Polymers from hydroxyalkyl amino triazines and...

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From reactant having at least one -n=c=x group as well as...

Reexamination Certificate

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C528S118000, C528S185000, C528S186000, C528S188000, C528S219000, C528S254000, C528S256000, C528S289000, C544S194000, C544S196000, C544S197000, C544S204000, C544S205000, C544S206000

Reexamination Certificate

active

06818726

ABSTRACT:

BACKGROUND OF THE INVENTION
Field Of The Invention
This invention relates to polymers made from triazine derivatives for producing intermediates and molded materials characterized by improved toughness, high flame resistance and strength, and to methods of their production.
Polymers made from triazine derivatives such as melamine formaldehyde resins [Ullmanns Encyclopedia of Industrial Chemistry (1997), Vol. A2, pp. 130-131], benzoguanamine formaldehyde resins [Duroplaste, Kunststoff-Handbuch Bd. 10, pp. 994-997, Carl Hanser-Verlag München 1999], polytriazine ethers or polyamino triazine [Bjuller, K., Teplo-i Termostoikie Polimery, pp. 585—585, Moskva, Khimia 1984] are known. A disadvantage of polymers from triazine derivatives is the low toughness of intermediates and molded materials produced from them.
Also known are melamine propylene oxide block copolymers (DE 21 18 888) and block copolymers from N.N′-hydroxyethyl melamines or N.N′-hydroxyaryl melamines with ethylene oxide and propylene oxide (U.S. Pat. No. 4,358,304). These block copolymers share the disadvantage that products made from them, despite their good toughness, will result in intermediates and molded materials of reduced flame resistance and strength due the length of the polyalkylene oxide sequences in the block copolymer and the occurrence of unbound polyalkylene oxide as a byproduct during production.
SUMMARY OF THE INVENTION
It is the problem of this invention to provide polymers made from triazine derivatives for producing intermediates and molded materials characterized by improved toughness, high flame resistance and strength, as well as methods of their production.
This problem is solved according to the invention based on
A) 80 to 95 percent by weight of triazine derivative mixtures consisting of
A1) 20 to 70 percent by weight of triazine derivatives with hydroxyalkyl amino groups of the formula
R
1
=H or C
1
-C
4
alkyl
R
2
=—H; —OH; C
1
-C
4
alkyl, —C
6
H
5
; —NH
2
; —NH—CH
2
—CHR
1
—OH; —NH—CH
2
—OR
1
, or —N(—CH
2
—OR
1
)
2
,
R
3
=—H; —OH; C
1
-C
4
alkyl, —C
6
H
5
; —NH
2
; —NH—CH
2
—CHR
1
—OH; —NH—CH
2
—OR
1
, or —N(—CH
2
—OR
1
)
2
,
wherein the number of hydroxyalkyl amino groups is 1 to 3, and
A2) 80 to 30 percent by weight of triazine derivatives with bis(hydroxyalkyl)amino groups of the formula
R
1
=H or C
1
-C
4
alkyl
R
2
=—H; —OH; C
1
-C
4
alkyl, —C
6
H
5
; —NH
2
; —NH—CH
2
—CHR
1
—OH, —N[CH
2
—CHR
1
—OH]
2
, —NH—CH
2
—OR
1
, or —N(—CH
2
—OR
1
)
2
,
R
3
=—H; —OH; C
1
-C
4
alkyl, —C
6
H
5
; —NH
2
; —NH—CH
2
—CHR
1
—OH, —N[CH
2
—CHR
1
—OH]
2
, —NH—CH
2
—OR
1
, or —N(—CH
2
—OR
1
)
2
,
wherein the number of hydroxyalkyl groups is 2 to 6,
B) 5 to 40 percent by weight of polyfunctional consisting of
B1) polyisocyanates of the formula R (N═C═O)
x
, where R═C
4
-C
18
alkyl,
C
5
-C
8
cycloalkyl and/or C
6
-C
15
aryl, and x=2; 3; 4, and/or oligomeric polyesters or polyethers with isocyanate end groups and a molar weight in the range from 200 to 5000,
B2) aliphatic C
2
-C
36
dicarboxylic acids, dicarboxylic esters or dicarboxylic acid chlorides, aliphatic C
4
-C
6
dicarboxylic acid anhydrides and/or aromatic polybasic C
8
-C
23
carboxylic acids, carboxylic esters, carboxylic acid chlorides or carboxylic acid anhydrides,
B3) aliphatic C
8
-C
25
or aromatic C
12
-C
28
di- and/or triglycidyl compounds, and, optionally, of
C) 1 to 20 percent by weight of other functional compounds consisting of
C1) C
2
-C
18
aliphatic, C
5
-C
8
cycloaliphatic and/or C
6
-C
15
aromatic dihydroxy compounds, and/or
C2) polyalkylene glycols with a molar weight in the range from 200 to 8000, and/or
C3) C
1
-C
8
aliphatic aldehydes.
Preferred are polymers from triazine derivative prepolymers with a number average molar weight in the range from 200 to 8000, cross-linked thermosetting or thermoplastic polymers with number average molar weights in the range from 8×10
3
to 10
7
.


REFERENCES:
patent: 3328321 (1967-06-01), Wismer et al.
patent: 3399151 (1968-08-01), Kaiser
patent: 3812122 (1974-05-01), Lengsfeld
patent: 4356304 (1982-10-01), Szita et al.
patent: 4369258 (1983-01-01), Johnson
patent: 5153245 (1992-10-01), Cipolli et al.
patent: 2 118 868 (1971-04-01), None
patent: 3512446 (1986-10-01), None
patent: 2001019682 (2001-01-01), None
Kaiser et al., “Cyanuric acid derivatives. II. Substituted melamines,” Chemical abstracts accession no. 1952:5579, Journal of the American Chemical Society (1951), vol. 73, abstract.*
Hackh's Chemical Dictionary, Fourth Edition, McGraw-Hill Book Company, New York, New York, 1969, p. 341, definition of “imino”.*
Diem, Hans et al., “Amino Resins”,Ullmanns Encyclopedia of Industrial Chemistry, 1977, pp. 130-131, vol. A2.

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