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USA




the value of custom-made chemistry

        Adjuvants for the Agro Market
                   Don Leming
                 September 2008




          Property of Lamberti USA
Introduction:
    Lamberti Group
• The Lamberti Group headquarters are in Gallarate
(Italy) about 40 kms North of Milan and 10 minutes'
drive from Malpensa international Airport.
• The main Production facilities, the Technological
Centre and Logistics Offices are located in Albizzate
(Italy).
• Lamberti S.p.A., founded in 1911, leads the Group
which achieved a sales turnover of approx. Euro 370
million in 2007.
• The Group's 1200 employees are distributed among
Production, R&D, Sales and Services.
Group Technologies

                              Lamberti produces a broad range of specialty
                              chemicals for a large variety of industries and
                              applications.

                              Our Portfolio includes five Technological Areas:



NATURAL POLYMERS                      FINE CHEMICALS                 BIOTECHNOLOGIES
•   Carboxymethylcelluloses           •   Dyes & Pigments            •   Enzyme Derivatives
•   Guar Derivatives                  •   Photoinitiators
                                      •   PVC Stabilizers


SYNTHETIC POLYMERS                    OLEOCHEMICALS
•   Acrylic Polymers                  •   Oleochemical Derivatives
•   Polyurethanes                     •   Surfactants
                                      •   Esters
USA


                International Presence


                                          Poland


                                  Italy
                            Germany
                           France                                     Beijing
PA (USA)
                           Spain
                   TN                                                 Korea
 TX (USA)
                   (USA)
                                                               Shanghai
       Mexico                                                 Hong Kong
                                                     Turkey
                                                                 Indonesia

                           Brazil
                                      South Africa
USA
       New Generation of
       Anionic Surfactants




      Property of Lamberti USA
USA


                        EUCAROL AGE

Lamberti has created a new generation of anionic surfactants called EUCAROL
AGE, characterised by good biological efficacy and environment friendly
performance. The range includes:
    EUCAROL AGE SS ( Disodium Cocopolyglucose Sulfosuccinate)
    EUCAROL AGE EC ( Disodium Cocopolyglucose Citrate )
    EUCAROL AGE ET ( Sodium Cocopolyglucose Tartrate )



                                      DERIVED FROM
                                      NATURAL, RENEWABLE
                                      RAW MATERIALS
    GOOD BIOLOGICAL
    PERFORMANCE BOTH AS
    BUILT-IN AND TANK MIX                                       MILD TO THE SKIN AND
    ADJUVANT                                                    NON-IRRITATING FOR THE
                                                                EYES


            FREE FROM DIOXANE,                         BIODEGRADABLE,
            ETHYLENE OXIDE AND                         NOT HARMFUL FOR
            NITROSAMINE PRECURSORS                     THE ENVIRONMENT
USA


                             EUCAROL AGE

                 OX
                             O
     OH
       OH                             O
                             OH
                                            O
                            OH
                              OH                   O
                                            OH
                                                                               n
                                                   m


       O
X=     C     C H2 C H    C O O Na               Alkylpolyglucoside Sulfosuccinate
                  S O 3 Na
                                                Sodium Salt

       O          OH
X=     C     C H2 C   C H 2 C O O Na             Alkylpolyglucoside Citrate
                  C O O Na                       Sodium Salt

      O     OH
X=    C     C H       C H        C O O Na        Alkylpolyglucoside Tartrate
                      OH                         Sodium Salt
USA

                                  EUCAROL AGE

EUCAROL AGE are free from Ethylene Oxide, 1,4 Dioxane e Nitrosamines, toxic impurities present in
standard surfactants.
Shown below are the simplified chemical structure of EUCAROL AGE SS compared with a traditional
ethoxylated fatty alcohol sulfosuccinate. The polyoxyethylene chain, which is the hydrophylic part in the
traditional molecule and can generate free EO and 1,4 dioxane, is substituted by glucose units.
Moreover, differently from common amphoteric surfactants, EUCAROL AGE does not contain nitrogen
atoms, precursor of nitrosamines.


