicon atom) The compounds react to form the general formula ί V) --------; A ------ ΐτ -----: J line (please read the precautions on the back before filling this page) Ministry of Economic Affairs Printed by the Central Ladder Standard Bureau's Shoulder Worker Consumer Cooperative

α Η 6 R ο above Ruyi Ding II ηα Η ΤΠΊ, β set-α base β R is the national standard C CNS) A4 specification (210X297 mm) 467891 A7 B7 5 2. Description of the Invention The (θ) atom is a silicon atom. The compound of formula V can then be reacted with a suitable base, such as an inorganic base such as sodium hydroxide or potassium hydroxide, to form a compound of formula I, where R3 represents hydroxyl 0. The combination of the above derivatization methods can then be performed to obtain the desired further formula 1 Compound. Λ Compounds of the formula I I and IV are known compounds or can be prepared from known compounds by similar known methods. As mentioned above, compounds of formula I have been found to have insecticidal, e.g. fungicidal and / or especially insecticidal and / or acaricidal activities. Accordingly, the present invention also provides an insecticidal composition comprising a carrier and a compound of formula (I) or a salt thereof as defined above as an active ingredient. There is also provided a method of making such a composition / which comprises adding a compound of formula I as defined above to at least a carrier. Such a composition may contain a single compound or a warm compound of several compounds of the present invention. It is also foreseen that different isomers or mixtures of isomers may have different degrees of activity or appearance and therefore the finished product may contain individual isomers or mixtures of isomers. (Please read the note on the back before filling in this page.) The composition of the present invention may contain the active ingredient of formula 1 from. Preferably when the composition is in a ready-to-use form, it contains active ingredients from G. GM to 25% by weight. However, higher concentrations such as up to 9 5 ^ may be present in concentrates diluted before use. The composition (b) of the present invention can be mixed with various appropriate inert carriers such as solvents, diluents and / or surfactants into a dusting agent, a granular solid, a wettable powder, a joss stick or Other solid preparations or milk and spinach 'emulsifiable concentrates, -16- This paper size applies to Chinese national standard (CNS :) A4 specification (210X297 mm) 467891 A7 B7 V. Description of the invention (4) Spray, aerosol (Aerosol) or other fatigue agents. Suitable solvents and diluents include water, aliphatic and aromatic hydrocarbons such as xylene or other petroleum distillates and alcohols such as ethanol. Surfactants can be anionic, cationic or non-ionic. Oxidants or other stabilizers M and perfumes and colors may also be included. These carriers may be in any form and ratio conventionally used in insecticidal compositions. In addition to the annoying carrier, the composition of the invention May further contain one or more active ingredients These further active ingredients may be other compounds exhibiting insecticidal activity and these other compounds may exhibit additive effects with the compounds of the present invention. Compounds of formula I as defined above may be used to control household, art, agriculture, medicine or Nuisance of insects in the veterinary environment. Therefore, according to another feature of the present invention, a compound of formula I as defined above or a salt thereof or a composition as defined above is provided as an insecticide such as a fungicide and / or especially an insecticide and / Or the use of acaricides. Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling this page). The present invention also promotes the expulsion of insects such as germs and / or in particular Method of insects and / or dragons • which comprises treating the site with a compound of formula I as defined above or a salt thereof or a composition as defined above. Better • the site contains the insect itself or an environment susceptible to insect attack. Better; the The location contains the worm itself, susceptible food, plants or animals, seeds or media of such plants, where such plants are in awe or are about to grow. Compounds and compositions of the formula I as defined above can be used for spraying rooms with household ropes or other insect nuisances in domestic environments, for use in crafts or agricultural environments, and for treating stored grains, especially cereals, or spraying growing For grains such as cotton or rice, the national standard (cns) Α4 size Uωχ297 mm applies to -17- this paper size. Ί 7.42 · ns 31 amendment 467091

5. Description of the invention (Anti-fungal, insect or other insect nuisance, and used in medical or veterinary photography environment 'for example, the role of cattle olfactory spray M to prevent or deal with insects or other insects = nourish the stomach, please read the Ministry of Economy Printed by the Central Government Bureau of Work and Consumer Cooperatives The present invention will be further explained by the following non-limiting examples: 0 (for your explanation). In this, the structure of the compound is shown by a specific 1 3 c NMR sequence. Shift (Mρρη) confirmation: bicyclic system; CH2, etc. (and CH, etc., if present); Si (alkyl) 3; other groups. Further examples falling within the scope of the patent application can be used for this purpose. Those skilled in the art will think of U. Example 1. Preparation of Benzylpyridinyloxy-3-U'-trimethylsilylethyl) -1,4-naphthalene (Formula = from R2 — and R7 and β3 — from both Representation = 〇; R3 UO-C *? Su; R4 = R5 = H; R5 = -CH2 Si (CH3) 3) The 2-benzyloxy group: 1,4-Cai plaque (1.39 g, 5 pinching ears) ), Trimethylxanthane propionic acid (1.09 g, 7.5 dimolar) and silver nitrate (53 2 mg, 3 mmol) were suspended in 40 ml of aqueous ethyl acetate (1: 1) and then added Yuan within 30 minutes to a slow and dropwise over ammonium tellurium (1.71 g, 7.5¾ deep ear) in 20 ml of water was added to the mixture of #. The reaction mixture was stirred at this temperature for another 1 hour and then cooled, and the aqueous phase was diluted with K-diethyl ether. The organic extract was washed sequentially with saturated sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. After concentrating in the air, the crude material was chromatographed using petroleum ether / ethyl acetate as the eluent to obtain 2-benzyloxy-3- (2trimethylsilylacetamidine) -1,4-naphthalenepyrene (879 mg ), Which is recrystallized from methanol, melting point: 9 2-950 C. NMR spikes are applicable to the Chinese national standard (_CNS) A4 specification (210 ×: 297 mm) on 18 paper sizes. Note

I v t Binding Consumption Co-operation by Staff, Central Bureau of Standards, Ministry of Economic Affairs 467891

AT B7 'V. Description of the invention (A): 1 8 4. 4, 1 7 8. 2, 1 5 0. 3, 1 4 2. 6, 1 3 4. 0, 1 3 3. 8, 1 3 2 1, 1 3 0. 9,, 1 2 6. 6, 1 2 6. 6; 1 8. 8, 1 6. 2-2. 0; 1 6 3. 8, 1 2 8. 0, 1 2 8.7, 1 3 0.4, 134.2 (PhC 0) 〇 Example 2 2-Hydroxy-3- (2-trimethylsilylethyl) -1., 4-Tetranium (Formula 1: 111) = 1:11 = 0: 1¾ to 1 and R2 and R7 and R8 to 1 = 0; R3 = -0H; R4 = RS = Η; 1ϊβ = -CH2 Si (.CH3) 3) The resulting 2-benzyloxy-3- (2trimethylsilylethyl) -1,4-carboxamidine (27Q mg, (K71 mmol) in tetrahydrofuran (10 ml) with 2 N sodium hydroxide (Hr (7 3 ml, 1.4 2 mmol) and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated and extracted into diethyl ether in vacuo and acidified to ρ Η 2 with 1 N hydrochloric acid. Phase K was washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo. The crude material was chromatographed using ethyl acetate / petroleum ether as the eluent to obtain 2-hydroxy-3-(2trimethylsilylethyl) -1, 4 -Tea tincture (1 S 3 mg), its own Recrystallized, melting point: 9 8-1 δ G ° C. NMR peaks are: 1 8 4, 6, i 8 1 (3, U 2 2, 1 3 4, 7, 1 3 2 9, 1 3 2. 8 , 1 2 9. 4, 1 2 7.3, 1 2 6.6, 1 2 6.0: 1 7.8, 1 5.7: -1.9 --- Spring Example 3 2 -Hydroxy-3-(5 ^ trimethyl.salylpentyl ) -I, 4 -The system of formulas (Eq. Inline;!? 1 and-and n? And Rs-all indicate = 0; R3-0H; R4 = R5 = H; 8S =-(GH2) 4 Si (CH3) s) 2 -Hydroxy-3-(6 '-trimethylsilylhexyl) -1,4 -carbohydrate (3 37 mg < 1.02 millimolars; since 2 -Benzyloxy-1, 4-naphthalenepyrene and trimethylsilyl heptane paper Standards China National Standard (CNS) A4 Specification (210X297 mm) -------- ^ ,, d- ----- Order ----- (Please read the notes on the back before filling out this page) 4 6 7891 A7 B7 Printed by the Consumers' Cooperatives of the China Standards Bureau of the Ministry of Economic Affairs ) The acid Iβ was prepared by the method of Example 1, followed by the method of Example 2) and dissolved in dioxane (2.5 milliliter). Sodium carbonate (120 mg) was added to water (2.5 ml), followed by an excess of 30¾ (w / v) hydrogen peroxide (20Q microliters). The mixture was heated at C for 4 G minutes, during which the reaction mixture turned from red to colorless. Allow the reaction mixture to cool and add 2 ΰ% (w / v) copper sulfate solution (1 Q to 1 liter) and stir the solution until the foaming stops. Thereafter, 2 5% (w / v) sodium hydroxide solution (2 ml) and 2 (3% (w / v) copper sulfate solution were added and the reaction temperature was heated at 70 QC for 3 G minutes. The mixture was allowed to Cool and K 1 NH hydrochloric acid to pH 2. The product was extracted into diethyl ether and the ether extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated in vacuo. The crude material was dissolved using 5% diethyl ether / hexane. The agent was subjected to historical analysis to obtain 2-hydroxy-3- (5'-trimethylsilylsilylpentyl) -1,4-naphthoquinone (202 mg) * and its alkane recrystallized. Melting point: 7 3-7 5 DCNMR peaks at: 1 8 4. 6, 1 8 1. 4, 1 5 3 · 0, 134.8, 132.9, 132.7, 129.4, 126.7, 126.0, 124.8; 33.6, 27.9, 33.7, 23.2, 16.5: -1.70 Example 4 2-Acetone Preparation of oxy-3-(2 '~ trimethylsilylethyl) -1, 4 _ stilbene (formula 1: 111 = 1: 11 = 0: 1¾1 and R2 together and β7 together with both = 0; R3 = -0-C0-CH3; R4 = H5 = H; R- = -CH2 Si (CHs) 3) The 2-benzyloxy-3-(2'-trimethyl sand) obtained in Example 1 above Ethyl) -1,4 -Tetra (3 4.6 mg, G.32 2 mol) in water as in spring example 2 above Soft and hydrolyzed by the addition of pyridine (6 mL) and acetic anhydride (3 mL) was glycosylated _ B directly. After standing overnight, remove the volatiles in vacuum ° Crude substances use vinegar-2 0 S pack-(Please read the precautions on the back before filling this page) Order '> Γ This paper size applies Chinese national standards (CNS } A4 specification (21〇 × 29 · 7 mm) 4 6 »B 9 t A7 B7 V. Description of the invention (θ) Chromatography of ethyl acetate / petroleum ether as eluent to obtain 2-ethetoxy_3- ( 2'-Trimethylsilylethyl) -1,4-Tetra (265 mg) * It recrystallized from hexane * Melting point: 85-87. C. NHR peaks at: 184.3, 178 · 2, 149 · 8,142 · 2, 134.0,133.7,132.0,130.8,126.5,126.4: 18.6,16.15-2.15 1 67 _ 9,2 0.2 (CO CH3). Example ^ 2-Jingji-3- (2, -Trimethyl Ethylsilyl ethyl awakening

