Dynasylan® Silanes

for the

Adhesives & Sealants Industry

Name

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Silane Effects

� Adhesion Promotion

� Crosslinking

� Drying

� PU-Endcapping

(Polymer Modification)

� Reinforcement

� Rheology Modification

* Main effects

Silane Improvements

�Wet and dry adhesion

� Mechanical properties

� Storage stability

� Resistance to heat,

moisture, atmospheric

factors and solvents

� Storage, handling and

easy processing

� Windenergy

� Aerospace

� Railways

� Marine

� Building & Construction

� Automotive

Applications

Competence in

Composites

Why Using Dynasylan® Silanes

in Adhesives & Sealants ?

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Dynasylan® is the Leader in

“Silanes4Adhesives” !

� Small amounts – huge effects

� dosage of only 0.1 - 2.5 wt.-% silanes is sufficient

� Dynasylan® Silanes can link, bind & protect

� crosslinking of polymers� improve bonding between inorg. fillers & organic polymers� protect sensitive products against water

� Properties can be adjusted to the customers needs

� low or high reactivity � monomeric or oligomeric� solvent or water based silanes� compatible with different polymer types / recipes…

• Aminosilanes (prim./sec.)

• Epoxysilanes

• Hydrosils

• Mercaptosilanes

• Methacrylic Silanes

• “MultifunctionalSilane SystemsTM”

• Oligomers

• Silazanes

• Silicic Acid Ester

• Siloxanes

• Vinylsilanes

* Highly relevant for Automotive Applications

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Organofunctional Silanes –

General Structure

R = CH3; C2H5; (CH2)2OCH3

OR = „Silicon-functional“

group

(���� can react with fillers,

metals, glass, … surfaces)

Y = „Organofunctional“ group

(���� can react with polymers,

resins, rubber, …)

n = 0,3 R

Y (CH2)n Si OR

O

OR

hydrolyzable

non hydrolyzable

Silanes combine „the organic and inorganic world“ for

adhesives, sealants and silicones !

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Silanes Act as a Molecular Bridge

Between Polymers and Surfaces

Polymer + Silane + Surface

Si

O

O

O

OSi

Y

Y

Adhesion

SiY OR

OR

OR

HO

HO+ +

Y = “Organofunctional“ group

OR = “Silicon-functional“ group

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FAQ: What is the Right Silane Adhesion Promoter ?

An Updated Version !

1146, AMMO, DAMO-T, GLYMOSilane-terminated polyether (MS®-Polymer)

1124, 1146, 1189, AMMO, DAMO-T, GLYMOSilane-terminated polyurethane (SPUR)

GLYMO, MTMOStyrene copolymers

AMEO, AMEO-T, MTMO, VTMORubber (Neoprene)

BDACRTV-1 Silicone (acetoxy)

GLYMO, MTMO, VTMOEOPolysulfide

1146, DAMO-T, GLYMOPolyisobutylene (Butyl rubber)

1124, DAMO-T, GLYMO, TRIAMOEthylene-Vinylacetat-Copolymer

AMEO, AMEO-T, DAMO-T, GLYEO, GLYMO, MEMO, VTEO, VTMOAcrylic

1124, 1146, 1189, AMEO, DAMO-T, GLYEO, GLYMOEpoxy

1146, AMEO, AMEO-T, GLYMO, TRIAMORTV-1 Silicone (alkoxy)

1146, 1505, AMEO, AMEO-T, DAMO-TRTV-1 Silicone (oxime)

GLYEO, GLYMO, HYDROSILs (1151, 2926)Water-borne Adhesives & Sealants

1124, 1146, 1189, AMMO, DAMO-T, GLYMO, MTMO, SIVO 210Polyurethane

Polymer base Recommended Dynasylan®…

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Dynasylan® Silanes

in Hybrid Systems

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… Applications:

ConstructionConstruction

ParquetParquet AdhesivesAdhesives

TransportationTransportation

DIYDIY

StructuralStructural glazingglazing

… Benefits:

Better adhesion

High durability

Extended shelf life

Controlled crosslinking

Higher flexibility

… Dynasylan®:

1146, 1189

AMMO, DAMO(-T)

VTMO, 6490

GLYMO

* Silane-Terminated Polymers (STP, SMP): SPUR (Polyurethanes), MS-Polymers (Polyethers)

Dynasylan® Silanes in Hybrid Systems*...

