Alkoxysilyl-containing adhesive sealants with intrinsically reduced viscosity

Patent metadata

Field	Value
Publication number	US-9550928-B2
Application number	US-201414784678-A
Country	US
Kind code	B2
Filing date	Mar 13, 2014
Priority date	Apr 17, 2013
Publication date	Jan 24, 2017
Grant date	Jan 24, 2017

Abstract

The present invention provides specific alkoxylation products, a process for preparing them, compositions which comprise these alkoxylation products, and the use thereof.

First claim

The invention claimed is:

1. An alkoxylation product with an intrinsically reduced viscosity, said alkoxylation product comprising a polymer of formula (I)
M i D j T k Q l UR u AP v   formula (I)

where the fragments M, D, T and Q are linked not to one another, but instead with one another, via the groups UR and/or AP, and the groups UR and AP are linked, not to one another, but instead with one another, correspondingly, via the fragments M, D, T or Q, where
i=0 to 16,
j=0 to 10,
k=0 to 6,
l=0 to 4,
u=0 to 17,
v=0 to 6,
with the proviso that i+j+k+l>=1,
M independently at each occurrence is an oxygen-radical-carrying hydrocarbon radical having a minimum numerical molar mass of 88 g/mol,
or is a radical of formula (Ia), or of formula (Ib), or of formula (Ic)

where
a=0 to 1000,
b=1 to 1000,
c=0 to 1000,
d=0 to 1000,
w=an integer from 0 to 1000,
x=0 to 1000,
y=an integer from 0 to 500,
e=1 to 10,
f=0 to 2,
g=1 to 3,
with the proviso that g+f=3 and g is at least 1,
h=0 to 10
and with the proviso that the various monomer units of the fragments with the indices a, b, c, d, w, x and y are freely permutable among one another, and each of the groups with the indices w and y cannot follow itself or the other respective group,
and where
R 1 =independently at each occurrence a saturated or unsaturated, linear or branched organic hydrocarbon radical
R 2 =independently at each occurrence an alkyl group having 1 to 8 carbon atoms,
R 3 =independently at each occurrence an alkyl group having 1 to 8 carbon atoms,
R 4 =independently at each occurrence a hydrogen radical, an alkyl group having 1 to 20 carbon atoms, an aryl or alkaryl group, or R 4 and one of the radicals R 5 taken together form a ring which comprises the atoms bonded to R 4 and R 5 ,
R 5 =independently at each occurrence a hydrogen radical or an alkyl group having 1 to 8 carbon atoms,
R 6 , R 7 =independently at each occurrence a hydrogen radical, an alkyl group having 1 to 20 carbon atoms, an aryl, alkaryl group, and/or alkoxy group,
R 11 =independently at each occurrence a saturated or unsaturated alkyl group having 1 to 24 carbon atoms,
an aryl group having 6 to 20 carbon atoms, or an alkaryl group having 7 to 30,

R 12 =independently at each occurrence a saturated or unsaturated, aliphatic or aromatic hydrocarbon radical having 2 to 30 C atoms, and/or an alkaryl group having 7 to 30, with the proviso that there must be at least one branched structural element present,
R 13 , R 14 =independently at each occurrence hydrogen and/or an organic radical, or R 13 and/or R 14 is absent, and, if R 13 and R 14 are absent, there is a C═C double bond instead of the radicals R 13 and R 14 ;
the bridging fragment Z is present or absent:
if the bridging fragment Z is absent, then