(Equation 1: m = 1, n = 0; r = R2 = -〇CH3; R3 = -〇H; R4 = RS = H; RS --- CH2 Si (CH3) 3; R7 and Rs together represent = 〇 ) The 2-ethoxyl-3-(2 (trimethylsilylethyl) -1, 4 -tendrazine (3 g) obtained in Example 4 was dissolved in methanol (100 ml) * water (5 ml) and carbonic acid Potassium U.5 g). The reaction mixture was stirred at room temperature for 2 hours' and then diluted with M water (about 400 mL). The mixture was then extracted into diethyl ether, dried over anhydrous sodium sulfate, and the solvent was evaporated to obtain 2-hydroxy-3 — (2-trimethylsilylacetamidine) as a pale yellow solid. Methyl acetal 'melting point: 102-104 0 C. The peak of iUI R is: 1 8 3. 6, 1 5 8. 4, 1 3 5. 2, 1 3 3. 4, 1 3 2. 7, 1 3 0. Printed by the cooperative (please read the precautions on the back before filling out this page) 128.2, 125.6, 125.2, 97.3: 16.8, 16.3; -2.1; 51.9 (2x0 Me) C. Examples 6 to 1 3 Depends on similar to the above example i The methods described in to 5 yield further compounds of formula I as detailed in Table 1. In this table, compounds are identified by reference to formula I. Table 1 -21- This paper size applies Chinese National Standard (CNS) A4 specification (210X 297 mm) 4 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 6 7 8 9 1 A7 B7 V. Description of the invention (θ) (the following In the example, 10 = 1: 11 = 0: 141 & R2 and R7 together represent = 0; R4 = RS = H) Spring case number R3 Re Melting point Γ c) nD 6 -0H -Si (CH3 ) 3 76-78 7 -0H-(CHz) z -SKCHs) 3 70-71 8 -0H-(CHz) s -SKCHb) s 74-76 9 -0H-(CH2 h -Si (CH3) 3 43- 45 10 -0H-(CH2) e -Si (CH3) s 38-42 11 -OH-(CHZ) 7 -Si (CH3) 3 37-40 12 -OH-(CHz) a -Si (CH3) s 36 13 -OH .- (CH2) 9 -Si (CHs) 3 1.5356 NB, n D represents the refractive index of the sodium D line. -22- (Please read the precautions on the back before filling in this page) This paper size applies to China National Standard (CNS) A4 (210X 297 mm)

46789V A7 B7 V. Description of the invention (W) Example 6: The peaks of NM β are: 1 8 4. 7, 1 8 0 · 8, 1 5 1 3, 1 3 4. 4, 1 3 2 · 9, 1 3 2 · 9, 1 2 3. 7, 126.7, 126.0, 125.5: 15.0: -0.8 ^ Example 7: 1 8 4. 7, 1 8 1. 5, 1 5 4. 0, 1 3 4 · 8, 1 3 2. 9, 1 3 2 · 8, 1 2 9. 5, 127.6.126.0. 125.6: 27.1,22.9, 17.0: -1.70 Actual δ: 184.6, 181.4, 152.9, 134.7, 132.9, 132.8, 129.4, 126- . 7, 126.0. 124.8; 32.1,24.2, 23.3.1, 16.4 Real M 9: 184.6.181.4.153.0. 134.7.132.8.132.6.129.4.126.7, 126.0. 124.8: 33.4, 29.5, 28.2, 23.8, 23.3,16.5: -1.7 ^ Example 1 0: 1 8 4 '7, 1 8 1. 5, 1 5 3. ◦,. 1 3 4. 8, 1 3 2 3, 1 3 2. 8, 1 2 f ! 4, 126.8.126.0. 124.9: 33.5, 29.7, 29.2, 28.3, 23.9, 23.4, 16.6; -1.6 ^ Example 1 1: 1 8 4 · 7, 1 8 1 · 5, 1 5 3. Fl, 1 3 4 8, 1 3 2. 9, 1 3 2. 8, 1 2 9. 4, 126.7.126.0. 124.9: 33.6, 29.8, 29.4, 29.3, 28.3, 23.3, 23.3, 16.6; -1.6 ^ Central Ministry of Economic Affairs Printed by the Consumer Bureau of Standards Bureau (please read the notes on the back before filling this page) Example 1 2: 1 8 4 · 7, 1 8 1 '5, 1 5 3 'G, 1 3 4., 1 3 2' 3, 1 3 2 8, 1 2 9 '5, 126.8.126.0. 124.9: 33.6, 29.8, 29.5, 29.4, 29.3, 28.3, 23.9, 2 3 · · 4, 1 6. 7;-1. 7. Example 1 3: 1 8 4 · S, 1 8 1. 4, 1 5 3. 0, 1 3 4. 7, 1 3 2 · 3, 1 3 2 · 8, 1 2 9. 4, 126.7.126.0. 124.8; 33.0., 29.8, 29.6, 29.6, 29.4, 29. 3, 28.3, 2 3.9, 2 3. 3, 1 6, 6;-1.7. _ 2 3-This paper size applies to China National Standards (CNS) A4 specifications (210X 297 mm) A7 487891 B7 V. Description of the invention (> |) Actually 1 4;:. · S ί.-! ' '? (Please read the precautions on the back before filling out this page} 2-Hydroxy-3 (8- (dimethylethsalyl) octyl) -1,4-tetraquinone and R2 And R7 and R3 together = = 0; R3 = -0H; R4 = R5 = H; Re =-(CHz) 7 S i (CH3) 2 CHz CH3 drop 1,8-dibromooctyl dropwise at room temperature Solvent (1U g 1 4Q. 8 mmol) was dissolved in dry THF (50 ml) and magnesium turnings (1.98 g) were printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. 8 1. 5 millimoles). When the effervescence stopped, the mixture was refluxed for 2 hours to obtain octyl dimagnesium dibromide. After cooling to room temperature, chlorodimethylethylsilane (5.0 g, 4 0. 8 millimolar) was added to the solution of]: HF (5 ml). After the addition, the reaction was refluxed for another 1 hour. Before diethyl ether (5 G ml) was diluted and acidified with dilute hydrogen nitric acid, gaseous carbon dioxide was passed through the cooling The reaction mixture was 3 Q minutes. Extract with ether (3 X 2 5 ml). The combined ether was washed with water (2 X 2 5 ml) and saturated sodium chloride (5 Q ml) and dried (M g S 04). Filtered and reduced The solvent was evaporated under pressure to produce a colorless waster (.5.4 g). This liquid was reacted with 2-benzylideneoxy-1, 4-naphthalene to obtain 2-by the method described in Example 1, followed by the method described in Example 2. Hydroxyl-3 (8-(dimethylethylsilyl) octyl) -1,4 -carbohydrazone (753 mg), recrystallized from hexane, melting point: 3 S-4 1 0 C. Pf R spike In: 1 8 4 · 7, 1 8 1 '5, 1 5' 2 · 9, KH · 8, 1 3 2, 3, 1 3 2. 8, 129.4, 126.8, 126.0, 124.8: 33.7, 29.8, 29.4 , 29.3, 28.3, 2 3. 3, 2 3. 4, 1 4 8; 7.4, 6 '9,-3. 9. Examples 15 to 17 By the same method as described in Example 13 above. Further compounds of formula I as detailed in Table 2 below were obtained. The compounds in this table were identified by reference to formula I. -2 4-This paper size applies the Chinese National Standard (CNS) A4 specification (2 丨 0X297 mm) 〉 467891 V. Description of the invention (c) Table 2 (In all the following examples, = & RZ together and R7 8 Both represent 0 groups; R4 = R5 = H) Example number R3 Melting point Γ c) 15 -0H-{CHz) 7 -SiEts 51-53 16 -0H-{CH2)? -SiPr3 48-50 .17 -0H-(CH2) 7 -SiHe2 Pr 45-47 The following peak spring example 1 5 NM β peaks were observed: 18 4. 7, 1S1.5, ί 5 3. 0, 1 3 4. 8, 1 3 2 .9, 1 3 2. 9, 1 2 9. 4, 128.8, 126.1, 124.8: 33.9, 29.8, 29.4, 29.3, 28.3, 23.8, 2 3. 4, Η. 3; 7. 5, 3 . 3. Printed by the Consumer Affairs Cooperative of the Central Government Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling in the wooden pages) Example 16 '〇 β spikes at: 1 8 4. 7, 1 8 1. 5, 1 5 3. 0 , 1 3 4 '8, 1 3 2. 9, 1 3 2 · 8, 1 2 9. 5, 126.8, 126.0, 124.9 ^ 4.0, 29.9, 29.5, 29.3, 28.3, 23.9, 23.4, 1 2. 6; 1 8 7, 1 7. 5, 1 5. 6. Example 17 -2 5- This paper scale is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) 467891 A7 B7 1 ii, printed by the Consumers ’Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs 5. The invention says 'D Γ' S Μβ The peaks are: 134.7, 181.5, 153.1, 134.8, 133.0, 132.8, 129.5, 126.8, 126.0, 124.9: 33.7, 29.9, 29.4, 29.3, 28.3, 23.9, 23.4, 18.0; 18.4, 17.4, 15.3, -3.3 ί Example 18 2-Hydroxy-3 (8- (1-methyl- (tetramethylenesulfanyl) octyl) -1,4-. Cai Yuzhi's formula 1: 8 = 1: 11 = 0: ¾1 and R2 — and _R7 and R'3 — represent = 〇 radical; R3 = -〇H; R ^ ^ rs = h; R6 =-(CH2)? S1CH3 (CB2) 4. Slowly dibromobutane ( 20.0 g * 92.6 milli-ears) in a solution of dry THF (100 ml) and add to the record. Turns (4.5 g, 1.85 milliliters). After the addition is complete * the mixture is refluxed for 1 hour and cooled to room temperature A solution of aerated trimethylsarane (13.8 g, 92.6 mol) in THF (10 liters) was added dropwise and the solution was refluxed for 3 (3 minutes. The cooled solution was added dropwise Into the hydration solution of octyl dimagnesium dibromide as described in Quality Example 14. Cool to room temperature * The mixture was refluxed for 1 hour and the gaseous dioxyib carbon was passed through lysate for 30 minutes. The residue was acidified with dilute hydrochloric acid and extracted with ether (4 x 50 ml). The combined ethyl acetate layer was water (2 x 50 ml) and The saturated sodium nitride solution (5Q ml) was washed and dried (MgS04). The solvent was filtered and evaporated under reduced pressure to produce a non-pure white waxy solid, which was extracted with K hexane (3 X 5D ml). The combined hexanes were reduced under reduced pressure. The extract was evaporated to give a pale yellow oil. This liquid was reacted with 2-benzyloxy-1,4-.2 by the method described in Example 1 followed by the method described in Example 2 to obtain 2-hydroxy-3 (8- (1-Methyl- (tetramethylenesilyl) octyl) -1,4-naphthalenepyrene (161 g), melting point: 4 2-4 40 C. NMR peaks at 184.7, 18 1. 5, 1 5 3. 0, -26- This paper size applies the Chinese National Standard (CNS) A4 specification (210X297 mm) < Please read the precautions on the back first and then _: .. 4 pages). Line. Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs S 4

