You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating -...

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Page 1: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

You are now at www.wernerblank.com

HOME NEWS PUBLICATIONS LECTURES PATENTS DOWNLOADS

Page 2: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 3: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 4: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 5: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 6: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 7: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

AUTOMOTIVE CLEARCOAT AUTOMOTIVE CLEARCOAT -- ACID RESISTANCEACID RESISTANCE-- IMBRITTLEMENTIMBRITTLEMENT-- INTERCOAT ADHESIONINTERCOAT ADHESION

COIL COATING COIL COATING -- OVERBAKEOVERBAKE-- CURE WINDOWCURE WINDOW

LAMINATING LAMINATING -- FLEXIBILITYFLEXIBILITY

NETWORK STABILITYNETWORK STABILITY

Page 8: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

NN

NN

NN

NN

NN NNCHCH22--OO--CHCH33

CHCH22--OO--CHCH33

CHCH22--OO--CHCH33

CHCH33--OO--CHCH22

CHCH33--OO--CHCH22

CHCH33--OO--CHCH22

HMMMHMMM

Page 9: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2
Page 10: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

XX--LINK and SELFLINK and SELF--CONDENSATIONCONDENSATION

>N>N--CHCH22--OO--CHCH33 ROHROH >N>N--CHCH22--OO--RR CHCH3 3 --OHOH

>N>N--CHCH22--OO--RR HOHHOH >N>N--CHCH22--OO--HH

>N>N--CHCH22--OO--HH

>N>N--CHCH22--N<N<

CHOHCHOH>NH>NH

>N>N--CHCH22--OO--RR >NH>NH ROHROH

++

++ ROHROH

++

++

++

++ ++

HH++

HH++

HH++

Page 11: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

XX--LINK and SELFLINK and SELF--CONDENSATIONCONDENSATION

Page 12: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

SELFSELF--CONDENSATIONCONDENSATION

Page 13: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

SELFSELF--CONDENSATIONCONDENSATION

Page 14: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

SELFSELF--CONDENSATIONCONDENSATION

Page 15: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

SELFSELF--CONDENSATIONCONDENSATION

Page 16: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

IMPROVED NETWORKSIMPROVED NETWORKS

REDUCED MELAMINE LEVEL REDUCED MELAMINE LEVEL -- DUAL CUREDUAL CURE

BLOCKED ISOCYANATESBLOCKED ISOCYANATESKETOXIMEKETOXIMEMALONATEMALONATE

SILOXANESILOXANEEPOXYEPOXY

Page 17: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

>N>N--CHCH22--OO--CHCH33

RR11//

>N>N--CHCH22--OO--N=CN=C\\RR22

O RO R11|| /|| /

RR--NHNH--COCO--N=CN=C\\RR22

RR11//

HOHO--N=CN=C\\RR22

RR--NCONCO ++

RR--NCONCO RR11OHOH++ RR--NHCOORNHCOOR11

RR11//

HOHO--N=CN=C\\RR22

++HH++

>N>N--CHCH22--OO--CHCH33 RR11OHOH++ >N>N--CHCH22--OO--RR11 CHCH33OHOH++HH++RR--NCONCO ++ CHCH3 3 OHOH RR--NHCOOCHNHCOOCH33

BLBL--NCO/HMMM/POLYOLNCO/HMMM/POLYOL

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NCONCO NCONCO ++

HMMM

POLYOLPOLYOL

POLYOLPOLYOLHMMM

BLBL--NCO/HMMM/POLYOLNCO/HMMM/POLYOL

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O COORO COOR|| /|| /

RR11--NHNH--CC--CC--HH\\COORCOOR

++ RR2 2 OHOH

O COORO COOR22|| /|| /

RR11--NHNH--CC--CC--HH\\COORCOOR22

ROHROH++

O COORO COOR|| /|| /

RR11--NHNH--CC--CC--HH\\COORCOOR

>N>N--CHCH22--OO--CHCH33

MALONATE BLOCKED NCOMALONATE BLOCKED NCO

O COORO COOR|| /|| /

RR11--NHNH--CC--CC--CHCH22--N<N<\\COORCOOR

++

CHCH33OHOH++>N>N--CHCH22--OO--CHCH33 ++ RR22OHOH

HH++

>N>N--CHCH22--OO--RR22

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HMMMHMMM

ACRYLACRYL

MALONATEMALONATE

MALONATE BLOCKED NCOMALONATE BLOCKED NCO

HH++

HH++

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OCHOCH33||

RR--CHCH22--SiSi--OCHOCH33||

OCHOCH33

OHOH||

RR--CHCH22--SiSi--OHOH||

OH OH

HOHHOH++ ++ CHCH3 3 OHOH

OHOH||

RR--CHCH22--SiSi--OHOH||

OH OH

OH OHOH OH| || |

RR--CHCH22--SiSi--OO--SiSi--CHCH22--RR| || |

OH OHOH OHOROR||

RR--CHCH22--SiSi--OO--CHCH22--N<N<||

OR OR

>N-CH2-O-CH3

OHOH||

RR--CHCH22--SiSi--OHOH||

OH OH

++

SILOXANESILOXANE

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IMPROVED NETWORKSIMPROVED NETWORKS

MORE STABLE NETWORKMORE STABLE NETWORK

NH CROSSLINKSNH CROSSLINKSCARBAMATECARBAMATE pripri, sec, secAMIDEAMIDEUREAUREA

CH CROSSLINKSCH CROSSLINKSPHENOLPHENOLMALONATE BL. MALONATE BL.

