Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – From heterocyclic reactant containing as ring atoms oxygen,...
Patent
1992-01-10
1994-03-01
Welsh, Maurice J.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
From heterocyclic reactant containing as ring atoms oxygen,...
528409, 528410, 528412, 528413, 528414, 528415, 528416, 528419, 528421, 568583, 568589, 568590, 568591, 568593, 568594, 568599, 568601, 568604, 568606, 568611, 568612, 568615, 568618, 568620, 568622, 568623, 568624, 568625, C08G 6500, C08G 6526, C07C 4102, C07C 4103
Patent
active
052909123
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a process for producing a polyoxyalkylene compound having an organopolysiloxane residue and a fluorinated hydrocarbon group.
BACKGROUND ART
A polyoxyalkylene compound produced by ring-opening polymerization of an alkylene oxide such as propylene oxide or ethylene oxide to an initiator having at least one active hydrogen-containing functional group to which an alkylene oxide is reactive, is industrially useful, for example, as a polyol component to be used in the polyurethane industry or as a surfactant and a starting material thereof. Such a polyoxyalkylene compound may be prepared to have various characteristics by selecting the initiator to be used.
As the initiator, a compound having a hydroxyl group is the commonest compound. As a catalyst for the ring-opening polymerization of an alkylene oxide, an alkali catalyst such as an alkali metal hydroxide is widely employed. The alkali catalyst reacts with a hydroxyl group of the initiator or with a hydroxyl group formed afresh by a reaction of an alkylene oxide, to form an alkali metal alkoxide, and this alkali metal ion is believed to serve as a catalyst.
A polyoxyalkylene compound obtainable by ring-opening polymerization of an alkylene oxide to an initiator having an organopolysiloxane structure or to an initiator having a fluorinated hydrocarbon group, is useful as a starting material for various synthetic resins, as a modifier or as an additive, and it is expected to provide such characteristics as improvement of weather resistance or water resistance, a tack-reducing effect or improvement of self-releasing properties. However, when such a highly hydrophobic initiator is used, the ring-opening addition reaction of an alkylene oxide to the active hydrogen-containing functional group of the initiator tends to be remarkably disadvantageous with the conventional alkali catalyst.
When an alkali catalyst is added to a highly hydrophobic initiator, the compatibility of the initiator and the alkali catalyst is poor, and the two do not easily react to each other. Therefore, the hydroxyl group of the initiator tends to be hardly converted to an alkali metal alkoxide, and an alkylene oxide is hardly reactive to such a hydroxyl group. Therefore, the alkali catalyst itself such as the alkali metal hydroxide or the existing water is likely to act as an initiator, whereby it happens that a polyoxyalkylene glycol which is not bonded to the highly hydrophobic initiator, will form as a by-product. Further, there is a problem that if the temperature in the system is brought to a high level of at least 100.degree. C. in the presence of an alkali metal hydroxide, a decomposition reaction of the organopolysiloxane is likely to occur. Further, there is a compound instable to an alkali catalyst, such as a partially fluorinated alkanol.
It is known to use an acid catalyst such as boron trifluoride instead of the alkali catalyst. However, use of an acid catalyst has a problem such that a homopolymer of the alkylene oxide is likely to be formed as a byproduct, and it is difficult to obtain a polyoxyalkylene compound of a high molecular weight.
DISCLOSURE OF THE INVENTION
The present invention has an object of producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide to such a highly hydrophobic initiator as mentioned above.
The present invention is the following invention relating to a process for producing a polyoxyalkylene compound by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex, to an initiator composed of an organopolysiloxane compound or a fluorine-containing compound having a fluorinated hydrocarbon group:
A process for producing a polyoxyalkylene compound, characterized in that the polyoxyalkylene compound is produced by ring-opening polymerization of an alkylene oxide, in the presence of a plural metal cyanide complex catalyst, to an initiator selected from an organopolysiloxane compound having an active hydrogen-containing function
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Patent Abstracts of Japan, vol. 11, No. 96, (C-412) [2543], Mar. 26, 1987, & JP-A-61-247737, Nov. 5, 1986, N. Nakasugi, et al., "Production of Modified Silicone Diol".
Journal of Polymer Science, Polymer Chemistry Edition, vol. 19, Nov., 1981, pp. 2977-2985, S. Hayase, et al., "Polymerization of Cyclohexene Oxide with Aluminum Complex-Silanol Catalysts. Part III".
Patent Abstracts of Japan, vol. 14, No. 47, (C-682) [3990], Jan. 29, 1990, & JP-A-1-278529, Nov. 8, 1989, T. Endo, et al., "Ring-Opening of Heterocyclic Compound and Polymerization Thereof".
Kozawa Shigeyuki
Takeyasu Hiromitsu
Watabe Takashi
Asahi Glass Company Ltd.
Sergent Rabon
Welsh Maurice J.
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