87. 12. 3 ί # 〇 £ 5. Inventions 134.8, 132.9, 132.8, 129.4, 126.8, 126.1, 124.8: 33.5, 29.8, 29.4, 29.3, 28.3, 24.3, 23.4; 27.4, 15.1, 11.δ,- 3. Example 1 9 Hydroxyl. 3 (8- (1-methyl- (pentamethylene 5 fluorenyl) octyl) -1,4-Cai Yizhi Formula I: ni = l: n = Q; R1 and 1Ϊ2 together and R7 and R_3 together represent 0 groups; R3 = -OH; R4 = RS = H; R6 =-(CH2) 7 S iCH3 (CH2) b Use as described in Example 1 7 The same method, but replacing dibromobutane with dibromopentane to obtain fluorene-hydroxy-3 (8- (p-methyl- (pentamethylenesilyl) octyl) -1,4-naphthalenepyrene (10 g ), Melting point: 38-40 ° C. NMR peaks at: 184.7, 181.5, 153.0, 134.8, 133.0, 132.9, 129.5, 1 26.8, 126.1, 124.9533.6, 29.8, 29.4, 29.3, 28.3, 23.7, 23.4, 14.1: 30.2, 2 4. 5, 1 2. 9,-4. 8 c. Example 20 2-Hydroxy-3 (3 -trimethylsilyl-propenyl) -1,4-naphthalene Cheng

The formula 1: 1 = 0:11 = 041 and R2 together and R7 and R8 together represent 0 groups; R 3 = -OH: R4 = R5 = H; Rs = -CH = GH2 -Si (CH3) b Add pyridoxine chloroarsinate (16.3 g, 75.6 mmol) to 3-trimethylsilylpropionase (5.0 g, 37.8 mmol) in dichloromethane (120 ml) at room temperature. In a simmered solution. The warm mixture was stirred for 2 hours and then passed through silica gel (M water dissociation). The mash was evaporated under reduced pressure to obtain a colorless liquid (3.96 g). At room temperature, 2-hydroxy-1,4-naphthalene particles (1.11 g, milligrams) and pyrrolidine-27-this paper size applies to China National Standard (CNS) Α4 size (210 X 297 mm) (please first (Read the precautions on the back page 4) 6 4

Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (569 mg, 8.00 millimoles) and added to the stirred solution previously prepared in methane. The reaction solution was stirred for 15 hours before p-toluenesulfonic acid (3.04 g · 16.0 mils) was added, and stirring was continued at room temperature for an additional 24 hours and under reflux for 3 hours. The mixture was quenched and the solvent was evaporated under reduced pressure. The residue was dissolved in diethyl ether (50 ml) and washed with water (2 x 25 pen liters), dilute hydrofluoric acid (25 ml), water (25 ml) and saturated sodium hydroxide solution (25 ml), and dried (MgS04 ). The solvent was evaporated and chromatographed (with K-hexane / ether removed) under filtration and reduced scraping to obtain 2-hydroxy-3- (3-trimethylsilyl-1-propenyl) -1,4-naphthalene (123 mg ), Melting point: 72-74. C. NMΪ1 peaks are: 184.6, about 182, 150.5, 134.7, 1 3 3. 0, 1 3 2. 8, about 1 2 9, 1 2 6. 9, 1 2 5 · 8, about 1 2 Cl; 1 4 2 · 5 , 1 1 7. 0, 27.4; -1.8 = Example 21 Preparation of 2-ethoxyl-3- (9-trimethylsilylnonyl) -1,4-carbohydrazone (Formula 11 = 1: 11 = 0: 111 and R2 together and R7 and R8 together represent 0 groups; R 3 = -0-C0-CH3; E4 = 85 = H; R6 =-(CH2) 8 Si (CH3-) 3 The same method as described in Example 4 was used on 2-hydroxy-3- (9-trimethylsilylnonyl) -1,4-Tetra roll * Example 12 to obtain 2-ethoxyl-3- (9-tri Methylsilyl stilbene) -1,4-Tetramethyl (10 mg), melting point: 4 5-4 7. C. NMR peaks at: 184.5, 178.1, 151.1, 139.9, 134.0, 133.8, 132.1, 130.9, 126.7 , 126.6: 33.6,29.7,29.4,29.4,29.3,28.5, 24'3,24.0,16'7; -1_6; 168_0,20.4 (COCH3). Example 22 2 -Propanyloxy-3- (9 -Three Methylsilyl nonyl) -1,4-Preparation of 酲 -2-2 8-The size of this paper is applicable to the Chinese National Standard (CNS) M specifications (2 丨 0X297) 嫠 (Please read the precautions on the back before filling in this Page) Ί. Order printed by the Shellfish Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs 4 6 7 8 9 1 A7 B7 V. Description of the invention (4) (Equation 1: 111 = 1:11 = 011 and K2.-And R7 and 1-8-all indicate = 0; R3 = -0- C0CH2 CH2 ch3; R4 = R5 = H; R6 =-(CH2) 8 -SKCH3) 3 Add midine (G.5ml) to 2-hydroxy-3- (9-trimethylsilylnonane) at room temperature Base) -1, 4-naphthoquinone, spring example 12, (1 QG mg, 0.27 mmol) in a solution of dry dichloromethane (10 ml) and added chlorine after 3 minutes Dimethylamine (62 mg, 0.67 milliliters). Stir the reaction solution for 2 hours before diluting with dichloromethane (50 mL). M water (2 x 30 mL), dilute argon chloride (30 mL), saturated chlorine Sodium chloride solution (ml) was washed and dried (MgS04). The solvent was evaporated under reduced pressure and chromatographed (M hexane / ether was isolated) to obtain 2 Although oxy-3- (9-trimethylsilyl nonyl) ) -1, 4-Tea (112 mg), melting point: 4 1-4 3 0 C. The peaks of MR MR are: 1 8 4 · 6, 1 7 8. 2, 1 5 1 2, 1 3 9. 8, 1 3 4. P, 133.7, 132.1, 130.9, 126.7, 126.5, 33.6, 29.7, 29.4, 29.4, 23.3, 29.3, 28.5, 24.3, 23.9, 16.7, -1.6: 171.6, 27.3, 9.1 (C0CH2 CK3).