                                                                         SO3Na

             R-O---------   (--CH2--CH2--O-)      -------CO--CH2--CH--COONa
                                                   n
                       ETHOXYLATED FATTY ALCOHOL SULFOSUCCINATE



                                               CH2-O--------
                                   O
                                                                         SO3Na
              R-O-------                        OH
                                                        O--------H
                                   OH
                                                                     m
                       ALKYLPOLYGLUCOSIDE SULFOSUCCINATE
USA

                   EUCAROL AGE

CHEMICAL-PHYSICAL PROPERTIES

• The low surface tension at the Critical Micelle Concentration
(CMC) highlights the effectiveness of the products as surface-
active agents

• CMC value is low compared with other anionic surfactants;
i.e. lower concentration of monomers – surface-active
molecules not associated in micelles which leads to lower
toxicity
USA

                      EUCAROL AGE

ECOLOGICAL PROFILE

                    INHERENT               READY             AQUATIC TOXICITY
 PRODUCTS        BIODEGRADABILITY   BIODEGRADABILITY        ( Da phnia Ma gna a nd
                    (OECD 302 B)       (OECD 301 D)            Arte mia sa lina )




EUCAROL AGE SS        > 90 %                55%                  10 -100 mg/l




EUCAROL AGE EC        > 90 %                68%                 10 - 100 mg/l

                                    (Ready Biodegradable)




EUCAROL AGE ET        > 90 %                68%                 10 - 100 mg/l

                                    (Ready Biodegradable)
USA


                                       EUCAROL AGE

 PHYSICAL PROPERTIES
   PRODUCTS            a . m. APPEARANCE    GARDNER               pH             CMC      SURFACE TENSION
                          %     a t 20°C     COLOUR     (2% w a te r solution)    %         a t CMC, m N/m

EUCAROL AGE SS          45        liquid      7 MAX            4.5 - 6.5         0.0087           26.5


EUCAROL AGE EC          30        liquid       7 MAX           4.5 - 6.5         0.0084           26.6


EUCAROL AGE ET          30        liquid       7 MAX           4.5 - 6.5         0.0068           26.1




REGULATORY SITUATION

  PRODUCTS                   CAS              EINECS                 TSCA                   INCI (1)

                                                                                          Disodium Coco
EUCAROL AGE SS         151911 - 53 - 4*    No Longer Polymer        Registered            Polyglucose
                                                                                          Sulfosuccinate
                                                                                          Disodium Coco
EUCAROL AGE EC          151911 - 51 - 2*   No Longer Polymer        Registered            Polyglucose
                                                                                             Citrate
                                                                                          Disodium Coco
EUCAROL AGE ET          151911 - 52 - 3*   No Longer Polymer        Registered            Polyglucose
                                                                                             Tartrate

(1) : Adopte d in Europe

* = UVCB (Unknown or Variable composition, Complex reaction products and Biological materials)
USA
                 EUCAROL AGE
                 Agro Applications

 EUCAROL AGE can be used in combination with different
 herbicides




      BUILT IN                           TANK-MIX

GLYPHOSATE 360 g/L SL            MESOTRION 480 g/L SC


                                 ATRAZINE 500 SC


                                 PHENMEDIPHAM 90 g/L+
                                 DESMEDIPHAM 70 g/L +
                                 ETHOFUMESATE 110 g/L EC
USA
                       EUCAROL AGE
              BIOLOGICAL EFFICACY ON SUGAR BEET



Weed control effect using the adjuvant in combination with
Phenmedipham, Desmedipham, Ethofumesate herbicide.
        100
         90
         80
         70                                     EUCAROL AGE
         60
         50                                     TALLOW
         40                                     AMINE
         30                                     NO ADJUVANT
         20
         10
          0
               AMARE        POLLA
USA

                        EUCAROL AGE
                 BIOLOGICAL EFFICACY ON MAIZE



Weed control effect using the adjuvant in combination
with Mesotrione and Atrazine herbicide.
         99
         98
          97
          96                                     EUCAROL AGE
          95
                                                 TALLOW
          94                                     AMINE
          93                                     NO ADJUVANT
          92
          91
          90
               AMARE        CHEAL
USA
                           EUCAROL AGE
                           PATENT POSITION




    EP 258814: Surfactants coming from bi- or tri-carboxylic hydroxy-acids

     EP 510564: Procedure for the preparation of surface-active agents derived from
di- or tri-carboxylic acids

