Monsanto Company

Kurt Moedritzer

Michael D Rogers

Deborah A Mischke

Bruce C Hamper

Gerard A Dutra

Scott S Woodard

Eugene L Ringwald

Len F Lee

Michael S South

Oscar A Pickett, Jr

Richard D Chapman

James S Ridgway

Scott Santford Woodard

Michael David Rogers

Bruce Cameron Hamper

Deborah Aileen Mischke

Gerard Anthony Dutra

Disclosed are certain 3-pyrazolyloxypyridazines, compositions thereof which are herbicidal and methods of using such composition for controlling undesired plants. Also disclosed are mixtures of such pyridazines and acetanilide herbicides, to which mixture a safener may be added, if desired. Intermediate compounds useful in preparing the pyrazolyloxypyridazines are also disclosed.

3-pyrazolyloxypyridazines, herbicidal compositions and uses thereof

Herbicidal compositions of glyphosate, its salts, diquat, or paraquat in combination with a compound of the following formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, and n are as defined. Preferred are combinations of glyphosate, its salts, diquat, or paraquat with 2-chloro-5-(4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl)-4-fluoro benzoic acid, 1-methylethyl ester.

Herbicidal compositions comprising aryl-5-haloalkylpyrazoles and

The disclosure herein relates to a process for the preparation of compounds according to Formula N ##STR1## which comprises using a compound of Formula M ##STR2## as starting material for alkylation to said compounds of Formula N in an inert solvent at temperatures within the range of 0.degree.-200.degree. C. wherein

Process for the preparation of substituted

The invention herein relates to certain substituted-arylpyrazole compounds, herbicidal compositions containing same, herbicidal methods of use and processes for preparing said compounds.

Herbicidal substituted aryl-haloalkylpyrazoles

The invention herein relates to titled compounds having the structure ##STR1## wherein the R.sub.1 -(R.sub.4).sub.n members are as defined in the claims. Characteristic features of these compounds are the haloalkyl R.sub.2 radical and cyclization of two R.sub.4 members at the meta and para positions of the phenyl ring to form a substituted benzoxazinone ring fused to the phenyl or benzthiazinone ring. Such compounds are useful as active ingredients in herbicidal compositions to control undesirable weeds in various crops.

Herbicidal benzoxazinone- and benzothiazinone-substituted pyrazoles

The present invention relates to certain novel substituted 3-phenoxypyrazoles and their use as herbicides.

Substituted pyrazoles and their use as herbicides

Herbicidal substituted pyrazoles

The present invention relates to certain novel substituted 3-(4-nitrophenoxy)pyrazoles and their use as herbicides.

Substituted 4-(4-nitrophenoxy) pyrazoles and their use as herbicides

The present invention relates to a class of 5-haloalkyl-3-hydroxy-1-(C.sub.1-2 alkyl)pyrazoles useful as precursors for an active class of phenoxypyrazole herbicides.

Substituted 3-hydroxy pyrazoles

The present invention relates to a process for the improvement of the flame retardant properties of a polymer composition which comprises incorporating therein an effective flame retardant amount of a halogenated phospholane oxide. The resultant products are useful as rigid or flexible foams and shaped articles having greatly improved flame retardant and smoke suppressant properties. The use of the halogenated phospholane oxide also imparts stability to the products, thus overcoming difficulties encountered with volatile phosphorus compounds which had been used heretofore with polymeric compositions such as polyurethanes.

Phospholane oxide containing polymers

Polyamide fibers containing one or more of a certain class of poly(copper phosphinates) have improved resistance to color fading when dyed with disperse dyes and exposed to ozone than do corresponding fibers from which the phosphinate has been omitted.

Polyamide fibers having improved ozone fading resistance

The present invention relates to phosphorus-containing compositions which are polymeric esters having flame retardant properties and also a process for the production thereof, as well as the combinations of such phosphorus compositions with otherwise combustible base materials exemplified by various organic polymers, for example polyamides or polyesters. The phosphorus compositions of the present invention are polymeric esters having as moieties thereof, (A) an aliphatic alcoholic moiety of an alcoholic reactant of 5 to 20 carbon atoms, and from 2 to 10 or preferably 2 to 6 hydroxyl functional groups, with the proviso that there is no hydrogen atom on the carbon atoms which are beta to the hydroxyl oxygen, (B) a moiety of a phosphorus-containing acid halide reactant of 0 to 20 carbon atoms, and having from 1 to 4 halogen functional groups, and (C) a different alcoholic moiety as defined in (A) or a different phosphorus-containing moiety as defined in (B), the said ester having a degree of molecular aggregation of 2 to 100, and with each of (A), (B) and (C) being present at from 1 mole to 99 mole %, with the proviso that the number of alcoholic functional groups on the alcoholic reactants is equal to the number of the said functional groups on the phosphorus-containing reactants.

Phosphorus-containing flame retardant compositions

Substituted phosphonium salts such as tetrakis(hydroxymethyl)phosphonium chloride are prepared by reacting a metal phosphide selected from the group consisting of lithium phosphide, sodium phosphide, potassium phosphide, beryllium phosphide, magnesium phosphide, calcium phosphide, strontium phosphide, barium phosphide, boron phosphide, aluminum phosphide, gallium phosphide, and zinc phosphide, with an aldehyde having from 1 to 12 carbon atoms, the proportion of the aldehyde being at least 4 moles per gram atom of the phosphorus in the said phosphide. The reaction is conducted with at least one and a half moles of water per gram atom of phosphorus in the said phosphide and at least one mole of mineral acid being present per gram atom of phosphorus in the said phosphide, with or without a catalyst, and in the presence of an inert gas atmosphere. The products are fire retardants.

Method for the manufacture of organo substituted phosphonium salts

Polyesters containing bromine and phosphorus are provided by the copolymerization of a ternary system based upon an alcoholic component and an acidic component. The third component is a bromo bisphenol alkyl or aryl phosphine oxide ##STR1## The hydroxyl groups are present in either the para or meta positions, m plus n is from 1 to 8, preferably 1 to 4 and R is an alkyl radical of 1-10 carbon atoms, or an aryl radical of 6-10 carbon atoms. The polyesters which are obtained have flame retardant properties.

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Webster Groves, MO, United States of America

Kurt Moedritzer