Real MU 2 -Ethylcarbonate-3-(9 -trimethylsilylnonyl) -1,4 _: Chajue. · '-Corrosion (Formula I: ii ^ l; n = 0 ; R1 and ϋ2 together and R7 and RS together represent the i0 group; R3 = -0-C0-0-CH = CH2; R4 = R5 = H; R ^ =-(CH2) 〇-S i (CH 3) 3 Pyridine (0.5 ml) was added to 2-hydroxy-3-(9-trimethylsalanylnonyl) -1 4 -chapan at room temperature, spring example 1 2, (1 0 0 Milligram, 0. 27 milligrams) in Ganji 29--______. I A paper size is applicable to China National Standards (CNS) A4 specifications (210X297 mm) --------,: -(Please read the notes on the back before filling this page) L .. Order 467891 Α7 Β7 V. Description of the invention (Correction) Chlorinated methyl chloride (1G ml) is dissolved and the vinyl is added after 3 minutes Chloroformate (43 mg < 0-40 mol). Stir the reaction solution for 2 hours before diluting with methylene chloride (50 ml). Dilute with water (2 x 30 ml), dilute hydrochloric acid (30 ml). ) _, Saturated sodium chloride solution (3 Q ml), washing and drying (M g S 0 4) ° Evaporation and chromatography under reduced pressure (hexane / ethyl acetate) Eluting) to obtain 2 - bonded vinyl carbonate - 3-U- silicon alkyl trimethyl nonyl) -1 s 4- Cher (79 mg), nDl.5123. {JMR spikes: at: 184.6, 178.0, 149.9, 139.9, 134.6, 134.3, 132.3, 130.9, 127.1, 126.8, 33.9, 30.6, 30, 0, 20.7, 29.6, 29.5, 28.8, 24.5, 24.2, 16.9, -1.3 ; 14 9.8,1 4 2. 8, 9 9.8 {-0-C0-0-CH = CΗ2) 〇 Example 2 4 2-ethoxymethoxy-3- (9-trimethylsilylnonyl)- Preparation of 1,4-Teja (Formula 1:01 = 1:11 = 031 and R2-and R7 and R3-both represent = 0 group; H3 = -o-ch2 och2 ch3; R4 = R5 = H; Rs =-(CH2) 3-

Si (CH3) b Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs (please read the note on the back; fill in this page before filling in this page) Diisopropylethylamine (1, 33 g ^ IQ. 3 at room temperature) Millimolar) was added to 2-hydroxy-3-(9-trimethylsulfanylsilylnonyl) -1,4-dendrazine, Example 12 ((500 mg, 2.1) 6 mol) to dry two After being stirred and stirred for 3 minutes, chloroformamidine (2 ml) was added with ethoxymethyl (831 mg, 10.3 mTorr) in dichloromethane (δ ml). Stir the reaction solution for 1 hour before diluting with mM diazomethane (30 ml), wash with water (2 X 2 Q ml), dilute hydrofluoric acid (U G. ml), and saturated sodium chloride (20 ml) and dry. (MgS04). The solvent was evaporated and chromatographed (K-hexane / ether dissolve) under filtration and reduced pressure to obtain 2 -ethoxy-30- This paper size is applicable to Chinese National Standard (CNS) M specification U10X297 mm) 46789 1 Λ A7 B7 Amendment丨 Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs Γ3 ~ I _____… 5. Inventing Tertamine (>#)-* Methoxy-3- (9-trimethylsilylnonyl) -1,4- Cai_ (567 mg), nD: 1.5182. NMR peaks at: 185.3, 181.6, 155.5, 137.1, 133.8, 133.2, 132.0, 131.4, 126.3, 126.2.33.6, 30.1,29.5, 29.4, 29.3, 28.9, 24.1,23.9, 16.7, -1.6; 96.9, 65.8, 15.0 (0 ~ CH2 -O-CHz CH3) ° Example 2 5 2 -Hydroxy-3-((1 ', 4W-trimethyl-4-silylcyclohexyl) -methyl) -1,4-naphthalene Preparation (as in Example 24, formula I; R3 = 0h; R * 5 He Si) (CH3) 3 Add acetic acid (760 mg) to 4,4-dimethyl-4 -silyl ring at room temperature Hexanone (prepared as described by Sonderquist and Negron; J. Org. Chem) (900 mg • 6.32 millimoles), ethyl sulfalate acetate (716¾ g, 6.32¾ mole) and hexahydropyridine (215 G) The mixture was refluxed for 2.5 hours in a mixed solution of 茏 (30 鸾 liters) and 茌 azeotrope. The reaction mixture was cooled to room temperature, M ether (3 Q ml) was supplemented with K water (2 X 25 ml), a saturated sodium chloride solution (25 ml) was washed, and U g S 0 4 was exchanged dry). The solvent was evaporated under reduced pressure and chromatographed (M-hexane / ethyl acetate) to obtain a colorless liquid (0.52 g). Under nitrogen, this isosome was dissolved in ethyl acetate (5 ml) and added dropwise to 0 ° C. methylmagnesium bromide (30 mg, 1.8 mmol) in ethyl acetate (20 ml ) The melting fatigue. And diluted with ethyl acetate (25 ml) and water (10 ml) and acidified with K diluted hydrochloric acid, the mixture was stirred for 2 hours. The water layer was separated and re-extracted with ethyl acetate (2-X 2 5 ml) and the combined ether extracts were washed with water (2 X 2 G ml) and washed with sodium hydroxide solution (UG ml), saturated and dried (Mg S 〇4) 3 Filtering and minus -3 1----------- 1 ------ 1Τ ------- ^ .._ 11 (Please read the precautions on the back before i (, This page) This paper size applies Chinese National Standard (CNS) A4 specification (2 丨 0 X W7 mm) 467891 Bulletin. 丨 A7 B7 Supplement j Printed by the Central Consumer Bureau of the Ministry of Economy Staff Consumer Cooperatives (The solvent was evaporated under yp pressure to obtain a colorless oil. Its potassium hydroxide (550,000 g) was treated with ethylene glycol and refluxed for 16 hours. The reaction mixture was cooled to room temperature, diluted with M water (40 ml) and K ether. (2x25 ml). The aqueous layer was acidified with dilute hydrochloric acid and extracted with ethyl acetate (4x2 5 ml). The combined extracts were washed with water (2x20 ml) and saturated sodium chloride solution (20 ml). And dried (MgS 〇 4). Filtration and evaporation of the solvent under reduced pressure to obtain a colorless oil (30G mg). This liquid was subjected to a method similar to that in Examples 1 and 2 to obtain 2-hydroxy-3- 3-((1 ', 4 ', 4, trimethyl-4-silylcyclohexyl) methyl) -1,4-tumen. Example 2 6 Insecticidal activity Insectic activity The following methods were used against housefly, mustard beetle, mites Assess with white flies. M. (Muscad omestica) Chest of female flies M — Microliters of test compound dissolved in acetone. Two doses of 15 flies are used at each dose, and Six doses of each test compound were used in the test. After treatment, the sternity was maintained at a temperature of 20. +/- le 0 and the lethality was evaluated at 24 and 4 & hours after treatment. The LDs value was calculated as μg / fly (See Sawiclti et al. Bulletin of the World H ea 11 h 0 rganisati ο η, 3 5, 8 9 3 (1 9 6 6) and Sawicki et al., Entomologia and Exp. Appli 10, 253, (1987) ° Mustard (PC) (P haed o ncoch 1 eariae F ab) Using a droplet applicator, a microliter of a test compound solution of propidium was administered abdominally to a mustard adult. The treated insects were maintained for 48 hours, Zhi-32- This paper size applies to China