    EP 510565: Surface-active agents derived from sulfosuccinic esters

    WO 0069261: Mixtures of surfactants used as wetting agents and/or emulsifiers
in agrochemical preparations
USA


              ADJUVANTS: Agrochemicals

•   Improving biological performance       •   Lamberti can provide a wide
    of a pesticide is a becoming more          portfolio of adjuvants designed for
    and more important in Crop                 the most selective applications.
    Protection to optimize the amount          For example:
    of pesticide applied, improve               – combinations of surfactants in
    handling and safety by applicators            the form of emulsions and micro
    and consumers.                                emulsions (e.g. patented
•   Adjuvants can enhance the                     MICROBIO)
    performance of the pesticide by             – our patented quot;green productsquot;
    affecting the penetration into leaf           like EUCAROL AGE
    or soil (wetter) , or by improving            (alkylpolyglucoside esters) that
    rain fastness by prolonging the               are made from naturally derived
    activity of the pesticides (spreader          materials
    and sticker), or by reducing drift
    during spray application (anti-
    drift).
USA


                       Lamberti ADJUVANTS

ADJUVANTS

Product name                     Chemical composition             A.C.   Form      Application

IMBIROL OT/Na70       Di-Octylsolfosuccinate                       70%   Liquid   Wetting agent
EMULSON AG/ISD 90     Formulated fatty alcohol ethoxylate          90%   Liquid   Wetting agent
EMULSON AG/GPE3/SS    Tallow fatty amine ethoxylate               100%   Liquid      Adjuvant
EMULSON AG/GPE3/SSM   Formulated tallow fatty ethoxylate           70%   Liquid   For glyphosate
EMULSON AG/ 50        Formulated tallow fatty ethoxylate           50%   Liquid      Adjuvant
EMULSON AG/ 650       Formulated tallow fatty ethoxylate          100%   Liquid      Adjuvant
EMULSON AG/ NHT       Tallow fatty amine ethoxylate               100%   Liquid      Adjuvant
AEG 102/61            Alkyl-ethoxy-glucoside                       65%   Liquid    Tank Mix adj
EUCAROL D             Alkyl-Ether-citrate                          25%   Liquid      Adjuvant
EUCAROL D/M           Alkyl-ether-citrate                         100%   Liquid      Adjuvant
EUCAROL AGE-EC        Alkyl-poly-glucoside ester citrate           30%   Liquid      Adjuvant
EUCAROL AGE-SS        Alkyl-poly-glucoside ester sulfosuccinate    45%   Liquid      Adjuvant
EUCAROL AGE-81C       Alkyl-poly-glucoside ester citrate           35%   Liquid      Adjuvant
ROLFEN BIO            Alkyl-ether-phosphate                       100%   Liquid      Adjuvant
MICROBIO              Complex mixture                             100%   liquid      Adjuvant




                                                                                              17
USA
USA




      THANK YOU

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Lamberti Adjuvants for the Agro Market

