US 5,310,907 AGranted

Amelinic compounds

AssigneeMinistero Dell `Universita` E Della Ricerca Scientifica E Tecnologica

InventorsRoberto Cipolli, Gilberto Nucida, Enrico Masarati, Roberto Oriani, Mario Pirozzi

Life of this patent

Estimating the term…

Abstract

Amelinic compounds of general formula (I) ##STR1## obtained by subsequent condensation reaction of 1 mol of a cyanuric acid halide with 1 mol of amine and of a polyamine and by hydrolysis reaction of the thus obtained intermediate. Compounds of general formula (I) are used, in particular, as antiflame additives.

Claims12

Dependent claims

A compound of the formula (I):

##STR101## wherein n is an integer comprised between 1 and 8;
Y is H;
CN;
--O--(C.sub.1 -C.sub.4)-alkyl;
--O--(C.sub.2 -C.sub.4)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
--O--(C.sub.6 -C.sub.12)-aryl;
##STR102## wherein radicals R.sub.4, which may be the same or different, are:
(C.sub.1 -C.sub.4)-alkyl or (C.sub.3 -C.sub.4)-alkenyl or the group:
##STR103## is replaced by a heterocyclic radical selected from the group consisting of pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.6 -C.sub.12)-aryl or -aralkyl;
radicals R.sub.1 and R.sub.2, which can be the same or different, and which can have different meanings on each triazone ring, are:
H;
(C.sub.1 -C.sub.18)-alkyl;
(C.sub.2 -C.sub.8)-alkenyl;
(C.sub.6 -C.sub.16)-cycloaklyl or -alkylcycloalkyl;
##STR104## wherein:
m is an integer comprised between 2 and 8;
p is an integer comprised between 2 and 6;
R.sub.5 =H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
--C.sub.q H.sub.2q --O--R.sub.7 wherein q is an integer comprised between 1 and 4 and R.sub.7 is H or (C.sub.1 -C.sub.4)-alkyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
radicals R.sub.6, equal or different among them, are:
H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
or the group:
##STR105## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
or the group:
##STR106## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, 2-methylpiperazine, 2,5-dimethylpiperazine, 2,3,5,6-tetramethylpiperazine, 2,2,5,5-tetramethylpiperazine, 2-ethylpiperazine, 2,5-diethylpiperazine, said heterocyclic radical bound to the triazinic ring through a nitrogen atom;
Z is a divalent radical comprised in one of the following formulas:
##STR107## wherein radicals R.sub.8, which may be the same or different, are hydrogen or (C.sub.1 -C.sub.4)-alkyl;
##STR108## wherein r is an integer comprised between 2 and 14;
R.sub.9 is hydrogen;
(C.sub.1 -C.sub.4)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
##STR109## wherein s is an integer comprised between 2 and 5 and t is an integer comprised between 1 and 3;
##STR110## wherein X is a direct bound C--C;
O;
S;
S--S:
SO;
SO.sub.2 ;
NH;
NHSO.sub.2 ;
NHCO;
N=N;
CH.sub.2 ;
R.sub.10 is hydrogen;
hydroxyl;
(C.sub.1 -C.sub.4)-alkyl;
(C.sub.1 -C.sub.4)-alkoxy;
##STR111## wherein A may be either a saturated or an unsaturated ring;
##STR112## wherein s has the previously defined meaning.

58 more elements

A compound of the formula (I):

##STR116## wherein n is an integer comprised between 1 and 8;
Y is H;
CN;
--O--(C.sub.1 -C.sub.4)-alkyl;
--O--(C.sub.2 -C.sub.4)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
--O--(C.sub.6 -C.sub.12)-aryl;
##STR117## wherein radicals R.sub.4, which may be the same or different, are:
(C.sub.1 -C.sub.4)-alkyl or (C.sub.3 -C.sub.4)-alkenyl or the group:
##STR118## is replaced by a heterocyclic radical selected from the group consisting of pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.6 -C.sub.12)-aryl or -aralkyl;
radicals R.sub.1 and R.sub.2, which can be the same or different, and which can have different meanings on each triazine ring, are:
H;
(C.sub.1 -C.sub.18)-alkyl;
(C.sub.2 -C.sub.8)-alkenyl;
(C.sub.6 -C.sub.16)-cycloalkyl or -alkylcycloalkyl;
##STR119## wherein m is an integer comprised between 2 and 8;
p is an integer comprised between 2 and 6;
R.sub.5 =H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
--C.sub.q H.sub.2q --O--R.sub.7 wherein q is an integer comprised between 1 and 4 and R.sub.7 is H or (C.sub.1 -C.sub.4)-alkyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
radicals R.sub.6, equal or different among them, are:
H:
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
or the group:
##STR120## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
##STR121## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, 2-methylpiperazine, 2,5-dimethylpiperazine, 2,3,5,6-tetramethylpiperazine, 2,2,5,5-tetramethylpiperazine, 2-ethylpiperazine, 2,5-diethylpiperazine, said heterocyclic radical bound to the triazinic ring through a nitrogen atom;
R.sub.11 is hydrogen or (C.sub.1 -C.sub.4)-alkyl;
c is an integer comprised between 1 and 5;
indexes s, equal or different between them, are integers comprised between 2 and 5;
R.sub.3 is hydrogen or ##STR122## and its meaning can vary within each repeating unit.