National Standard (CNS) A4 specifications (2丨 OX 297 mm) ---------- (Please read the notes on the back before filling this page) '? Τ 467891 A7 B7 V. Evaluate the fatality rate after the description of the invention (β). Each dose was applied twice, with 20 to 25 5 mustard insects and 5 doses of M each being treated for comparison. L h 〇 value is calculated as housefly. Mite (T U) (T e t r a n y c h u s u r t c a c) 25 female adult mites were immersed in a solution of 35 microliters of test compound in a 1: 4 acetone-water mixture for 3 Q seconds. The treated insects were kept at 21 ° + / -2 e C and the lethality was evaluated 7 2 hours after treatment. After this period, repetitive (non-reflective) moving mites that showed more than one mobile appendage were recorded as living skulls. Three doses (25 each) were used for each dose and 5 or 6 doses were used for each compound in the test. The LDs 0 value was calculated as ppm of test compound lysed / insect. The test was performed using a sensitive mite (GSS) strain supplied by Zhelin Scheme, AG. ○ Bemisia (Bemisia iatiaci) Printed by the Male Workers' Consumer Cooperatives of the Central Government Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling out This page) The acetone solution of the test compound (Q. 1 Q (3 ml) was placed in a 1 Q ml glass bottle and rotary evaporated to deposit the compound film. 3 G adult white fly was placed in the bottle, S 0 minutes later | The treated insects were moved back to the untreated cotton leaves, and the dish was kept moist on an agar gel bed. The temperature was maintained at 25 ° (: and mortality was assessed after 48 hours. Each compound was between 5 to 5 Use 3 repetitions on 7 doses. U 50 value by using computer software package (available from Leola Software, Polo-PC from Berkeley, California) (see M-ϋ. Cahill and B. Hacke 11 in Proceedings Brighton Crop Protection Conference, 1992). Tests were performed using white fly-sensitive strains collected from cotton in Sudan in 1318. These results are shown in Table 3 below. Values are expressed as LD 5. (μg / insect-3 3- This paper size applies to Lao national standards (≪: Post) 6 4 specifications (210 乂 297 mm), Invention Description (4i) Α7 Β7 Printed by the Male Workers Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs) or LCs 〇 (Test compound. PP / Γ solution), unless Otherwise specified. Compound reed number (LDs 〇) PC (LDS o) TU (GSS) (LC5 〇) BT (SUD-S) '(LCs 〇) 1 > 20 > 20 110 2 0.69 0.45 38 2.6 3 1.3 about 1.0 2.8. 6.8 4 about 20 about 2.0 45 2.9 5 > 20 about 20 41-6-about 20-1.7 7 4.4 about 8 6.4 about 9 3 1.8 about 1 9.2 about 1G 9 1.8 about 1 4.5 100%- 34- -------- r.J > Equipment— (Please read the note on the back before filling in this page) Order-4 467 A7 B7 V. Description of Invention (V) Central Standards Bureau, Ministry of Economic Affairs Printed by Consumer Cooperatives 10 1.7 about 0.2 0.31 8.2 11 2.3 about 1 0.51 14.6 12 2.8 0.13 0.9 8.6 13 9.9 about 0.6 2.2-14-about 2 about 2 15 15-about 2 5.2 22 16-> 20-7 9 bismuth 17 -About 1. 8.4 13 18-about 2 '3.6-.19-about 2 ** 13 状 20 1-> 20 21 30! -35- ^^^ 1 Is— II (ί ^ ί —I— I— -. — I (谞 Please read the notes on the back before filling this page) Order .β. β This paper size is applicable to China National Standards (CNS) M specifications (210X297 mm) 46789 1 A7 B7 V. Description of invention (advise) 21 about 2 about 2 2.0 < 100 22-about 2 about 20 about 100 23 about 2 Approx. 50 32% * 24 — Approx. 20 (Please read the notes on the back before filling out this page) Imprint by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs * = 1 0 0 p P Lethality under IB. -= Not done. Example "Aphidicidal activity The following two methods were used to evaluate the activity of aphids (Myzus Persicae) and cotton aphid Aphis Gossypiae resistant (R) and sensitive (S). Topical use: Take out from the original culture Batch of 10-1 5 wingless adult worms and agar bed (2.5 mm deep) placed on a leaf dish (35 mm in diameter) cut from Chinese cabbage and kept in a disposable plastic container (3Q mm high) Top. Use Burk hard micro-applicator to give aphids 0.25 u π drops in acetone diluted to the desired concentration of 5. Chemicals in the control group were given acetone only. Mortality and other effects were recorded every 24 hours Up to and including 7 2 hours after-treatment (final I associated with chestnuts) ° Sister-infiltration: _ -36- This paper size adopts Chinese National Standard (CMS) A4 specification (2Ι0 × 297 mm) Central Ministry of Economic Affairs Printed by the Bureau of Standards, I Industrial and Consumer Cooperatives 467891 A 7 ___B7___ 5. Description of the Invention (Punch) Paint the fluoη well ring to a glass tube (1.5 cm in diameter) which is one and a half height 4 cm long and will be insect-proof square The object is connected to each tube by an elastic band. Afterwards, using a sable brush to warmly move 15 wingless adults into the tube and seal it with a second square net. Immerse the aphid-containing tube to the insecticidal solution for 1Q seconds and dry on blotting paper. Afterwards, reverse and tap the treated aphids to the non-impregnated end of each tube. When the aphids are moved to the agar bed (25 mm deep) in a disposable plastic container on a Chinese cabbage leaf dish (3.5 mm diameter) And when the fluo η ring is applied to the exposed lid of the container as a limit * The mortality rate of the operation (usually α or very slight) is recorded after 1 hour. The upright storage container (without cover) is kept in a constant environmental facility in a continuous environment Room light was maintained at 250 ° C. Mortality was assessed at 2, 4, 8 and 7 hours. 2 doses were used twice (15 mites each) and 5 or 6 doses of each compound were used in the test. The test was performed using an aphid sensitive strain (USIL) collected in the East Anglia field in the UK and an aphid extreme resistant strain (794Jz) U3 esterase, sensitive AChE) collected in the British Army prison. The results of this test are shown In the following Table 5. Values are% mortality corrected for the control group. The control group contains test solution containing no active ingredients. Table 4: Results of local aphids Unless otherwise specified, all results are quoted as 1 (%) fatality rate at 0 PP m. (Please read the precautions on the back before completing this page)

