WO2001098388A1 - Polymeric aldehyde/polyetheramine networks - Google Patents

Polymeric aldehyde/polyetheramine networks Download PDF

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WO2001098388A1
WO2001098388A1 PCT/EP2001/007134 EP0107134W WO0198388A1 WO 2001098388 A1 WO2001098388 A1 WO 2001098388A1 EP 0107134 W EP0107134 W EP 0107134W WO 0198388 A1 WO0198388 A1 WO 0198388A1
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formula
optionally
valent organic
characterized
formaldehyde
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PCT/EP2001/007134
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German (de)
French (fr)
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Serguei Evsioukov
Gunnar Schornick
Jan Nouwen
Arthur Höhn
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Basf Aktiengesellschaft
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D253/00Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/02Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 not condensed with other rings
    • C07D253/041,2,3-Triazines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/06Amines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G16/00Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • C08G16/02Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
    • C08G16/0212Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds
    • C08G16/0218Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen
    • C08G16/0225Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen containing oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G16/00Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • C08G16/02Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
    • C08G16/0212Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds
    • C08G16/0218Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen
    • C08G16/0231Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with acyclic or carbocyclic organic compounds containing atoms other than carbon and hydrogen containing nitrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0622Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0638Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
    • C08G73/0644Poly(1,3,5)triazines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0622Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0638Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
    • C08G73/065Preparatory processes

Abstract

Polymeric networks can be obtained by condensing an aldehyde or a mixture of aldehydes or precursors thereof with a component A containing amines, optionally in the presence of a solvent S. Component A contains at least one polyetheramine (I) which can be obtained by alkoxylation of polyols of general formula Y3(-OH)s, wherein Y3 means an s-valent organic radical and s means an integral value from 4 to 20, with 1 to 100 mol per mol hydroxyl groups or one or more C¿1-8?-alkylene oxides, and subsequent amination with ammonia, so that 50 to 100 % of the hydroxyl groups are aminated and there are at least two primary amino groups per molecule; optionally, at least one amine of formula (II) Y?1(-NH¿2)n and optionally, at least one amine of formula (III) (Z-)(q-r)Y2(-NH2)r, wherein Y1 means n-valent organic radicals, Y2 means q-valent organic radicals, Z means functional monovalent radicals, n means an integral value from 1 to 20, q means an integral value from 2 to 20 and r means an integral value from 1 to 19 on the condition that 1 ≤ r < q.

Description

Polymeric aldehyde polyetheramine networks

The invention relates to polymeric aldehyde / polyetheramine networks.

Reaction products of aldehydes such as formaldehyde and amines such as monoamines and aliphatic diamines have been known for a long time and are used in different applications.

DE-A-26 45 170 relates to a vulcanization accelerator for rubbers. The accelerator comprises a reaction product of an aldehyde with an aliphatic diamine or 1,2- or 1,3-diamine. As the aliphatic diamine is ethylene diamine or propylene diamine are preferably used. The aldehyde used is preferably formaldehyde.

US 3,461,100 relates to condensation products of aldehydes or ketones with diamines and monoamines. The water-insoluble, but soluble in aliphatic hydrocarbons polymeric materials are used as protective coatings, in particular for metals. They are obtained by condensation of an aldehyde or ketone with a diamine in an organic reaction medium. arising as a by-product water is removed continuously. For example, formaldehyde and hexamethylene diamine are reacted.

JP-A-63192750 relates to the preparation of polymeric tertiary amines which have Hexahydrotriazmeinheiten. The Nerbindungen obtained by

Reacting primary and secondary amines with formaldehyde. They can be used as catalysts for urethane foams and as a curing agent for epoxy resins and rubber lattices.

US 5,830,243 relates to fuel compositions containing N-substituted perhydro-s-triazine-Nerbindungen. These are prepared by reacting an aldehyde with at least one ether amine having up to three primary amino groups. The Nerbindungen serve to reduce the formation of deposits in fuel injection engines.

In the described reaction products are predominantly non-polymeric networks but soluble in hydrocarbons Nerbindungen. The formation of crosslinked products through the use of diamines and triamines is mentioned.

The object of the present invention is to provide polymeric networks, whose properties can be adjusted in a wide range. In addition, materials based on aldehydes and amines are to be provided which have novel properties.