35 more elements

A compound of the formula (I):

##STR126## wherein n is an integer comprised between 1 and 8;
Y is H;
CN;
--O--(C.sub.1 -C.sub.4)-alkyl;
--O--(C.sub.2 -C.sub.4)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
--O--(C.sub.6 -C.sub.12)-aryl;
##STR127## wherein radicals R.sub.4, which may be the same or different, are:
(C.sub.1 -C.sub.4)-alkyl or (C.sub.3 -C.sub.4)-alkenyl or the group:
##STR128## is replaced by a heterocyclic radical selected from the group consisting of pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.6 -C.sub.12)-aryl or -aralkyl;
radicals R.sub.1 and R.sub.2, which can be the same or different, and which can have different meanings on each triazine ring, are:
H;
(C.sub.1 -C.sub.18)-alkyl;
(C.sub.2 -C.sub.8)-alkenyl;
(C.sub.6 -C.sub.16)-cycloalkyl or -alkylcycloalkyl;
##STR129## wherein:
m is an integer comprised between 2 and 8;
p is an integer comprised between 2 and 6;
R.sub.5 =H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
--C.sub.q H.sub.2q --O--R.sub.7 wherein q is an integer comprised between 1 and 4 and R.sub.7 is H or (C.sub.1 -C.sub.4)-alkyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
radicals R.sub.6, equal or different among them, are:
H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloaklyl or -alkylcycloalkyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
or the group:
##STR130## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
or the group:
##STR131## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, 2-methylpiperazine, 2,5-dimethylpiperazine, 2,3,5,6-tetramethylpiperazine, 2,2,5,5-tetramethylpiperazine, 2-ethylpiperazine, 2,5-diethylpiperazine, said heterocyclic radical bound to the triazinic ring through a nitrogen atom;
wherein:
R.sub.11 is hydrogen or (C.sub.1 -C.sub.4)-alkyl;
w is an integer comprised between 2 and 4;
d is 1 or 2;
R.sub.3 is hydrogen or ##STR132## and its meaning can vary within each repeating unit.

38 more elements

Dependencies are inferred from the claim text.

patentgrep

Loading patent…

Abstract

A compound of the formula (I):

##STR101## wherein n is an integer comprised between 1 and 8;
Y is H;
CN;
--O--(C.sub.1 -C.sub.4)-alkyl;
--O--(C.sub.2 -C.sub.4)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
--O--(C.sub.6 -C.sub.12)-aryl;
##STR102## wherein radicals R.sub.4, which may be the same or different, are:
(C.sub.1 -C.sub.4)-alkyl or (C.sub.3 -C.sub.4)-alkenyl or the group:
##STR103## is replaced by a heterocyclic radical selected from the group consisting of pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.6 -C.sub.12)-aryl or -aralkyl;
radicals R.sub.1 and R.sub.2, which can be the same or different, and which can have different meanings on each triazone ring, are:
H;
(C.sub.1 -C.sub.18)-alkyl;
(C.sub.2 -C.sub.8)-alkenyl;
(C.sub.6 -C.sub.16)-cycloaklyl or -alkylcycloalkyl;
##STR104## wherein:
m is an integer comprised between 2 and 8;
p is an integer comprised between 2 and 6;
R.sub.5 =H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
--C.sub.q H.sub.2q --O--R.sub.7 wherein q is an integer comprised between 1 and 4 and R.sub.7 is H or (C.sub.1 -C.sub.4)-alkyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
radicals R.sub.6, equal or different among them, are:
H;
(C.sub.1 -C.sub.8)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.6 -C.sub.12)-cycloalkyl or -alkylcycloalkyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
or the group:
##STR105## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, said heterocyclic radical bound to the alkyl chain through a nitrogen atom;
or the group:
##STR106## is replaced by a heterocyclic radical selected from the group consisting of aziridine, pyrrolidine, piperidine, morpholine, thiomorpholine, piperazine, 4-methylpiperazine, 4-ethylpiperazine, 2-methylpiperazine, 2,5-dimethylpiperazine, 2,3,5,6-tetramethylpiperazine, 2,2,5,5-tetramethylpiperazine, 2-ethylpiperazine, 2,5-diethylpiperazine, said heterocyclic radical bound to the triazinic ring through a nitrogen atom;
Z is a divalent radical comprised in one of the following formulas:
##STR107## wherein radicals R.sub.8, which may be the same or different, are hydrogen or (C.sub.1 -C.sub.4)-alkyl;
##STR108## wherein r is an integer comprised between 2 and 14;
R.sub.9 is hydrogen;
(C.sub.1 -C.sub.4)-alkyl;
(C.sub.2 -C.sub.6)-alkenyl;
(C.sub.1 -C.sub.4)-hydroxyalkyl;
##STR109## wherein s is an integer comprised between 2 and 5 and t is an integer comprised between 1 and 3;
##STR110## wherein X is a direct bound C--C;
O;
S;
S--S:
SO;
SO.sub.2 ;
NH;
NHSO.sub.2 ;
NHCO;
N=N;
CH.sub.2 ;
R.sub.10 is hydrogen;
hydroxyl;
(C.sub.1 -C.sub.4)-alkyl;
(C.sub.1 -C.sub.4)-alkoxy;
##STR111## wherein A may be either a saturated or an unsaturated ring;
##STR112## wherein s has the previously defined meaning.

58 more elements