MERCAPTOMERCAPTO

Page 23: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

NHNH--CROSSLINKSCROSSLINKS

ALKYLALKYL--NHNH--CHCH22--(NR)(NR)22

TRIAZINETRIAZINE--NHNH--CHCH22--(NR)(NR)22

--COCO--NHNH--CHCH22--(NR)(NR)22

--COCO--NHNH--CHCH22--NHNH--CORCOR

TRIAZINETRIAZINE--NHNH--CHCH22--NHNH--TRIAZINETRIAZINE

TRIAZINETRIAZINE--NHNH--CHCH22--NHCOORNHCOOR

TRIAZINETRIAZINE--NHNH--CHCH22--NHNH--CORCOR

GLYCOLURILGLYCOLURIL--CHCH22--GLYCOLURILGLYCOLURIL

STABILITYSTABILITY pKapKa

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OO||||

RR--OO--CC--NHNH22

OO||||

RR--OO--CC--NHNH--RR11

OO||||

RR--HNHN--CC--NHNH22

OO||||

RR--CC--NHNH22 CHCH33--OO--CHCH22--N<N<

HH++

NHNH--CROSSLINKSCROSSLINKS

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OHOH

COORCOOR

>N>N--CHCH22--OO--CHCH33

CHCH--CROSSLINKSCROSSLINKS

COORCOOR

>N>N--CHCH22- --CHCH22--N<N<

OH

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IMPROVED NETWORKSIMPROVED NETWORKS

HYDROPHOBIC BACKBONE OR HYDROLYTICALLY HYDROPHOBIC BACKBONE OR HYDROLYTICALLY STABLE BACKBONESSTABLE BACKBONES

ESTER FREE BACKBONEESTER FREE BACKBONEPOLYURETHANE WITH HYDROPHOBIC GROUPSPOLYURETHANE WITH HYDROPHOBIC GROUPSACRYLIC BACKBONEACRYLIC BACKBONE

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HYDROPHOBIC & ESTER HYDROPHOBIC & ESTER FREE BACKBONEFREE BACKBONE

POLYURETHANES WITH HYDROPHOBIC GROUPSPOLYURETHANES WITH HYDROPHOBIC GROUPS

ACRYLIC POLYMERSACRYLIC POLYMERS

POLYURETHANE BACKBONES POLYURETHANE BACKBONES

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POLYURETHANES WITH HYDROPHOBIC GROUPSPOLYURETHANES WITH HYDROPHOBIC GROUPS

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50

60

70

80

90

0 6 12 18 24 30 36 EXPOSURE MONTH

XM-3305 COMP. B MODIF.

PU ACID ETCH/HMMMFLORIDA, 0°, GLOSS 20°,WASHED

SL2045

GLO

SS 2

0 °,

%

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IMPROVED NETWORKSIMPROVED NETWORKS

OTHER POTENTIAL APPROACHESOTHER POTENTIAL APPROACHES

REDUCE SOLUBILITY OF MELAMINEREDUCE SOLUBILITY OF MELAMINEREDUCED BASICITY OF MELAMINEREDUCED BASICITY OF MELAMINECOMBINATION WITH OTHER AMINO RESINSCOMBINATION WITH OTHER AMINO RESINSCHANGE IN HYDROLYSIS EQUILIBRIUMCHANGE IN HYDROLYSIS EQUILIBRIUM

Page 31: You are now at  · - intercoat adhesion coil coating - overbake - cure window laminating - flexibility network stability. n n n n n n ch2-o-ch3 ch2-o-ch3 ch2-o-ch3 ch3-o-ch2 ch3-o-ch2

HMMM REDUCED BASICITYHMMM REDUCED BASICITY

NN

NN

NN

NN NN

OO||||CC--OO--CHCH33

CHCH22--OO--CHCH33

CHCH33--OO--CHCH22

RR--NHNH--CC||||O O

OO OONN

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HN NH

ONH HN

O

HN NH

O

HN NH

O

OO

R R

>N>N--CHCH22-- OO--HH ROHROH >N>N--CHCH22--OO--RR HOHHOH++ ++HH++

REDUCED BASICITYREDUCED BASICITY

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CUSTOMERCUSTOMER

CUSTOMERCUSTOMER

AcknowledgmentAcknowledgmentJ. C. Petropolous

J. N. KoralF. Hart

G. G. Parekh

L. Boldizar

P. J. Schirman

S. Cady

N. Albrecht

W. Jacobs

E. Standring

L. J. Calbo

I. UpdegraffR. Saxon