N-substituted carbamic acid ester production method and isocyanate production method using the N-substituted carbamic acid ester

Patent metadata

Field	Value
Publication number	US-9249090-B2
Application number	US-201414490027-A
Country	US
Kind code	B2
Filing date	Sep 18, 2014
Priority date	Aug 21, 2009
Publication date	Feb 2, 2016
Grant date	Feb 2, 2016

Abstract

The present invention provides a method for producing N-substituted carbamic acid-O-aryl ester derived from a compound having an ureido group, the method comprising the step of carrying out esterification or esterification and transesterification from the compound having the ureido group and a hydroxy composition containing one type or a plurality of types of hydroxy compounds.

First claim

We claim:

1. A composition for transfer and storage of a compound having an ureido group, wherein the number of molecules of at least one type of aromatic hydroxy compound represented by the following formula (2) in an aromatic hydroxy composition that contains the aromatic hydroxy compound, based on the number of the ureido group contained in the compound having the ureido group represented by the following formula (1) in the composition, is an integer of from 1 to 100:

wherein
R 1 represents an organic group containing an integral number of carbon atoms within a range of from 1 to 85, that is substituted by number a of ureido group(s), and the a represents an integer of from 1 to 10, and
ring A represents an organic group, which contains an aromatic group substituted by a number b of hydroxy group(s) at arbitrary location(s) that maintain aromatic properties, and wherein ring A contains an integral number of carbon atoms within a range of from 6 to 50, which may be a single or multiple heterocyclic ring, and which is substituted by at least one substituent selected from the group of substituents indicated below (i)-(v), and the b represents an integer of from 1 to 6, and
(i) a hydrogen atom;
(ii) a group composed of carbon atoms and hydrogen atoms (which may also form a ring structure by bonding with ring A);
(iii) a group composed of carbon atoms, hydrogen atoms and oxygen atoms (excluding groups containing a carbonyl group, an ester group, a terminal methine group and an alcoholic OH group, a carboxyl group, a NH 2 group, a NH group, a NOH group, a SH group, a SO 3 H group or a SOH group);
(iv) a halogen atom; and
(v) a group composed of atoms selected from carbon atoms, hydrogen atoms, oxygen atoms, nitrogen atoms, sulfur atoms and halogen atoms (excluding groups containing a carbonyl group, an ester group, a terminal methine group and an alcoholic OH group, a carboxyl group, a NH 2 group, a NH group, a NOH group, a SH group, a SO 3 H group or a SOH group).

2. The composition for transfer and storage of the compound having the ureido group according to claim 1 , wherein the aromatic hydroxy compound is at least one type of aromatic hydroxy compound of formula (7):

wherein
ring A represents an aromatic ring selected from a benzene ring, a naphthalene ring and an anthracene ring, the OH groups and groups R 7 to R 14 respectively represent groups substituted at arbitrary location(s) that maintain aromatic properties of ring A, groups R 7 to R 14 may respectively and independently substitute ring A, groups R 7 to R 14 may bond together to form a ring with an aromatic ring by bonding to ring A, groups R 7 to R 14 respectively and independently represent a hydrogen atom, halogen atom or group selected from the group consisting of an alkyl group, a cycloalkyl group, an aryl group, an aryl group having a hydroxy group, an aralkyl group and an ether group (substituted and/or unsubstituted alkyl ether and/or substituted and/or unsubstituted aryl ether and/or substituted and/or unsubstituted aralkyl ether group), and/or a group to which one or more types of groups selected from the group are bonded, and/or a group to which one or more types of groups selected from the group are bonded by saturated aliphatic bonds and/or ether bonds, and ring A and groups R 7 to R 14 are composed of an integral total number of carbon atoms within a range of from 6 to 50,
b represents an integer of from 1 to 6, d, e, f, g, h, i, j and k represent integers of from 0 to 5, the value of d+e+f+g+h+i+j+k represents an integer equal to 6-b in the case ring A is the benzene ring, represents an integer equal to 8-b in the case ring A is the naphthalene ring, or represents an integer equal to 10-b in the case ring A is the anthracene ring, and a group selected from groups R 7 to R 4 as described above may be cyclically bonded to ring A by carbon-carbon bonds and/or ether bonds, and
ring A is substituted by at least one substituent selected from the groups of substituents indicated below (i)-(v), and the b represents an integer of from 1 to 6, and
(i) a hydrogen atom;
(ii) a group composed of carbon atoms and hydrogen atoms (which may also form a ring structure by bonding with ring A);
(iii) a group composed of carbon atoms, hydrogen atoms and oxygen atoms (excluding groups containing a carbonyl group, an ester group, a terminal methine group and an alcoholic OH group, a carboxyl group, a NH 2 group, a NH group, a NOH group, a SH group, a SO 3 H group or a SOH group);
(iv) a halogen atom; and
(v) a group composed of atoms selected from carbon atoms, hydrogen atoms, oxygen atoms, nitrogen atoms, sulfur atoms and halogen atoms (excluding groups containing a carbonyl group, an ester group, a terminal methine group and an alcoholic OH group, a carboxyl group, a NH 2 group, a NH group, a NOH group, a SH group, a SO—H group or a SOH group).

3. The composition for transfer and storage according to claim 1 , wherein the aromatic hydroxy compound contained in the aromatic hydroxy composition is a monovalent and/or divalent aromatic hydroxy compound (b is 1 and/or 2).

Assignees

• Asahi Kasei Chemicals Corp

Inventors

• Miyake Nobuhisa
• Shinohata Masaaki
• Okubo Atsushi

Classifications

• C07C275/40 Primary

  being further substituted by nitrogen atoms not being part of nitro or nitroso groups · CPC title

• C07C271/58

  with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring · CPC title

• C07C271/54

  to carbon atoms of hydrocarbon radicals substituted by carboxyl groups · CPC title

• C07C269/00

  Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups [IMAGE cpc-sch-C07C-0964.gif], the nitrogen atom not being part of nitro or nitroso groups · CPC title

• C07C265/14

  containing at least two isocyanate groups bound to the same carbon skeleton · CPC title