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Dynasylan® 1146 minimizes water absorption in SPUR !

0,4

0,6

0,8

1

1,2

1,4

1,6

1,8

2

3 7 14 21 28

Storage in water [days]

Water uptake [%]

DS DAMO-T

DS 1146

Dynasylan® 1146 in SPUR Sealants –

Water Uptake

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Dynasylan® Silanes

as Polymer Modifiers

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…… ApplicationsApplications::

TransportationTransportation

ConstructionConstruction

ReactiveReactive PrimerPrimer

VariousVarious specialitiesspecialities

… Benefits:

Tailor-made binders

Better adhesion

Higher cohesion

Higher flexibility

… Dynasylan®:

VTMO, VTEO

MEMO

1189, 1124

1122

Dynasylan® Silanes as Polymer Modifier

Si(OR)3

Si(OR)3

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Dynasylan® 1189 will Speed Up the

Production of NCO-Polymers (Hybrids) …

Dynasylan® 1189 speeds up the production of silane endcapped hybrid adhesives

(Polyurethanes …) and it blocks toxic NCO-functions:

• Fast reaction with free NCO-groups, and without undesired side reactions

• Colorless and low-viscosity urethane prepolymers achievable

• High conversion of PU-end-capping

• Gains additional benefit as a “high-elastic” adhesion promoter

Si

OH

OOHSi

OH

OH

3-dimensional network

Si

OMe

OMeMeO

Si

OH

OHOH

SiOH

OH

OH

moisture

– MeOH – H2O

tin catalyst

... and Dynasylan® 1124 or 1122 work as endcapper as well !

NH Si(OCH3)3R

NCOOCN

NH

C

O

N(CH3O)3Si NH

C

O

R

N Si(OCH3)3

R

Toxic !

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Dynasylan® 1122: A Special

Secondary Aliphatic Aminosilane

Dynasylan® 1122

EINECS: listed

TSCA: listed

Si(OEt)3N

H

(EtO)3Si

Benefits:

☺ High N-nucleophily

☺ Rapid reaction with NCO-groups

☺ High degree of crosslinking possible

☺ Releases “friendly” Ethanol

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Dynasylan® Silanes

in Polyurethanes

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…… ApplicationsApplications::

WindshieldWindshield adhesivesadhesives

VariousVarious laminationslaminations

SealingSealing deck deck boardsboards

Bonding/sealingBonding/sealing floorfloor jointsjoints

RepairingRepairing crackedcracked concreteconcrete

… Benefits:

Better adhesion

Higher cohesion

Higher flexibility

Anti-weathering

… Dynasylan®:

GLYMO

1146, 1124

AMMO, DAMO(-T)

VTMO

Dynasylan® Silanes in Polyurethanes ...

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Dynasylan® Silanes

in Epoxy Systems

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… Applications:

TransportationTransportation

WindenergyWindenergy

ConstructionConstruction

Chemical FixingChemical Fixing

Electronic IndustryElectronic Industry

… Benefits:

Better adhesion

High durability

Chemical resistance

Long term stability

Higher flexibility

… Dynasylan®:

GLYMO

1146, 1124, 1122

AMMO, AMEO

Dynasylan® Silanes in Epoxy Systems ...

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Dynasylan® Silanes

in Polysulfides

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… Applications:

Insulating glass units

Fuel/chemical storage tanks

Airport runways

… Benefits:

Better adhesion

High durability

Long term stability

Chemical resistance

… Dynasylan®:

GLYMO

VTMOEO

MTMO

Dynasylan® Silanes in Polysulfides ...

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Dynasylan® Silanes

in RTV-Silicones

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…… ApplicationsApplications::

StructuralStructural glazingglazing

ConstructionConstruction

Solar Solar panelspanels

VariousVarious specialitiesspecialities

… Benefits:

Better adhesion to

glass, metals,

concrete etc.