  • 1. USA the value of custom-made chemistry Adjuvants for the Agro Market Don Leming September 2008 Property of Lamberti USA
  • 2. Introduction: Lamberti Group • The Lamberti Group headquarters are in Gallarate (Italy) about 40 kms North of Milan and 10 minutes' drive from Malpensa international Airport. • The main Production facilities, the Technological Centre and Logistics Offices are located in Albizzate (Italy). • Lamberti S.p.A., founded in 1911, leads the Group which achieved a sales turnover of approx. Euro 370 million in 2007. • The Group's 1200 employees are distributed among Production, R&D, Sales and Services.
  • 3. Group Technologies Lamberti produces a broad range of specialty chemicals for a large variety of industries and applications. Our Portfolio includes five Technological Areas: NATURAL POLYMERS FINE CHEMICALS BIOTECHNOLOGIES • Carboxymethylcelluloses • Dyes & Pigments • Enzyme Derivatives • Guar Derivatives • Photoinitiators • PVC Stabilizers SYNTHETIC POLYMERS OLEOCHEMICALS • Acrylic Polymers • Oleochemical Derivatives • Polyurethanes • Surfactants • Esters
  • 4. USA International Presence Poland Italy Germany France Beijing PA (USA) Spain TN Korea TX (USA) (USA) Shanghai Mexico Hong Kong Turkey Indonesia Brazil South Africa
  • 5. USA New Generation of Anionic Surfactants Property of Lamberti USA
  • 6. USA EUCAROL AGE Lamberti has created a new generation of anionic surfactants called EUCAROL AGE, characterised by good biological efficacy and environment friendly performance. The range includes: EUCAROL AGE SS ( Disodium Cocopolyglucose Sulfosuccinate) EUCAROL AGE EC ( Disodium Cocopolyglucose Citrate ) EUCAROL AGE ET ( Sodium Cocopolyglucose Tartrate ) DERIVED FROM NATURAL, RENEWABLE RAW MATERIALS GOOD BIOLOGICAL PERFORMANCE BOTH AS BUILT-IN AND TANK MIX MILD TO THE SKIN AND ADJUVANT NON-IRRITATING FOR THE EYES FREE FROM DIOXANE, BIODEGRADABLE, ETHYLENE OXIDE AND NOT HARMFUL FOR NITROSAMINE PRECURSORS THE ENVIRONMENT
  • 7. USA EUCAROL AGE OX O OH OH O OH O OH OH O OH n m O X= C C H2 C H C O O Na Alkylpolyglucoside Sulfosuccinate S O 3 Na Sodium Salt O OH X= C C H2 C C H 2 C O O Na Alkylpolyglucoside Citrate C O O Na Sodium Salt O OH X= C C H C H C O O Na Alkylpolyglucoside Tartrate OH Sodium Salt
  • 8. USA EUCAROL AGE EUCAROL AGE are free from Ethylene Oxide, 1,4 Dioxane e Nitrosamines, toxic impurities present in standard surfactants. Shown below are the simplified chemical structure of EUCAROL AGE SS compared with a traditional ethoxylated fatty alcohol sulfosuccinate. The polyoxyethylene chain, which is the hydrophylic part in the traditional molecule and can generate free EO and 1,4 dioxane, is substituted by glucose units. Moreover, differently from common amphoteric surfactants, EUCAROL AGE does not contain nitrogen atoms, precursor of nitrosamines. SO3Na R-O--------- (--CH2--CH2--O-) -------CO--CH2--CH--COONa n ETHOXYLATED FATTY ALCOHOL SULFOSUCCINATE CH2-O-------- O SO3Na R-O------- OH O--------H OH m ALKYLPOLYGLUCOSIDE SULFOSUCCINATE
  • 9. USA EUCAROL AGE CHEMICAL-PHYSICAL PROPERTIES • The low surface tension at the Critical Micelle Concentration (CMC) highlights the effectiveness of the products as surface- active agents • CMC value is low compared with other anionic surfactants; i.e. lower concentration of monomers – surface-active molecules not associated in micelles which leads to lower toxicity
  • 10. USA EUCAROL AGE ECOLOGICAL PROFILE INHERENT READY AQUATIC TOXICITY PRODUCTS BIODEGRADABILITY BIODEGRADABILITY ( Da phnia Ma gna a nd (OECD 302 B) (OECD 301 D) Arte mia sa lina ) EUCAROL AGE SS > 90 % 55% 10 -100 mg/l EUCAROL AGE EC > 90 % 68% 10 - 100 mg/l (Ready Biodegradable) EUCAROL AGE ET > 90 % 68% 10 - 100 mg/l (Ready Biodegradable)