Example No. USIL .P. 7 9 4 JZ -37- This paper size applies the national standard of China (CNS) A4 (2〗 〇 ×; 297mm) 46TB91 A7 printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs B7 V. Description of the invention (β :) 2 45 3 10 0 7 45 8 90 100 (1) 9 10 0 10 10 0 11 100 9 5 12 89 13 90 1 4 7 4 15 58 1 6 24 1.7 88 18 5 9 2 1 66 (2) 89 2 2 37 2 3 6 3 '24 16 (1) 100 ppm (2) 1 2 5 ρ ρ πϊ Table 5 Sister-Insult results-38- it nn 1 · ^ — mm · nn l_ -(Please read the notes on the back before filling in 4 pages)

I This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297mm) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 467831-A7 B7 V. Description of the invention (4) All references are lethality% under .lQOppnt Example Number M. P. A. G ·, ϋ 5 IL 7 9 4 JZ 8 1-1 '7 1 B. 2 77 54 63 3 10 0 10 0 4 19 19 7 90 5 7 8 90 1 0 0 9 1 0 0 7 1 10 10 0 10 0 11 10 0 10 0 12 10 0 6 1 9 3 13 9 0 83 2 1 66 MP = Myzus AP = Aph is 洌 28. 'Fungicidal activity in vitro test numbering compounds against black fungus (A spergi I 1 usniger), Pyi-icularia oryzae (= Magnaporthe grisea) and Liku silk core-3 9-This paper size applies to China National Standard (CNS) Α4 size (210X297 mm) (Please read, read Note on the back, please fill in this page again) 'Packing ----- ί 4 6 7 8 9 1 A7 B7 V. The fungicidal toxicity of the invention (R hi 2 〇ct ο nias ο 1 ani). Mix each compound into mashed potato dextrose agar in solvent (5 (1/50 ethanol / acetone) (0.5 ml of solvent per 25 D ml of agar) * On the one hand, the autoclaved agar was still molten and cooled to .5E1σ C. Each compound was tested at a single concentration (1 GQ mg / L). Each test (usually two compounds) included three control group treatments: standard fungicide U Or 5 mg / L carben.daziiti or 1 mg / L prochloraz); ethanol / acetone only; no additives. Fungicides used as standards can be considered as active compounds on the market The fungus of each treatment was tested on agar in four Petri dishes, and the triplicate fungal community (Rhizobial solani 1 colony) in each dish. Cultivation of black fungi and standing bacteria at 2Q-250 C Rhizoctonia sclerotiorum 4 days and P. oryzae 7 days. The increase in colony diameter was measured and used to determine the activity. The results of these tests are shown in Table 6 below. Value is the inhibition of colony diameter growth in agar plates: S. ( Please read the precautions on the back before filling out this page.) One Pack-Order the printed matter number compound fungus with the activity of 100 mg / liter at 5 mg / liter and the activity at 1 mg / liter. Ascending activity 2 Black fungus 18 2 P.oryzae 67 -40- This paper size is applicable to Chinese National Standard (CNS) A4 (210X297) 467 8 9 ^ Α7 Β7 V. Description of the invention (4) 2 Rhizoctonia solani Procorola niger 97.8 card and P.oryzae 99.8 14.7 card and P. oryzae 82.4 3.3 (Please read the precautions on the back before filling out this page). Equipment. In addition, tests have shown compounds of formula I It exhibits good fungicidal activity against broad-spectrum fungi that can cause diseases of pupae and broad-flock crops. In particular 'Erysiphe genus has been observed as described above, in particular Erysiphe gramins and Botrytis fa'bae and BoU'ytis cin.erea ) M and Rhizotonia, Pyricularia and Aspergillus fungi have good activity. Table 7 below shows the insecticidal activity of the comparative quinone compounds of the prior art to help illustrate the relative effects of the compounds of the present invention. The listed activities were obtained using the methods outlined in Spring Examples 27 and 28. Regarding DE 3 8 (Π 7 4 3 of the prior art quinone; EP 0 3 0 0 2 1 8 A 1 shows that its activity against Tetranychus is lower than the corresponding third butyl compound (see table of EP 03 (10218 A1) A). The third butyl compound has been developed through the test of the present invention. In the above test, the Ks value against Tetranychus is 44 ppm / insect and the powder S (Bemisia) is 18 ppm; 4 1 This paper uses Chinese National Standards (CNS) A4 specifications (210 X 297 mm). Order: Printed by the Consumer Cooperatives of the Central Bureau of Standards of the Ministry of Economic Affairs. 467891 A7 B7. 5. Description of the invention (4) Musca domestica (Musca ). LDS. The value is 16 μg / insect and resistance to leaf insects (? 1 ^ 64〇10 is (). 53 μg / insect and 13% death against frontal aphid (8? 2133) 0 Table 7 Comparative Example R 1 Μ and R7 Κβ = = 0; R3 = 〇h PC LDs 〇 (ship / donkey) MD ijDs 〇 (m / ·) MP IGOppm Executed% TU LCs 〇 (PPffl / donkey) BT LCb 〇 (ppi / ¾¾) MM-NA M -Cfe NA (iA NA M -CHz Ofe MA M-NA NA-(Cfe) z CHs about 1G M-about 1000 80-(CH2.) 3 Cfe about 5 about 10-65 13-( CHz} 4 CHs about 7 NA-16 17-(CHz) 5 (¾ about 7 about 20 0 170 9'4 -42- Printed by the Consumer Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling this page) National Standard (CNS) A4 specification (210X297 mm) Printed by the Ministry of Economic Affairs, China Standards Bureau, Bureau of Work and Consumer Cooperatives 46789 1 A7 B7 V. Description of the invention (p)-(CHz) 7 Cfe 0.78 1.9-about 1000 19-( CHs) 9 Cffe L9 ΝΑ-5.5 > 100-(CHz) 〇 Cife about 0.4 ΝΑ-1.4 > 100-(Cife) ii Cife ΝΑ ΝΑ 0 < 60 > 100-(CHz) i 3 CHs ΝΑ Μ -1.3 ΝA illustrates the preparation of a rat ring with substituents at positions 5, 6, 7, and / or 8 * The following Examples 2 9 to 31 are provided. Example 2 9 2- (Third-butyl) -3- Preparation of hydroxy-6-methyl-tetra-1,4-dihydrazone and 2- (third butyl) -3 -hydroxy-7-methyl-tetra-i, 4-dihydrazone (a) 6-formaldehyde Preparation of gadolina-1,4-dione Stirring 1,4-benzonaphthalene (13.9 g, 128 mmol) and isoprene (13.1 ml) in glacial acetic acid (44 ml) at room temperature , I31 millimoles). The mixture was diluted with water (44 ml) and refluxed for 1.5 hours. The mixture was cooled to room temperature and 1.5 hours before refluxing, acetic acid (8 ml) and chromic acid [chromium trioxide (23.4 g) in water (3 G ml)] were added sequentially. After cooling * K water (200 ml) was diluted and extracted with Methyl ether (3 x 50 ml). The combined ether layer is thinner. 4-This paper size is in accordance with China National Standard (CNS) A4 (210X297 mm) -------. Packing --- ^ ---- Order-^ --- -yk (Please read the notes on the back before filling this page) 46789 A7 B7 Seal of the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs. 5. Description of the invention (ζμ) Sodium argon oxide (2 M, 2 X 50 ml) , Water (2 X 5 Q ml), saturated sodium gas solution (5 Q ml), washed and dried on MgS04. The solvent was evaporated under reduced pressure, and the title compound (7 g) was obtained by repeating recrystallization from petroleum ether. (b) Add a solution of sodium nitride (1.58 g) in water (5 ml) at room temperature to 2-amino-6 and 7-methyl-1, 4-tetra-1,4-diphosphonium. To 6-methylnaphthalene-1,4-di- (2_1 g, 12 mmol) in a stirred solution of glacial acetic acid (60 ml). K water (20 D ml) was mixed for 2 days before dilution and dripped after 15 minutes of re-accompaniment. The solution was neutralized with carbonic acid gas and extracted with aerosol (3x25 ml). The combined chloroform extracts were washed with saturated sodium bicarbonate solution, brine and dried (CaS04). Filtration and evaporation of the solvent under reduced pressure and silica gel chromatography gave the title compound (10G mg) as a 3: 2 isomeric warm compound. (c) A mixture of 2-hydroxy-6 and 7-methyl-i, 4-a-1,4-diammonium amine methyla-1,4-dione from (b) (20 mg) in water (20 liters) and concentrated sulfuric acid (Q ml) for 2 Q minutes at reflux. The cooled mixture was poured into ice / water (50 g) and extracted with ether (3 x 2 5 ml). The combined ether extracts were washed with K water, saturated Na H C 0 3, water, and saturated Na C 1 solution and dried (MgS04). The title compound (68 mg) was obtained by ii and evaporation of the solvent and purification by silica gel column chromatography. :) (d) 2- (third butyl) -3_hydroxy-6_ and 7_shenyl- Preparation of 3_Hydroxy-1,4 | Dipyridamidine is standard on aminomethyl compounds (64 mg, 0.34 mmol), trimethylacetic acid (¾ 2 mg '0 .. 5 1 mmol) Peroxosulfate / Silver Nitrate-based Tim 4 4-------- '-Outfit — (Please read the notes on the back before filling this page) Order V..7 line. K This paper size applies Lingguo National Standard (CNS U4 grid (210X 297 public love) Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economic Affairs 3 7 8 9 1 A7 A 7 B7 V. Invention Description (/ μ) Addition 圼 3: 2 isomerism Of the title compound (12 mg). Example 3 Preparation of 2- (Third-Butyl) -6 and 7-methyl-3-Hydroxy-1,4-dione Repeat steps (a) to (D) Substitute isoprene with 2,3-dimethyl-1,3-butadiene. Example 3 1 2- (Third-butyl) -3-hydroxy-5- and 8-methyl- Preparation of 1,4-Di-1,4-dione Repeat the above steps (a) to (d), and M1,3-pentanefluorene substituted isoprene. (A) 6- Preparation of hydrazine-1,4 -tetra-1,4-dihydrazone In room temperature acetic acid (44 ml) was searched for 1, 4-benzobenzoquinone (13.9 g, 12 8 mmol) and isoamyl The diene (13.1 ml, 131 milliliters) was dissolved for 6 8 hours. The mixture was diluted with water (44 ml) and refluxed for 1.5 hours. The mixture was cooled to room temperature and reflowed 1.5 hours before Sequentially add acetic acid (84 ml) and chromic acid [chromium trioxide (2 S · 4 g) in water (3 G ml)]. After cooling, dilute with water (2 QG ml) and diethyl ether (3 X 5 Q ml) extraction. The combined ether layers were diluted with a dilute sodium hydroxide solution (2 M, 2 X 5 Q liters), water (2 X 5 Q ml), a saturated sodium chloride solution (50 ml), and washed with Mg S04. It was dried on the filter. The solvent was evaporated under reduced pressure, and the title compound (7 gb-45- ---.---- J-pack-) was obtained from petroleum ether by repeating crystallization. (Please read the precautions on the back before (Fill in this page) Order s / m. This paper applies the national standard (CNS) A * »specification (210X297 mm) 6 4 i 7 8 9 1 Bulletin A7 B7 87.12. Μ amendments 丨 ... material J · t ^ V- * j- , Described the invention) Example 18 the following structural formula: 0

The structural formula of Example 19 is as follows:

The structural formula of Example 2 5 is as follows: 0 (Please read the precautions on the back first, then '..4 pages)-equipment

• 1T line, Ministry of Economic Affairs, Central Bureau of Standards, Cooperating with Du Yince

This paper size applies to China National Standard (CNS) A4 (2 丨 〇 X 297 mm)

Claims (1)