The objects are achieved by polymeric networks, which are obtainable in that, optionally, condensed aldehyde or mixture of aldehydes or precursors thereof with an amine containing component A in the presence of a solvent S, in which component A at least one polyetheramine (I ), obtainable by alkoxylation of polyols of the general formula

Y J (-OH) s

wherein mean

Y 3 s-valent organic radical

s integer of from 4 to 20, with 1 to 100 mol per mol of hydroxyl groups, one or more alkylene oxides and subsequent 8 Cι- be amination with ammonia, so that 50 to 100% of the hydroxyl groups present are aminated and at least two primary amino groups per molecule .

optionally at least one amine of the formula (II)

Figure imgf000005_0001

and optionally at least one amine of the formula (III)

(Z) (q - r) Y 2 (-NH 2) r (III)

includes wherein mean

Y 1 n-valent organic residues,

Y 2 q-valent organic residue,

Z functional monovalent radicals,

n an integer value from 1 to 20,

q is an integer of from 2 to 20 and

r is an integer value from 1 to 19 with the proviso that 1 <r <q.

it is preferably formaldehyde or a mixture of aldehydes comprising formaldehyde as the aldehyde used. Corresponding precursors of these compounds can be used. Such precursors are for example the cyclic trimeric form, the 1,3,5-trioxane or polymeric forms of formaldehyde, the so-called Paraformaldhyd. Also acetals such Diethoximethan can be used. The aldehydes are condensed with component A.

In this case, the amount ratio is preferably chosen so that stoichiometric amounts are present of reactive aldehyde groups and amino groups. Deviations from stoichiometry of up to 20 mol%, preferably up to 10 mol% may also lead to useful polymeric networks.

The component A contains at least one Polytheramin (I), obtainable by alkoxylation of polyols of the general formula

Y 3 (-OH) s

wherein mean

Y 3 s-valent organic radical

s integer 4-20

with 1 to 100 mol per mol of hydroxyl groups, one or more Cι- 8 alkylene oxides, and subsequent amination with ammonia, so that 50 to 100% of the hydroxyl groups present are aminated and at least two primary amino groups per molecule.

Preferably, the polyether amines (I) have an average molecular weight (M n) of 200 to 20,000 g / mol, more preferably 500 to 10,000 g / mol, in particular 1000 to 5000 g / mol.

In the polyols of the general formula Y 3 (OH) s s has preferably an integer from 4 to 10, particularly preferably 4 to 6

Y 3 is an s-valent organic group. These may be any suitable s-valent organic radical which is suitable for the alkoxylation and subsequent amination. Preferably, it is derived from C 4 _ 5 o-alkylene particularly preferably C 4 - 3 o-alkylene from, in particular C. 4 2 o-alkylene from which may be linear, branched or cyclic. , CO, optionally substituted arylene and / or optionally substituted heteroarylene be replaced - in addition, the alkylene non-adjacent CH 2 groups can be replaced by oxygen groups, sulfur, -NH-, -N (- alkyl Cι- 4 -A). Preferably, Y is an alkylene radical, which is linear or branched and in which is not present more than one hydroxy group on a carbon atom. Preferably, these are linear or mono-branched aliphatic carbon skeletons, having from 4 to 10, especially 5 to 6 carbon atoms.

Particularly preferred are the aliphatic polyols selected from pentaerythritol and sugar alcohols having at least 4 hydroxyl groups, specifically tetritols, pentitols or hexitols. Also mixtures thereof may be used. Examples of suitable are tetritols erythritol and threitol. Preferred pentites are Rebit, arabitol and xylitol. Preferred hexitols are Dulcite, mannitol and sorbitol. Particularly preferred are pentaerythritol and sorbitol, especially D-sorbitol used. All the other derived from the corresponding sugars by reduction alcohols can be used. If necessary, the sugar itself can be used, provided they have the required number of hydroxyl groups.

The polyols are mixed with 1 to 100 moles, preferably 1 to 80 mol, especially 1 to 60 per mol of hydroxyl groups, one or more alkoxylated Cι- 8 alkoxides. Preferred alkoxides are ethylene oxide, propylene oxide and butylene oxide, particularly ethylene oxide and propylene oxide. Ethylene oxide, propylene oxide or mixtures thereof are especially preferred thereof. Here statistically alkoxylated products can be obtained through the use of alkylene oxide mixtures. It can be made with another alkylene oxide, etc. and block products by first alkoxylation with an alkylene oxide and subsequent alkoxylation. Suitable alkoxylation are known.

After the alkoxylation the alkoxylated polyols are aminated with ammonia, so that 50 to 100%, preferably 80 to 100% of the hydroxyl groups present are aminated and at least 2, preferably there are at least 3 primary amino groups per molecule.

In the simplest case, the polyether polyols are aminated so that at least two terminal primary amino groups are present. The amination is preferably carried out with ammonia in the presence of an inorganic catalyst. The amination can be carried out in a solvent such as cyclohexane.

In addition to the simple aminated products two polyol molecules with an ammonia molecule can be condensed. There is obtained a polyetheramine by amination, comprising in addition to terminal primary amino groups, one or more interior permanent secondary amino groups. The secondary amino groups can be condensed with other polyol molecules, such as the primary amino groups. In this case, there are at least primary and tertiary amino groups in the molecule. It can also be obtained compounds in which primary, secondary and tertiary amino groups are present together. The products obtained are mainly determined by the ratio of the starting materials and the reaction conditions. the ratio of ether units may also be adjusted to amino groups on the molecular weight of the polyol used.