Reduced yellowing

… Dynasylan®:

1146

GLYMO

AMMO, AMEO

DAMO-T, TRIAMO

Dynasylan® Silanes in Silicones

as Adhesion Promoter

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…… ApplicationsApplications::

StructuralStructural glazingglazing

ConstructionConstruction

Solar Solar panelspanels

VariousVarious specialitiesspecialities

… Benefits:

Higher cohesion

Controlled curing

Higher flexibility

… Dynasylan®:

A, 40, P

PTMO

VTMO

Dynasylan® Silanes in Silicones

as Crosslinker

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Dynasylan® Silanes

in Acrylic Systems

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…… ApplicationsApplications::

TransportationTransportation

ConstructionConstruction

ReactiveReactive PrimerPrimer

… Benefits:

Better adhesion

Higher cohesion

Tailer-made binders

Higher flexibility

… Dynasylan®:

MEMO

VTMO, VTEO

6490

1189, 1124

HYDROSIL 2627

Dynasylan® Silanes in Acrylic Systems

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Dynasylan® Silanes

in Waterbased Products

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…… ApplicationsApplications::

PrimerPrimer

LaminationLamination

ConstructionConstruction

Transportation

… Benefits:

Better adhesion

Higher cohesion

Higher durability

Higher flexibility

… Dynasylan®:

HYDROSIL 2926, 1151

GLYMO, GLYEO

HYDROSIL 2909, 2627

AMMO, 1411, 1505

Dynasylan® Silanes in Waterbased

Products

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FAQ: What is the Right Silane Adhesion Promoter ?

An Updated Version !

1146, AMMO, DAMO-T, GLYMOSilane-terminated polyether (MS®-Polymer)

1124, 1146, 1189, AMMO, DAMO-T, GLYMOSilane-terminated polyurethane (SPUR)

GLYMO, MTMOStyrene copolymers

AMEO, AMEO-T, MTMO, VTMORubber (Neoprene)

BDACRTV-1 Silicone (acetoxy)

GLYMO, MTMO, VTMOEOPolysulfide

1146, DAMO-T, GLYMOPolyisobutylene (Butyl rubber)

1124, DAMO-T, GLYMO, TRIAMOEthylene-Vinylacetat-Copolymer

AMEO, AMEO-T, DAMO-T, GLYEO, GLYMO, MEMO, VTEO, VTMOAcrylic

1124, 1146, 1189, AMEO, DAMO-T, GLYEO, GLYMOEpoxy

1146, AMEO, AMEO-T, GLYMO, TRIAMORTV-1 Silicone (alkoxy)

1146, 1505, AMEO, AMEO-T, DAMO-TRTV-1 Silicone (oxime)

GLYEO, GLYMO, HYDROSILs (1151, 2926)Water-borne Adhesives & Sealants

1124, 1146, 1189, AMMO, DAMO-T, GLYMO, MTMO, SIVO 210Polyurethane

Polymer base Recommended Dynasylan®…

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Multifunctional Silane SystemsTM

Dynasylan®SIVO –

Next generation of Dynasylan®

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Dynasylan® SIVO = Two Routes to

Environmental Friendly Silane Systems

Standard (monomeric)

Silanes

Route 1

30 - 50 %

> 97 %

Dynasylan® HYDROSIL

Y Si O Si Y

HO

HO OH

OH

Water-soluble silane systems

Si(OR)3Y

Dynasylan® Silane Oligomers

RO Si O R

OR n

Y

Route 2

Result:

Less Alcohol!

(alcohol reduction)

(alcohol reduction)

>> patent protected and available only from Evonik...

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Dynasylan® 1146 is a SIVO

Multifunctional Silane SystemTM…

Key

Benefits

� chemical multifunctionality within one product

� storage stable, liquid, low viscous

� reduced VOC

� soluble in organic solvents and reactive diluents

� high flash point, no evaporation(enhanced product processability and safety)

� improved film forming properties on fillers

� excellent reactivity and surface modification

� polymer by OECD definition

1. better performance & low VOC content

2. multifunctionality („two in one“!)

3. safer handling & less environmental impact

4. low water uptake during storage

A, B = organofunctional groups

OR = methoxy or ethoxy

Two functions = One product

A B+RO Si

A

OR´

O Si O R´

B

OR´a b

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Dynasylan® HYDROSIL are SIVO

Multifunctional Silane SystemTM…

Key

Benefits

� water soluble silane systems

� environmental friendly silane systems

� chemical multifunctionality within one product possible

� stabilized, low viscous systems

� very high flash point, no evaporation(enhanced product processability and safety)

� improved solution for waterborne systems

� excellent applicable as waterborne primer

� polymer by OECD definition

1. no VOC release

2. safer handling & less environmental impact

Y1, Y2 = organofunctional groups

+Y1 Si O Si Y2

HO

HO OH

OH

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