6 4 {CR ^ P? Rs R3 R7 compounds of the following formulae or their salts (U where m is 0 or 1; R1 and R2 respectively represent Ci_e alkoxy groups or collectively = 0 groups (please read the precautions on the back first) (Fill in this page again)-^ n 1 ^ 1 nnn cn i1-I n an f4 into -5 3 R group 1 LC ο or-group or phenyl group is hydroxy 1 Shows i Table R is the base in RI RI ο NC Zhongqi Line's Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs printed R4 and R5. If present, they represent fluorene or halogen atom or fluorenyl group or together with adjacent carbon atoms as C3_s cycloalkyl group, which can optionally be made of— Or more than 涸 selected from a halogen atom, Ci_4 alkyl, and Ci_4 haloalkyl group; R6 represents optionally substituted fluorene containing at least one silicon atom, or m is 1 and a CR4 R5 group contains at least For a silicon atom, R6 can additionally represent a hydrogen atom or an optionally substituted alkyl, alkenyl, and paper size applicable to the Chinese National Standard (CNS) A4 (210 X 297 mm) • 1 I n »1 nnnn I nni D n. 467891 A8 Βδ C8 D8 6. Scope of patent application (谞 Please read the notes on the back before filling (Write this page) alkynyl, cycloalkyl, cycloalkenyl, aryl, alkanoyl, alkenyl, alkynyloxy, pinalkoxy, cycloalkenyl or aryloxy; and R 7 and R 8 Represents Ci alkoxy group or = 0 group; wherein, when R6 represents an optionally substituted group containing at least ~ silicon atoms, at least one silicon atom of R6 is not directly attached to a carbocyclic ring. 2 ♦ As claimed化合物 Compound No. 1 in the scope of patents, where R1 and Rz respectively represent Ci alkoxy groups or common = 0 groups. 3 * For example, 谞 Compound No. 1 or 2 in the scope of patents, where R6 represents alkane 棊1 alkoxyfluorenyl 1 alkoxy, haloalkoxy, alkoxyalkoxy, alkenyl, haloalkenyl, or alkoxyalkenyl, each of which contains one or two silicon atoms and up to 20 carbon atoms. * If the compound in the scope of patent application No. 1 or 2, Rs represents a hydrogen atom or an alkyl group, a haloalkyl group, an alkoxyalkyl group, an alkoxy group, a haloalkoxy group, an alkoxyalkoxy group, an alkenyl group, a halogen Alkenyl or alkoxy alkenyl, the base contains one or two silicon atoms and up to 12 carbon atoms. Printed by the Consumer Cooperative of the Intellectual Property Bureau of the Ministry of Economic Affairs 5 ♦ For example, the compound of the scope of patent application No. 1 or 2, where R7 and R8 respectively represent C t alkoxy or collectively = 0. 6 ♦ For the compound of the scope of patent application No. 1 or 2, where R6 is Formula One (A) m — Si (R 1 4) 3, where m is as defined in formula (I), each R 1 4 represents a Ci-4 alkyl group or forms a silicon carbocyclic ring with adjacent silicon, and A is Ci _ 2 〇 Zyzyl or alkenyl, which may be substituted by dentate and which may be straight, branched, or be a carbon atom. -2- This paper size applies to Chinese National Standard (CNS) A4 specification (210 X 297 mm) 467891 AS B8 C8 DS 6. Application for patent scope 7 · For the compounds of item 1 or 2 of patent application, where Rs includes Silicon is another type of ring atom on a carbocyclic ring. 8 * If the combination of patents No. 1 or 2 is applied, R6 represents a (CH2) p — Si (R 1 4) 3 • where p represents 1 to 15, preferably i to 10 and especially Integer numbers from 1 to 6, and each R1 4 represents a Ci-4 alkyl group, or a di R1 * group, forms a 3-8 member silicon carbon ring with the adjacent silicon atom as shown. 9 * A pest-removing composition comprising an elixir and, as an active ingredient, a compound of the formula I or a salt thereof according to any one of claims 1 to 8 of the patent application. 1 ·· A method for combating pests at the position of the tapeworm to be treated, which comprises a compound of formula I or a salt thereof according to any one of items 1 to 8 of the patent, or The composition of item 9 deals with that location. f Please read the note $ on the back before filling in this page) Order --------- Printed by the Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs-3- This paper size applies to China National Standard (CNS) A4 (210 X 297 mm> 'ψ / 4 L.,; E_ 4 · ί8 belongs to greed _Ι · | Ι ». | —Ι · ίΜΙΙ ·»' _ I IJ ··. J. tJ __._ " , A _ · —Ml / application date 7 ^ case number category c, / b > // y ^ / pb (the above blocks are filled in by " the Bureau) 467891 New% Patent Specification Chinese Invention New Name English Name Nationality Naphthalene Derivative AS PESTICIDES as Pesticide 1. Bubbinder. Paul. Sim. Guibby 2. Denken. Betty 3. Schwart. Kemi Name of residence and residence (name) of the inventor and creator of Longzhuang United Kingdom 1. United Kingdom UB2 4LW No. 123, Lintianluo Lane, Nouwu Lintian, Southern Europe, Miesey 2. United Kingdom MK4 2 7Εϋ 贝福 路 14, Shackleton, 3. United Kingdom LU2 8UL Belfort, No. 35 Bourgeg, Luton City, British Technology Group Co., Ltd. Ordered by the Central Standards Bureau of the Ministry of Economic Affairs, the Consumer Cooperative Cooperative Printing Line III. Applicant's Nationality, Residence (Office) Representative Name UK UK SE1 6BU Richard Kings, Percy-1, 101 Kitz Road, Newtown, London-This paper size applies to the Chinese national standard (€?) 4 specifications (210 father 297 mm) ί 7.42 · ns 31 Fix 467091 5. Description of the invention (Anti-fungal, insect or other insect nuisance, and used in medical or veterinary photography environment 'for example, the role of cattle olfactory spray M to prevent or deal with insects or other insects = nourish the stomach, please read the Ministry of Economy Printed by the Central Government Bureau of Work and Consumer Cooperatives The present invention will be further explained by the following non-limiting examples: 0 (for your explanation). In this, the structure of the compound is shown by a specific 1 3 c NMR sequence. Shift (Mρρη) confirmation: bicyclic system; CH2, etc. (and CH, etc., if present); Si (alkyl) 3; other groups. Further examples falling within the scope of the patent application can be used for this purpose. Those skilled in the art will think of U. Example 1. Preparation of Benzylpyridinyloxy-3-U'-trimethylsilylethyl) -1,4-naphthalene (Formula = from R2 — and R7 and β3 — from both Representation = 〇; R3 UO-C *? Su; R4 = R5 = H; R5 = -CH2 Si (CH3) 3) The 2-benzyloxy group: 1,4-Cai plaque (1.39 g, 5 pinching ears) ), Trimethylxanthane propionic acid (1.09 g, 7.5 dimolar) and silver nitrate (53 2 mg, 3 mmol) were suspended in 40 ml of aqueous ethyl acetate (1: 1) and thereafter To 30 minutes within the heat Yuan slow and dropwise over ammonium tellurium (1.71 g, 7.5¾ deep ear) in 20 ml of water was added to the mixture of #. The reaction mixture was stirred at this temperature for another 1 hour and then cooled, and the aqueous phase was diluted with K-diethyl ether. The organic extract was washed sequentially with saturated sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. After concentrating in the air, the crude material was chromatographed using petroleum ether / ethyl acetate as the eluent to obtain 2-benzyloxy-3- (2trimethylsilylacetamidine) -1,4-naphthalenepyrene (879 mg ), Which is recrystallized from methanol, melting point: 9 2-950 C. NMR spikes are applicable to the Chinese national standard (_CNS) A4 size (210 ×: 297 mm) on 18 paper scales. Note I vt binding 467891 A7 B7 1 ii, printed by the Central Bureau of Standards of the Ministry of Economic Affairs and Consumer Cooperatives. The peaks of 'D Γ' S Μβ are: 134.7, 181.5, 153.1, 134.8, 133.0, 132.8, 129.5, 126.8, 126.0, 124.9: 33.7, 29.9, 29.4, 29.3, 28.3, 23.9, 23.4, 18.0; 18.4, 17.4 , 15.3, -3.3 Example 18 2-Hydroxy-3 (8- (1-methyl- (tetramethylenesulfanyl) octyl) -1,4-. Cai Yanzhi's formula 1: 8 = 1: 11 = 0: ¾1 and R2 together and _R7 and R'3 together represent = 〇 radical; R3 = -〇H; R ^ ^ rs = h; R6 =-(CH2)? S1CH3 (CB2) 4. Xu Xu A solution of dibromobutane (20.0 g * 92.6 millitorles) in dry THF (100 ml) was added to the records. Turnings (4.5 g, 1.85 milliliters). After the addition was complete * the mixture was refluxed 1 Hour and cool to room temperature. Aqueous trimethylsarane (13.8 g, 92.6 mol) in THF (10 liters) was added dropwise and the solution was refluxed for 3 (3 minutes. The cooled solution was added dropwise to the octyl dimagnesium dibromide as in Example 14 The solution was mixed into solution. The mixture was refluxed for 1 hour before cooling to room temperature and the gaseous dioxin carbon was passed through lysate for 30 minutes. The residue was acidified with dilute hydrochloric acid and extracted with ether (4x50 ml). The combined B_layers were washed and dried (MgS04) with water (2x50 ml) and saturated sodium nitride solution (5Q ml). The solvent was filtered and evaporated under reduced pressure to produce a non-pure white waxy solid, which was extracted with Khexane ( 3 X5D ml). The combined hexane extracts were evaporated under reduced pressure to give a pale yellow oil. This liquid was prepared by the method described in Example 1, followed by the method described in Example 2 and 2-benzyloxy-1,4- . Caizhuang reaction to obtain 2-hydroxy-3 (8- (1-methyl- (tetramethylenesilyl) octyl) -1,4-naphthalenepyrene (161 g), melting point: 4 2-4 40 C. NMR peaks at: 184.7, 18, 1.5, 15.3, 0, -26- This paper size applies to the Chinese National Standard (CNS) A4 specification (210X297 mm) < Please read the notes on the back first (Re-machine _: .. 4 pages) .Equipment. Ordering. Printed by the Consumer Cooperatives of the Central Standards Bureau of the Ministry of Economy S 4 87. 12. 3 ί # 〇 £ 5. Inventions 134.8, 132.9, 132.8, 129.4, 126.8, 126.1, 124.8: 33.5, 29.8, 29.4, 29.3, 28.3, 24.3, 23.4; 27.4, 15.1, 11.δ,- 3. Example 1 9 Hydroxyl. 