Carbodiimide Crosslinkers Presentation 2015

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    Polycarbodiimide crosslinkers

    European Coatings Show, April 2015

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    Introduction to crosslinking

    Main types of crosslinkers: aziridines, isocyanates, polycarbodiimides

    Crosslinkers comparison

    Multifunctional polycarbodiimides Stahl Polymers polycarbodiimide range

    Registration status

    ips for application

    Summary

    Content

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    !" systemsIn a #real !" system$ the binder is synthesized during application, by means of

    a reaction bet%een a polyol and an isocyanate crosslinker& In this case, if

    there is no crosslinker there is no binder&

    Stahl Polymers binders are already polymerized and film forming& 'unction of

    the crosslinker is to impro(e specific characteristics )mechanical properties,

    chemical resistance,&&&*&

    Polymer + crosslinker

    Crosslinking

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    ziridines

    Isocyanates

    Polycarbodiimides

    -thers )melamines, epo.ies,&&&*

    Types of crosslinkers

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    ziridines are (ery effecti(e and allo% long pot li(es&&& but they are hazardous chemicals/

    Aziridine

    OHO

    OHO

    N N

    N

    N N

    N

    OO

    OO

    H

    H

    resincarboxylicacid residue

    aziridinecrosslinker

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    Isocyanate

    HO

    H2N

    resinHydroxyl group

    isocyanatecrosslinker

    OCN NCO

    OCN

    amine groupN

    O

    H

    H

    N

    NCONO

    O

    H

    Isocyanates are (ersatile and effecti(e, but pot li(es are short due to their sensiti(ity to moisture&0ess se(ere labelling than aziridines&

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    Polycarbodiimide (CDI)

    Carbodiimide groups 123C324 react %ith carbo.ylic groups 1C--5 at room temperature&Polycarbodiimide crosslinkers are label4free and allo% to achie(e long pot li(es&

    OHO

    OHO

    resincarboxylicacid residue

    carbodiimide

    crosslinker NCN

    R N C N

    NCN R'

    NR

    H

    O

    N

    N

    H

    C

    O

    O

    R'N C N

    NC

    O

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    )6* 2ot all products ha(e all properties

    Crosslinkers comparison

    Polycarbodiimide * Isocyanate Aziridine

    Reactivity -COOH -OH, -NH2, water -COOH

    Pot life Up to weeks Up to 6 h 12 h

    VOC (! " " - 2" "

    #H$ sy%&ols 'o'e

    R-phrases 'o'e R)*+2*+) ta. Cat ),

    R22*)/*1*)*6/

    oistrese'sitivity

    low very hi0h hi0h

    #as release 'o'e CO2 'o'e

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    Stahl holds patents on multifunctional polycarbodiimides&

    hese products contain a !nd reacti(e group that creates an e.tra crosslinking

    net%ork and helps to achie(e e(en better performance&

    Multifunctional CDIs

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    Summary of Stal CDIs

    Product Physical state Type Active

    matter (%)

    g/eq.

    (on act. matter)

    Picassia'-3"1 4li5 lii5 ltif'ctio'al +" +7"

    Picassia' -3"2 4li5 lii5 8ater&or'e " +"

    Picassia' -32+ Viscos lii5 ltif'ctio'al 1"" 3""

    Picassia' -3)2 4li5 lii5 8ater&or'e " 6"

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    !egistration status

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    C7Is react %ith carbo.ylic groups& t p5 8.5 carboxylic groups are in the inert

    carboxylate form, therefore: binder formulation at pH 8.5 LONG POT LIFE

    Reaction takes place at room temperature

    -nce the coating is applied, (olatile amines e(aporate, p5 drops and

    crosslinking reaction starts

    2nd reactive group of multifunctional CDIs is sensitive to water, in this case pot life is

    up to 12 h. These products should be stored under protective atmosphere

    -ptimum 8uantity of C7I must be found out through lab %ork, but it is usually 9

    to ; on binder formulation

    Crosslinking effecti(ity is e(aluated by means of chemical resistance test

    Tips for application

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    "#amples of application

    !inder "#I "hemical $esistance

    ithout "#I

    $esistance

    ith "#I

    Picassia' 9C-126 6 Picassia'-3"1 :tha'ol / ) +

    Relca H;-6" ) Picassia' -32+ :tha'ol / 1-2

    Relca PU-33 2.+ Picassia' -32+

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    Polycarbodiimides are a good alternati(e to isocyanate and aziridine crosslinkers

    hey react %ith the carbo.ylic groups in the binder

    Right combination #binder 1 C7I$ has to be found empirically )lab tests*