  • 11. USA EUCAROL AGE PHYSICAL PROPERTIES PRODUCTS a . m. APPEARANCE GARDNER pH CMC SURFACE TENSION % a t 20°C COLOUR (2% w a te r solution) % a t CMC, m N/m EUCAROL AGE SS 45 liquid 7 MAX 4.5 - 6.5 0.0087 26.5 EUCAROL AGE EC 30 liquid 7 MAX 4.5 - 6.5 0.0084 26.6 EUCAROL AGE ET 30 liquid 7 MAX 4.5 - 6.5 0.0068 26.1 REGULATORY SITUATION PRODUCTS CAS EINECS TSCA INCI (1) Disodium Coco EUCAROL AGE SS 151911 - 53 - 4* No Longer Polymer Registered Polyglucose Sulfosuccinate Disodium Coco EUCAROL AGE EC 151911 - 51 - 2* No Longer Polymer Registered Polyglucose Citrate Disodium Coco EUCAROL AGE ET 151911 - 52 - 3* No Longer Polymer Registered Polyglucose Tartrate (1) : Adopte d in Europe * = UVCB (Unknown or Variable composition, Complex reaction products and Biological materials)
  • 12. USA EUCAROL AGE Agro Applications EUCAROL AGE can be used in combination with different herbicides BUILT IN TANK-MIX GLYPHOSATE 360 g/L SL MESOTRION 480 g/L SC ATRAZINE 500 SC PHENMEDIPHAM 90 g/L+ DESMEDIPHAM 70 g/L + ETHOFUMESATE 110 g/L EC
  • 13. USA EUCAROL AGE BIOLOGICAL EFFICACY ON SUGAR BEET Weed control effect using the adjuvant in combination with Phenmedipham, Desmedipham, Ethofumesate herbicide. 100 90 80 70 EUCAROL AGE 60 50 TALLOW 40 AMINE 30 NO ADJUVANT 20 10 0 AMARE POLLA
  • 14. USA EUCAROL AGE BIOLOGICAL EFFICACY ON MAIZE Weed control effect using the adjuvant in combination with Mesotrione and Atrazine herbicide. 99 98 97 96 EUCAROL AGE 95 TALLOW 94 AMINE 93 NO ADJUVANT 92 91 90 AMARE CHEAL
  • 15. USA EUCAROL AGE PATENT POSITION EP 258814: Surfactants coming from bi- or tri-carboxylic hydroxy-acids EP 510564: Procedure for the preparation of surface-active agents derived from di- or tri-carboxylic acids EP 510565: Surface-active agents derived from sulfosuccinic esters WO 0069261: Mixtures of surfactants used as wetting agents and/or emulsifiers in agrochemical preparations
  • 16. USA ADJUVANTS: Agrochemicals • Improving biological performance • Lamberti can provide a wide of a pesticide is a becoming more portfolio of adjuvants designed for and more important in Crop the most selective applications. Protection to optimize the amount For example: of pesticide applied, improve – combinations of surfactants in handling and safety by applicators the form of emulsions and micro and consumers. emulsions (e.g. patented • Adjuvants can enhance the MICROBIO) performance of the pesticide by – our patented quot;green productsquot; affecting the penetration into leaf like EUCAROL AGE or soil (wetter) , or by improving (alkylpolyglucoside esters) that rain fastness by prolonging the are made from naturally derived activity of the pesticides (spreader materials and sticker), or by reducing drift during spray application (anti- drift).
  • 17. USA Lamberti ADJUVANTS ADJUVANTS Product name Chemical composition A.C. Form Application IMBIROL OT/Na70 Di-Octylsolfosuccinate 70% Liquid Wetting agent EMULSON AG/ISD 90 Formulated fatty alcohol ethoxylate 90% Liquid Wetting agent EMULSON AG/GPE3/SS Tallow fatty amine ethoxylate 100% Liquid Adjuvant EMULSON AG/GPE3/SSM Formulated tallow fatty ethoxylate 70% Liquid For glyphosate EMULSON AG/ 50 Formulated tallow fatty ethoxylate 50% Liquid Adjuvant EMULSON AG/ 650 Formulated tallow fatty ethoxylate 100% Liquid Adjuvant EMULSON AG/ NHT Tallow fatty amine ethoxylate 100% Liquid Adjuvant AEG 102/61 Alkyl-ethoxy-glucoside 65% Liquid Tank Mix adj EUCAROL D Alkyl-Ether-citrate 25% Liquid Adjuvant EUCAROL D/M Alkyl-ether-citrate 100% Liquid Adjuvant EUCAROL AGE-EC Alkyl-poly-glucoside ester citrate 30% Liquid Adjuvant EUCAROL AGE-SS Alkyl-poly-glucoside ester sulfosuccinate 45% Liquid Adjuvant EUCAROL AGE-81C Alkyl-poly-glucoside ester citrate 35% Liquid Adjuvant ROLFEN BIO Alkyl-ether-phosphate 100% Liquid Adjuvant MICROBIO Complex mixture 100% liquid Adjuvant 17
  • 18. USA
  • 19. USA THANK YOU