3 (8- (1-methyl- (pentamethylene 5 fluorenyl) octyl) -1,4-Cai Yizhi Formula I: ni = l: n = Q; R1 and 1Ϊ2 together and R7 and R_3 together represent 0 groups; R3 = -OH; R4 = RS = H; R6 =-(CH2) 7 S iCH3 (CH2) b Use as described in Example 1 7 The same method, but replacing dibromobutane with dibromopentane to obtain fluorene-hydroxy-3 (8- (p-methyl- (pentamethylenesilyl) octyl) -1,4-naphthalenepyrene (10 g ), Melting point: 38-40 ° C. NMR peaks at: 184.7, 181.5, 153.0, 134.8, 133.0, 132.9, 129.5, 1 26.8, 126.1, 124.9533.6, 29.8, 29.4, 29.3, 28.3, 23.7, 23.4, 14.1: 30.2, 2 4. 5, 1 2. 9,-4. 8 c. Example 20 2-Hydroxy-3 (3 -trimethylsilyl-propenyl) -1,4-naphthalene The formula 1: 1 = 0:11 = 041 and R2 together and R7 and R8 together represent 0 groups; R 3 = -OH: R4 = R5 = H; Rs = -CH = GH2 -Si (CH3) b Add pyridoxine chloroarsinate (16.3 g, 75.6 mmol) to 3-trimethyl at room temperature Alkyl propionate (5.0 g, 37.8 mmol) in a stirred solution of dichloromethane (120 ml). The warm mixture was stirred for 2 hours and then passed through silica gel (M water dissociated). The mash was evaporated to obtain a colorless liquid (3.96 g). 2-Hydroxy-1,4-naphthalene (1.11 g, millimeter) and pyrrolidine-27 were used at room temperature-This paper is for Chinese country Standard (CNS) Α4 size (210 X 297 mm) (Please read the precautions on the back before weighting 4 pages) 6 4 Printed by the Consumer Cooperative of the Central Bureau of Standards of the Ministry of Economic Affairs (569 mg, 8.00 millimoles) and added to the stirred solution previously prepared in methane. The reaction solution was stirred for 15 hours before p-toluenesulfonic acid (3.04 g · 16.0 mils) was added, and stirring was continued at room temperature for an additional 24 hours and under reflux for 3 hours. The mixture was quenched and the solvent was evaporated under reduced pressure. The residue was dissolved in diethyl ether (50 ml) and washed with water (2 x 25 pen liters), dilute hydrofluoric acid (25 ml), water (25 ml) and saturated sodium hydroxide solution (25 ml), and dried (MgS04 ). The solvent was evaporated and chromatographed (with K-hexane / ether removed) under filtration and reduced scraping to obtain 2-hydroxy-3- (3-trimethylsilyl-1-propenyl) -1,4-naphthalene (123 mg ), Melting point: 72-74. C. NMΪ1 peaks are: 184.6, about 182, 150.5, 134.7, 1 3 3. 0, 1 3 2. 8, about 1 2 9, 1 2 6. 9, 1 2 5 · 8, about 1 2 Cl; 1 4 2 · 5 , 1 1 7. 0, 27.4; -1.8 = Example 21 Preparation of 2-ethoxyl-3- (9-trimethylsilylnonyl) -1,4-carbohydrazone (Formula 11 = 1: 11 = 0: 111 and R2 together and R7 and R8 together represent 0 groups; R 3 = -0-C0-CH3; E4 = 85 = H; R6 =-(CH2) 8 Si (CH3-) 3 The same method as described in Example 4 was used on 2-hydroxy-3- (9-trimethylsilylnonyl) -1,4-Tetra roll * Example 12 to obtain 2-ethoxyl-3- (9-tri Methylsilyl stilbene) -1,4-Tetramethyl (10 mg), melting point: 4 5-4 7. C. NMR peaks at: 184.5, 178.1, 151.1, 139.9, 134.0, 133.8, 132.1, 130.9, 126.7 , 126.6: 33.6,29.7,29.4,29.4,29.3,28.5, 24'3,24.0,16'7; -1_6; 168_0,20.4 (COCH3). Example 22 2 -Propanyloxy-3- (9 -Three Methylsilyl nonyl) -1,4-Preparation of 酲 -2-2 8-The size of this paper is applicable to the Chinese National Standard (CNS) M specifications (2 丨 0X297) 嫠 (Please read the precautions on the back before filling in this Page) Ί. Order 46789 1 Λ A7 B7 Correction 丨 Economy Printed by the Consumer Standards Cooperative of the Central Bureau of Standards Γ3 ~ I _____… 5. Inventing Tertamine (>#)-* Methoxy-3- (9-trimethylsilylnonyl) -1,4-Cai_ ( 567 mg), nD: 1.5182. NMR peaks at: 185.3, 181.6, 155.5, 137.1, 133.8, 133.2, 132.0, 131.4, 126.3, 126.2.33.6, 30.1,29.5, 29.4, 29.3, 28.9, 24.1,23.9, 16.7 , -1.6; 96.9,65.8, 15.0 (0 ~ CH2 -O-CHz CH3) ° Example 2 5 2 -Hydroxy-3- ((1 ', 4W-trimethyl-4-silylcyclohexyl) -methyl ) Preparation of 1,4-naphthalene (e.g., Formula I of Example 24; R3 = 0h; R * 5 He Si) (CH3) 3 Add acetic acid (760 mg) to 4,4- at room temperature Dimethyl-4-silylcyclohexanone (prepared as described by Sonderquist and Negron; J. Org. Chem) (900 mg • 6.32 mmol), ethyl sulphate acetate (716¾ g, 6.32¾ mole ) The mixture was refluxed with hexahydropyridine (215 ng) in rhenium (30 liters) and azeotrope for 2.5 hours. The reaction mixture was cooled to room temperature, M ether (3 Q ml) was supplemented with K water (2 X 25 ml), a saturated sodium chloride solution (25 ml) was washed, and U g S 0 4 was exchanged dry). The solvent was evaporated under reduced pressure and chromatographed (M-hexane / ethyl acetate) to obtain a colorless liquid (0.52 g). Under nitrogen, this isosome was dissolved in ethyl acetate (5 ml) and added dropwise to 0 ° C. methylmagnesium bromide (30 mg, 1.8 mmol) in ethyl acetate (20 ml ) The melting fatigue. And diluted with ethyl acetate (25 ml) and water (10 ml) and acidified with K diluted hydrochloric acid, the mixture was stirred for 2 hours. The water layer was separated and re-extracted with ethyl acetate (2-X 2 5 ml) and the combined ether extracts were washed with water (2 X 2 G ml) and washed with sodium hydroxide solution (UG ml), saturated and dried (Mg S 〇4) 3 Filtering and minus -3 1----------- 1 ------ 1Τ ------- ^ .._ 11 (Please read the precautions on the back before i (, This page) This paper size applies Chinese National Standard (CNS) A4 specification (2 丨 0 X W7 mm) 467891 Bulletin. 丨 A7 B7 Supplement j Printed by the Central Consumer Bureau of the Ministry of Economy Staff Consumer Cooperatives (The solvent was evaporated under yp pressure to obtain a colorless oil. Its potassium hydroxide (550,000 g) was treated with ethylene glycol and refluxed for 16 hours. The reaction mixture was cooled to room temperature, diluted with M water (40 ml) and K ether. (2x25 ml). The aqueous layer was acidified with dilute hydrochloric acid and extracted with ethyl acetate (4x2 5 ml). The combined extracts were washed with water (2x20 ml) and saturated sodium chloride solution (20 ml). And dried (MgS 〇4). Filtration and evaporation of the solvent under reduced pressure to obtain a colorless oil (30G mg). This liquid was subjected to a method similar to that in Examples 1 and 2 to obtain 2-hydroxy-3- 3- ((1 ', 4', 4, trimethyl-4-silylcyclohexyl) methyl) -1,4-tumen. Example 2 6 Insecticidal activity Insectic activity The following methods were used to inhibit housefly and mustard ( mustard beetle), mites and white flies. M. (Muscad omestica) Female flies chest M-microliters of test compound dissolved in acetone. Two 15 15 flies per dose Repeatedly, and each test compound was used in 6 doses. After treatment, it was held at a temperature of 20. +/- le 0 and the lethality was evaluated at 24 and 4 & hours after treatment. The value of LDs was calculated as the test Micrograms / flies of compounds (see Sawiclti et al. Bulletin of the World He ea 11 h 0 rganisati ο η, 3 5, 8 9 3 (1 9 6 6) and Sawicki et al., Entomologia and Exp. Appli 10, 253 , (1987) ° Mustard (PC) (P haed o ncoch 1 eariae F ab) A microliter of applicator solution of a test compound of propionamidine was administered abdominally to a mustard adult. The treated insect Maintained for 48 hours, of which -32- This paper size applies to Chinese national standards CNS) A4 specification (2 丨 OX 297 mm) ---------- (Please read the precautions on the back before filling this page) '? Τ 6 4 i 7 8 9 1 Announcement A7 B7 87.12 Μ 改 丨 丨 ... J ^ V- * j-V. Description of the invention) The structural formula of embodiment 18 is as follows: 0 The structural formula of Example 19 is as follows: The structural formula of Example 2 5 is as follows: 0 (please read the precautions on the back and then the page '.. 4 pages)-installation • 1T line This paper size applies to China National Standard (CNS) A4 (2 丨 〇 X 297 mm) Abstract of the Invention in English (Name of the invention: Printed by the Consumers' Cooperative of the Central Standards Bureau of the Ministry of Economic Affairs R 'as PEsncmES This invention relates to certain naphthoquinone derivatives of the general formula ⑴ (CR (or a salt thereof, in which m, a? R, are as defined in the description; processes for their preparation; composirions containing such compounds and their use as a pesticide, such as a fungicide and, especially, an insecticide or an acaricide. This paper size applies to China National Sample Standard (CNS) A4 specifications {210X297 mm) 6 7 8 9 1 r—— Bulletin clothing ρ repair s86 ! ~ 4., Ji / · Μ A5 B5 Four Chinese Abstracts of the Invention Γ 发 1 advised the name: or its salt, where m, n, Ri, R2, K3, R4, RS, Rs, R7, R8 as described in the description Its preparation method; a composition containing such a compound and its use as an insecticide such as a fungicide and especially a pesticide or an insecticide. (Please read the precautions on the back before filling in each page櫊) '1 pack' English Abstract of Invention (Name of the invention: Printed by the China Consumers' Standards Cooperative Bureau of the Ministry of Economy / Order of the Ministry of Economic Affairs printed on the -3- sheet of paper. Applicable to China National Building Standard (CNS) A4 (210X29) ? Mm) 6 4 {CR ^ P? Rs R3 R7 compounds of the following formulae or their salts (U where m is 0 or 1; R1 and R2 respectively represent Ci_e alkoxy groups or collectively = 0 groups (please read the precautions on the back first) (Fill in this page again)-^ n 1 ^ 1 nnn cn i1-I n an f4 into -5 3 R group 1 LC ο or-group or phenyl group is hydroxy 1 Shows i Table R is the base in RI RI ο NC Zhongqi Line's Consumer Cooperatives of the Intellectual Property Bureau of the Ministry of Economic Affairs printed R4 and R5. If present, they represent fluorene or halogen atom or fluorenyl group or together with adjacent carbon atoms as C3_s cycloalkyl group, which can optionally be made of— Or more than 涸 selected from a halogen atom, Ci_4 alkyl, and Ci_4 haloalkyl group; R6 represents optionally substituted fluorene containing at least one silicon atom, or m is 1 and a CR4 R5 group contains at least For a silicon atom, R6 can additionally represent a hydrogen atom or an optionally substituted alkyl, alkenyl, and paper size applicable to the Chinese National Standard (CNS) A4 (210 X 297 mm) • 1 I n »1 nnnn I nni D n.