Even when using the (primary) diamines crosslinked structures are obtained by the amino groups are condensed with an equivalent amount of the aldehyde to a Triazacyclohexyl- structure, see for example EM Smolin, L. Rapoport: s-Triazines and Derivatives, in: The Chemistry of . by A Heterocyclic compounds, Vol. 13, ed, Weissenberger, Interscience publ, New York, 1959, pp. 473-544.

The amino groups of a di- or Polyaminoethers can thereby be components of two or more different ring systems, so that three-dimensional networks form:

Figure imgf000009_0001
m [Y (N = CH 2) n]

Figure imgf000009_0002

In the presence of secondary amino groups or branched in the presence of compounds having, for example, four primary amino groups, more complex three-dimensional crosslinked products can be obtained accordingly.

The reaction of amines (I) with aldehydes, particularly formaldehyde can be carried out without solvent or in the presence of a solvent (S). As the solvent (S) miscible solvents are used, for example.

Formaldehyde is used for example as an aqueous formalin solution.

As solvent further acetone, dioxane, polyether glycols, alcohols such as n-propanol, and similar solvents can be considered that if can contain water miscible.

The reaction is preferably carried out at temperatures in the range of 0 to 70 ° C, particularly preferably 10 to 50 ° C, especially 15 to 30 ° C.

In general, the polyether amine is introduced in the solvent and then treated with formaldehyde in solid or of gaseous or preferably in dissolved form. Acetals can also be used in liquid form. The reaction can, if desired, be carried out in the presence of basic catalysts. In addition to the amines (I) and amines of formula (II) can be used. Preferably those compounds are used in which Y 1 denotes n-valent organic residues derived from C 2 -3ooo-alkylene radicals, preferably C -ιooo-alkylene radicals, in particular C 2 -ιoo-alkylene radicals in which non-adjacent CH 2 groups are replaced by oxygen, sulfur, -NH-, -N (Cι-4-alkyl) - may be replaced, -CO-, optionally substituted arylene and / or optionally substituted heteroarylene.

Such amines of formula (II) are particularly preferably used in which Y 1 n-valent organic radicals referred to, which are derived from oligomers or polymers of ethylene, propylene or mixtures of these monomers with an average number of 1000 of these monomer units.

In addition, amines of formula (III) can be used. This is preferably Nerbindungen in which Y 2 denotes q-valent organic residues derived from C - derive alkylene radicals in which non-adjacent CH - 3 ooo-alkylene radicals, preferably C -ιooo-alkylene, especially C2-1 00 2 groups are replaced by oxygen, sulfur, -ΝH-, -Ν (Cι- 4 alkyl) -, - CO-, optionally substituted arylene and / or optionally substituted heteroarylene may be replaced.

Preferably, the q-valent organic residues Y 2 of oligomers or polymers of ethylene, propylene or mixtures of these monomers with an average number of up to 1000 monomer units are derived from this.

The functional monovalent Z may be selected from the group consisting of -OH, -SH, -COO-Cι ι-2 -alkyl, -SO 3 -C M2 alkyl, and PO (O-Cι ι-3 alkyl ). 2 The radicals Z may also be selected from the neutralized acid residues such as amines or with alkali or ammonia neutralized carboxyl or sulfonyl groups.

According to an exemplary guide of the invention, only the Polytheramine (I) can be used. The invention is further illustrated by the following examples.

Examples

In the examples, three different polyether amines were used. The polyetheramine 1 is derived from pentaerythritol and has a molecular weight of 5000 (number average). It is statistically with ethylene oxide and propylene in a molar ratio 4: 1 and subsequently aminated alkoxylated with stoichiometric amounts of ammonia. The polyetheramine 2 corresponds to the polyetheramine 1, but has a molecular weight (number average) of 15,000.

The polyetheramine 3 is derived from sorbitol, which is propoxylated with 12 moles propylene oxide and was then aminated stoichiometric. The amine number is 350 mg KOH / g, the acetylation about 400 mgKOH / g. The product has a melting point of from -5 to -10 ° C and a boiling point above 200 ° C. The pH at 20 ° C in a concentration of 10 g / 1 is about 11.4.

!

example 1

There was prepared a mixture of the polyetheramine 1 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyether amine 1 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

example 2

There was prepared a mixture of the polyetheramine 1 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were at room temperature to give quantitative zusa, mixed well and poured into a dish. The molar ratio of polyether amine 1 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

example 3

There was prepared a mixture of the polyetheramine 1 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyether amine 1 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

example 4

It was a mixture of the polyether amine and 2 of acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 2 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

example 5

It was a mixture of the polyether amine and 2 of acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 2 to formaldehyde was 1: 1. After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

example 6

It was a mixture of the polyether amine and 2 of acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 2 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. It had a yellow color.

