US005288692A  United  States  Patent  c191  Young  [11]  Patent  Number:  5,288,692  [45]  Date  of  Patent:  Feb.  22,  1994  [54]  SYSTEMIC  HERBICIDES  AND  METHODS  OF USE  [75]  Inventor:  Donald  C.  Young,  Fullerton,  Calif.  [73]  Assignee:  Union  Oil  Company  of  California,  Los  Angeles,  Calif.  [21)  Appl.  No.:  707,322  [22]  Filed:  Dec.  27, 1990  [63]  Continuation  of Ser.  No.  116,472,  Nov.  3,  1987,  Pat.  No.  4,994,101,  which  is a  continuation-in-part  of Ser.  No.  442,296,  Nov.  17,  1982,  abandoned,  and  a  con› tinuation-in-part  of Ser.  No.  453,496,  Dec.  27,  1982,  Pat.  No.  4,910,179.  [51]  Int.  Cl. 5  $_{............................................. }$AOlN  57/12  [52]  U.S.  Cl . ....................................  504/127;  504/130;  504/133;  504/137;  504/143;  504/148;  504/149;  504/140  [58]  Field  of Search  ...................  71/79,  83,  86,  98,  99,  71/118,  119;  504/127,  130,  133,  137,  143,  148,  149  Related  U.S.  Application  Data  [56]  References  Cited  U.S.  PATENT  DOCUMENTS  OTHER  PUBLICATIONS  4,116,664  9/1978  Jones  .....................................  71/549  4,214,888  7/1980  Young  .....................................  71/28  4,310,343  1/1982  Verdagaal  et al.  .....................  71/29  4,315,763  2/1982  Stoller  et al.  ...........................  71/29  4,397,675  11/1981  Young  .....................................  71/28  4,402,852  12/1981  Young  ...................................  71/182  4,404,116  12/1981  Young  .................................  252/182  4,445,925  11/1981  Young  .....................................  71/28  4,447,253  11/1981  Young  .....................................  71/28  4,512,813  4/1985  Young  ...................................  134/27  4,626,417  12/1986  Young  .................................  423/235  4,818,269  4/1989  Young  .....................................  71/83  4,834,788  5/1989  Young  .....................................  71/83  4,879,413  11/1989  Buser  et al.  ...........................  564/63  4,910,179  3/1990  Young  .................................  502/167  New  Weed  Management  Practices  In  Orchards,  Neil  H.  Phillips,  Proceedings,  36  Annual  California  Weed  Con› ference,  Jan.  16-19,  1984.  Federal  Register  Notice  of  Mar.  13,  1985,  pp.  10006-10007,  "Monourea-Sulfuric  Acid  Adduct".  CA  102:41512m,  Comparative  Phytotoxicity  of Gly› phosate,  SC-0224,  SC-0545,  and  HOE-00661,  Carlson  and  Burnside,  Weed  Science,  1984,  32,  841-844.  CA  89:158688c,  "Complexing  Agents  as  Herbicide  Ad› ditives,"  Turner  and  Loader,  Weed  Research,  1978,  18,  199-207.  Primary  Examiner-Glennon  H.  Hollrah  Assistant  Examiner-Brian  M.  Burn  Attorney,  Agent,  or  Firm-Michael  H.  Laird;  Yale  S.  Finkle;  Gregory  F.  Wirzbicki  Herbicidal  compositions  having  systemic  herbicidal  activity  comprise  solutions  containing  one  or  more  systemic  herbicides  and  an  amount  of an  amide  and  sulfuric  acid  of the  following  formula  sufficient  to ac› centuate  the  activity  of the  systemic  herbicide:  wherein  X is  chalcogen,  and  each  of R1,  R2 and  R3 is  independently  selected  from  hydrogen  and  organic  radicals.  As used  herein,  "amide"  encompasses  all  com› pounds  of  formula  (1)  regardless  of the  chalcogen  em› ployed.  The  molar  ratio  of  amide  to  sulfuric  acid  is  usually  within  the  range  of  about  i  to less  than  2 so  that  at  least  some  of the  sulfuric  acid  is  present  as the  monoa› mide-sulfuric  acid  adduct.  The  monoamide  adduct  also  acts  as a  contact  herbicide  and  thereby  assists  in the  immediate  control  of  treated  vegetation.  Solid  composi› tions  comprising  combinations  of  systemic  herbicides,  sulfuric  acid  and  the  useful  amides,  with  and  without  surfactants,  and  methods  of  using  the  solutions  are  also  disclosed.  29  ClaiJns,  No  Drawings  [57]  ABSTRACT  (List  continued  on next  page.)  (I) 