Fluorine-containing resin composition

Details Fluorine-containing resin composition Fluorine-containing resin composition

1998-09-23

2001-05-01

Hoke, Veronica P. (Department: 1714)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Processes of preparing a desired or intentional composition...

C524S082000, C524S084000, C524S111000, C524S116000, C524S154000, C524S178000, C524S393000, C524S462000, C524S463000, C524S544000

Reexamination Certificate

active

06225382

ABSTRACT:

The present invention relates to a fluorine-containing resin composition having processability improved without impairing excellent physical properties of a polymer having a fluorine-containing alicyclic structure.
Heretofore, a polymer having fluorine-containing alicyclic structure is used, for example, for a protecting film for electronic parts including semiconductors, for a water-repellent film for ink jet printer heads or for a water and oil proof coat for filters.
This polymer has been used alone, but some attempts have been made to impart new functions by incorporating various additives, modifiers, etc. However, the polymer having a fluorine-containing alicyclic structure has no polar group, whereby solubility of various low molecular weight compounds therein is low, and it frequently occurs that an additive will not be uniformly dissolved or mixed, whereby excellent properties such as electrical properties, mechanical properties, surface properties and transparency, which the polymer originally has, tend to be impaired.
It is an object of the present invention to provide a fluorine-containing resin composition having a new function imparted without impairing excellent properties such as electrical properties, mechanical properties, surface properties and transparency, of the polymer having a fluorine-containing alicyclic structure.
The present invention provides a fluorine-containing resin composition comprising at least one fluorine-containing polycyclic compound (A) selected from the group consisting of the following compounds (A1), (A2) and (A3), and a polymer (B) having a fluorine-containing alicyclic structure:
(A1) a fluorine-containing non-condensed polycyclic compound having at least two fluorine-containing rings bonded by a bond containing at least one member selected from the group consisting of a triazine ring, an oxygen atom, a sulfur atom, a phosphorus atom and a metal atom, each of said fluorine-containing rings being a carbon ring or a heterocyclic ring, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group;
(A2) a fluorine-containing non-condensed polycyclic compound having at least three fluorine-containing rings bonded directly or by a bond containing a carbon atom, each of said fluorine-containing rings being a carbon ring or a heterocyclic ring, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group;
(A3) a fluorine-containing condensed polycyclic compound which is a condensed polycyclic compound composed of at least three carbon rings or heterocyclic rings, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group.
In the present invention, the fluorine-containing polycyclic compound (hereinafter referred to as the compound (A)) may be one member selected from the group consisting of the above compounds (A1), (A2) and (A3) or may be a combination of at least two members selected from the same group.
The compound (A) is preferably a compound having a structure wherein a hydrogen atom in a C-H bond in the compound is substituted by a fluorine atom or a fluorine-containing group, more preferably a compound having a structure wherein all hydrogen atoms in the compound are substituted by fluorine atoms or fluorine-containing groups. Unless the purpose of the present invention is not impaired, part of fluorine atoms in the compound (A) may be substituted by one or two chlorine or bromine atoms. The number average molecular weight of the compound (A) is preferably from 3×10
2
to 2×10
3
, more preferably from 3×10
2
to 1×10
3
.
With a view to increasing compatibility with the polymer (B) having a fluorine-containing alicyclic structure (hereinafter referred to as the polymer (B)), the compound (A) contains a fluorine-containing group.
In the present invention, the fluorine-containing ring is a carbon ring or a heterocyclic ring, of which some or all of hydrogen atoms are substituted by a fluorine atom or a fluorine-containing group, and it is a ring other than a condensed ring. The carbon ring and the heterocyclic ring are preferably selected from at least 4-membered rings, and they are more preferably 4- to 6-membered rings. The atoms constituting the heterocyclic ring are preferably selected from a carbon atom, a nitrogen atom, an oxygen atom, a sulfur atom and a phosphorus atom.
The carbon ring may, for example, be a cyclic saturated hydrocarbon ring such as a cyclopentane ring or a cyclohexane ring; an. aromatic hydrocarbon ring such as a benzene ring or a ring having one or two hydrogen atoms in a benzene ring substituted by a methyl group; or a cyclic unsaturated hydrocarbon ring other than an aromatic hydrocarbon ring, such as a cyclopentene ring or a cyclohexene ring.
The heterocyclic ring may, for example, be a heterocyclic ring containing one type of a hetero atom, such as a thiophene ring, a furan ring, a pyridine ring, a triazine ring or a triazole ring, or a heterocyclic ring containing two types of hetero atoms such as an isothiazole ring.
A preferred fluorine-containing ring is a fluorine-containing aromatic hydrocarbon ring, and a more preferred fluorine-containing ring is a perfluoroaromatic hydrocarbon ring. As the aromatic hydrocarbon ring, a benzene ring is preferred.
In the present invention, the fluorine-containing non-condensed polycyclic compound is a compound wherein two or more fluorine-containing rings are bonded without co-owning two or more atoms. Here, the term “bonded without co-owning two or more atoms” means that the fluorine-containing rings are bonded with one atom co-owned by them, or the fluorine-containing rings are directly bonded or indirectly bonded. Here, the term “the fluorine-containing rings are indirectly bonded” means that the fluorine-containing rings are bonded via at least one atom.
In a case where two fluorine-containing rings are bonded, such a bond is a bond containing at least one member selected from the group consisting of a triazine ring, oxygen, sulfur, phosphorus and metal. In a case where three or more fluorine-containing rings are bonded, such a bond is a bond containing at least one member selected from the group consisting of a triazine ring, oxygen, sulfur, phosphorus and metal, direct bonding of three or more fluorine-containing rings, or a bond containing carbon.
The metal atom is preferably a bivalent to tetravalent metal atom selected from the group consisting of Zn, Sn, Pb, Ge, Si, Ti, Hg, Cl, As, Se Te and Cd. A more preferred metal is Sn, since it presents a fluorine-containing non-condensed polycyclic compound having good thermal stability and chemical stability.
As a fluorine-containing non-condensed polycyclic compound having at least two fluorine-containing rings bonded by a bond containing a triazine ring, a fluorine-containing aromatic triazine compound of the following formula 1, 2 or 3, is preferred. In this specification, &PHgr;
g
(wherein g is an integer of from 1 to 6) represents a residue having g fluorine atoms removed from perfluorobenzene. In a case where fluorine atoms still remain after removing g fluorine atoms, it may have a structure having some or all of such fluorine atoms substituted by a fluorine-containing group.
The fluorine-containing group in the compound (b) is preferably a C
1-20
perfluorohydrocarbon group such as a C
1-20
perfluoroalkyl group.
As a fluorine-containing non-condensed polycyclic compound having at least two fluorine-containing rings bonded by a bond containing a sulfur atom, a fluorine-containing aromatic sulfur-containing compound of the following formula 4 or 5 is preferred.
As a fluorine-containing non-condensed polycyclic compound having at least two fluorine-containing rings bonded by a bond containing a phosphorus atom, a compound represented by (&PHgr;
1
)
3
-P or a compound having rings bonded by a bond containing a phosphazatriene ring, represented by the following formula 6, is preferred.
As a fluorine-containing non-condensed polycyclic compound having at l

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