In Examples 1 to 6 was polymerized 50% pure.

example 7

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 8

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 9

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 10

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde amount 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 11

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1. After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

In Examples 7 to 11 was polymerized at various concentrations.

example 12

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 13

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

example 14

There was prepared a mixture of the polyether amine 3 and acetone. Likewise, a mixture of formalin (37% formaldehyde in water) and acetone produced. Both mixtures were combined at room temperature, mixed well and poured into a dish. The molar ratio of polyetheramine 3 to formaldehyde was 1: 1.

After about 5 min. the reaction product was firm but remained sticky. The product was yellow after three days.

In Examples 12 to 14 was polymerized 50% pure.

Claims

claims
1. Polymers networks, obtainable by reacting an aldehyde or mixture of aldehydes or Norläufer thereof with an amine containing component A, optionally condensed in the presence of a solvent S, wherein component
A
at least one polyether (I) obtainable by alkoxylation of polyols of the general formula
Y 3 (-OH) s
wherein mean
Y s-valent organic radical
s integer 4-20
with 1 to 100 mol per mol of hydroxyl groups, one or more Cι_ 8 - alkylene oxides and subsequent amination with ammonia, so that 50 to 100% of the hydroxyl groups present are aminated and at least two primary amino groups are present per molecule,
optionally at least one amine of the formula (II)
Y ^ -ΝH ^ n (II)
and optionally at least one amine of the formula (III) (Z) (q - r) Y 2 (-NH 2) r (III)
includes wherein mean
Y 1 n-valent organic residues,
Y 2 q-valent organic residue,
Z functional monovalent radicals,
n an integer value from 1 to 20,
q is an integer of from 2 to 20 and
r is an integer value from 1 to 19 with the proviso that 1 <r <q.
2. Polymer networks according to claim 1, characterized in that is used as the aldehyde is formaldehyde or a mixture of aldehydes comprising formaldehyde, or Norläufer of formaldehyde.
3. Polymer networks according to claim 1, characterized in that is used as the aldehyde is formaldehyde.
4. Polymer networks according to one of claims 1 to 3, characterized in that the polyether amines are derived from aliphatic polyols.
5. Polymer networks according to claim 4, characterized in that the aliphatic polyols selected from pentaerythritol, tetritols, pentitols, hexitols, or mixtures thereof.
6. Polymer networks according to one of claims 1 to 5, characterized in that the optionally present in component A amines of the formula (II) used are those Nerbindungen in which Y 1 n-valent organic radicals referred to which are derived from C 2 - be, -CO-, optionally substituted arylene and / or optionally substituted heteroarylene, substituted - 3 oo-alkylene radicals are derived, in which non-adjacent CH 2 groups are replaced by oxygen, sulfur, -Ν (H) -, -N (Cι_4 alkyl) can.
7. Polymer networks according to one of claims 1 to 5, characterized in that as optionally present in component A amines of the formula (II) are those
Nerbindungen used in which Y 1 n-valent organic radicals referred to which are derived from oligomers or polymers of ethylene, propylene or mixtures of these monomers with an average number of up to 1000 of these monomer units.
8. Polymers networks according to one of claims 1 to 7, characterized in that
II to (III) used are those Nerbindungen as optionally present in component A amines of the formula in which Y is q-valent organic radical referred to, which differ from C 2 - to derive 3 ooo-alkylene radicals in which non-adjacent CH 2 groups are replaced by oxygen , sulfur, -Ν (H) -, -N (Cι- 4 alkyl) -, -CO-, optionally substituted
Arylene and / or substituted heteroarylene may be replaced if necessary.
9. Polymers networks according to one of claims 1 to 7, characterized in that is used as the optionally present in component A amines of the formula (III) are those Nerbindungen in which Y 2 q-valent organic radicals referred to, which are derived from oligomers or polymers of ethylene, propylene or mixtures of these monomers derived with an average number of up to 1000 of these monomer units.
10. Polymers networks according to one of claims 1 to 9, characterized in that (III) is used as such Nerbindungen optionally present in component A amines of the formula in which the functional monovalent radicals Z are selected from the group consisting of -OH, -SH, -COO-Ci_ι 2 -alkyl, -SO 3 -alkyl -Cι_ι 2 and -PO (O-Cι, ι 2 alkyl) 2 or neutralized acid residues.
PCT/EP2001/007134 2000-06-23 2001-06-22 Polymeric aldehyde/polyetheramine networks WO2001098388A1 (en)

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