US 6,207,794 B1 · Polyoxyalkylene polyols, derivatives thereof, and process for producing the polyoxyalkylene polyols

Abstract

The present invention is a polyoxyalkylene polyol, its manufacture method, and derivatives, wherein: it is obtained using a phosphazenium compound as a catalyst; the hydroxyl value is 2˜200 mgKOH/g; total degree of unsaturation is 0.0001˜0.07 meq./g; the head-to-tail bond selectivity of the polyoxyalkylene polyol is 95 mole %; and when the maximum height of the peak of GPC elution curve is set to be 100%, W20 is defined as the peak width at the 20% peak height, and W80 is defined as the peak width at 80% peak height, the ratio of W20/W80 is 1.5 or greater, and less than 3.

Claims24

Dependent claims

A polyoxyalkylene polyol obtained by using a phosphazenium compound as a catalyst wherein said polyoxyalkylene polyol has:

a hydroxyl value (OHV) of 2˜200 mgKOH/g;
a total degree of unsaturation (C═C) of 0.0001˜0.07 meq./g;
a head to tail (H-T) bond selectivity of the polyoxyalkylene polyol resulting from addition polymerization of propylene oxide is 95 mole % or greater;
W20/W80 is 1.5 to less than 3;
and
a residual amount of said phosphazenium compound catalyst is 150 ppm or less.

3 more elements

A manufacture method for a polyoxyalkylene polyol, wherein:

in the presence of a salt of a phosphazenium cation represented by formula (1) and an inorganic anion and an alkali metal salt or an alkali earth metal salt, or in the presence of a phosphazenium compound represented by formula (2) and an active hydrogen compound, the amount of said phosphazenium compound represented by formulas (1) or (2) is prepared in the range of 1×10−4˜5×10−1 moles for every 1 mole of active hydrogen compound;
under the conditions of reaction temperature 15˜130° C. and maximum reaction pressure of 882 kPa (9 kgf/cm2), alkylene oxide is addition polymerized to produce a crude polyoxyalkylene polyol;
next, removal of said phosphazenium compound which is contained in said crude polyoxyalkylene polyol is conducted by a method selected from the group consisting of methods e˜h described below;
e. for every 100 weight parts of said crude polyoxyalkylene polyol, 1˜40 weight parts of water is added;
next, for every 1 mole of phosphazenium compound in the crude polyoxyalkylene polyol, 0.5˜8 moles of inorganic acid or organic acid is added;
the phosphazenium compound is neutralized at 50˜130° C.;
next, for every 100 weight parts of crude polyoxyalkylene polyol, 0.005˜2.5 weight parts of adsorbent is added;
water is removed through vacuum processing;
and phosphazenium salt and adsorbent are removed by filtration;
f. for every 100 weight parts of said crude polyoxyalkylene polyol, 1˜40 weight parts of a mixture of water and an organic solvent which is inactive to polyoxyalkylene polyol is added;
next, for every 1 mole of phosphazenium compound in said crude polyoxyalkylene polyol, 0.5˜8 moles of inorganic acid or organic acid is added;
said phosphazenium compound is neutralized at 50˜130° C.;
next, for every 100 weight parts of crude polyoxyalkylene polyol, 0.005˜2.5 weight parts of adsorbent is added;
water and organic solvent are removed by vacuum processing;
and phosphazenium salt and adsorbent are removed by filtration;
g. for every 100 weight parts of crude polyoxyalkylene polyol, 1˜200 weight parts of water only or a mixture of water and organic solvent which is inactive to polyoxyalkylene polyol is added;
liquid separation is conducted;
and after rinsing, water and organic solvent are removed by vacuum processing;
and
h. for every 100 weight parts of crude polyoxyalkylene polyol, 20˜200 weight parts of water is added;
and after bringing into contact with an ion exchange resin at 15˜100° C., water is removed by vacuum processing, wherein formulas (1) and (2) are as follows:
or it is a phosphazenium compound shown in formula (2)
wherein in formulas (1) and (2), a, b, c, d are integers from 0˜3 where all four are not 0;
R is a hydrocarbon group of the same type or different types with a carbon number of 1˜10 and two R's from the same nitrogen atom can be bonded to form a ring structure;
in formula (1), r is an integer from 1˜3 and is the number of phosphazenium cations;
Tr− represents an inorganic anion with a valency of r;
and Q− in formula (2) represents an anion selected from the group consisting of hydroxy anion, alkoxy anion, aryloxy anion, and carboxy anion.

24 more elements

Dependencies are inferred from the claim text.

Facts

Application

09/202,559Filed 17 Dec 1998

Priority

JP 9-13879428 May 1997

Granted

27 Mar 2001

Term ends

Not estimatedThe source records don’t support an estimate.

Classification8 codes

C08G 65/30
From cyclic ethers by opening of the heterocyclic ring: post-polymerisation treatment, e.g. recovery, purification, drying
C08G 18/10
Processes: prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
C08G 18/4866
Polyethers: having a low unsaturation value
C08G 18/5024
Having nitrogen: containing primary and/or secondary amino groups

Polyoxyalkylene polyols, derivatives thereof, and process for producing the polyoxyalkylene polyols

Life of this patent

Polyoxyalkylene polyols, derivatives thereof, and process for producing the polyoxyalkylene polyols

Life of this patent

Abstract

Claims24