R 15 , R 16 =independently at each occurrence hydrogen and/or an organic radical, and, if one of the radicals R 13 or R 14 is absent, the respective germinal radical is an alkylidene radical,
if the bridging fragment Z is present, then
R 15 and R 16 =hydrocarbon radicals which are bridged cycloaliphatically or aromatically via the fragment Z, Z representing a divalent alkylene or alkenylene radical,

where
R 17 =independently at each occurrence a linear or branched, saturated or unsaturated, alkyl group having 1 to 30 carbon atoms, an aryl or alkaryl group,

where
R 18 =a divalent linear or cyclic, saturated or unsaturated alkyl or aryl group,
and, if j, k and I are each=0, then M must=formula (Ia);
and where, for the fragments D, T and Q:
D is a polyether radical PE with t being 2,
T is a polyether radical PE with t being 3 and
Q is a polyether radical PE with t being 4,
where
PE independently at each occurrence is a polyether radical with the formula
-(D A ) t -D X ,

where t=2 to 4, and
D X is a t-valent functional, saturated or unsaturated, linear or branched organic hydrocarbon radical, each of the radicals D A being bonded covalently to the radical D X ,
and where D A is a fragment of the formula (II)

with a to h, w, x and y and R 2 to R 16 independently of one another as defined in formula (Ia),
with the proviso that the sum of all the indices a from formula (Ia) and formula (II) must be greater than or equal to 1,
wherein the sum of all the indices x from formula (Ia) and formula (II) must be greater than or equal to 1,
UR independently at each occurrence are identical or different divalent radicals of the form -U-D C -U-,
or a monovalent radical of the form D D -U-,
or a trivalent radical of the form D E U 3 ,
or a tetravalent radical of the form D F U 4 ,
where U is a —C(O)—NH— group which is bonded via the nitrogen to D C , D E , D F or D D , and D C independently at each occurrence is a divalent substituted or unsubstituted, linear or branched, saturated or unsaturated hydrocarbon radical having 1 to 30 carbon atoms, selected from alkyl, alkenyl, aryl or alkaryl radicals,
and D D independently at each occurrence is a monovalent linear or branched, saturated or unsaturated hydrocarbon radical having 1 to 30 carbon atoms, selected from alkyl, alkenyl, aryl or alkaryl radicals,
and D E independently at each occurrence is a trivalent substituted or unsubstituted linear or branched, saturated or unsaturated hydrocarbon radical having 1 to 30 carbon atoms, selected from alkyl, alkenyl, aryl or alkaryl radicals,
and D F independently at each occurrence is a tetravalent substituted or unsubstituted, linear or branched, saturated or unsaturated hydrocarbon radical having 1 to 30 carbon atoms, selected from alkyl, alkenyl, aryl or alkaryl radicals, and AP independently at each occurrence are identical or different radicals of the general formula (IIIa), (IIIb) or (IIIc)

or, if polyisocyanates with the structural units D E and/or D F are used, additionally structural elements analogous to formula (IIIa) and/or (IIIb), where the three urethane units bonded to D E and/or the four urethane units bonded to D F , independently of one another, have all or in part been further reacted to give allophanate structural units, as shown in the top part of the formulae (IIIa) and (IIIb).

2. The alkoxylation product according to claim 1 , wherein x of formulae (Ia) and (II) is in total greater than or equal to 2, and b is in total greater than or equal to 0, and R 12 is a branched alkyl chain having 4 to 20 carbon atoms.

3. The alkoxylation product according to claim 1 , wherein in formula (I), k and l=0, j=0 to 2, i=2, u=j+1 and v=0, and x of formula (Ia) and (II) is in total greater than or equal to 2 and b is in total 2 to 300.

4. The alkoxylation product according to claim 1 , where in formula (I)
i=2 to 10,
j=0 to 6,
k=0 to 2,
l=0 to 2,
u=(19)+(2*k)+(3*1)+1,
v=0,
where M corresponds to formula (Ia) with
a=0 to 6,
b=12 to 500,
c=0 to 4,
d=0,
w=0,
x=0 to 10,
y=0,
e=1 to

Assignees

• Evonik Degussa Gmbh

Inventors

• Lobert Matthias
• Ferenz Michael
• Lewin Anke
• Schubert Frank

Classifications

• C09K3/1006

  characterised by the chemical nature of one of its constituents · CPC title

• C08G18/5096

  containing silicon · CPC title

• C09J2471/003

  in the primer coating · CPC title

• C09J2475/003

  in the primer coating · CPC title

• C08G18/755

  and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate · CPC title