Cycloolefin polymers

• US 5,610,253 A
• Filed: 07/11/1995
• Issued: 03/11/1997
• Est. Priority Date: 07/13/1994
• Status: Expired due to Fees

• Current Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Original Assignee: Hoechst Aktiengesellschaft (Sanofi )
• Inventors: Hatke, Wilfried, Osan, Frank
• Primary Examiner(s): Zitomer, Fred
• Application Number:
  US08/501,263
• Time in Patent Office: 609 Days
• Field of Search: 526/283, 526/308, 526/160, 526/281, 526/943
• US Class Current: 526/281
• CPC Class Codes: C08F 232/00 Copolymers of cyclic compounds containing no unsaturated aliphatic radicals in a side chain, and having one or more carbon-to-carbon double bonds in a carbocyclic ring system
• CPC Class Codes: C08F 290/04 Polymers provided for in subclasses C08C or C08F
• CPC Class Codes: C08F 293/00 Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule on to polymers modified by introduction of unsaturated end groups C08F290/02
• CPC Class Codes: Y10S 526/943 Polymerization with metallocene catalysts

Abstract

The present invention relates to a cycloolefin polymer having a solution viscosity <0.25 dl/g, comprising polymerized units of at least one cycloolefin and, if desired, polymerized units of one or more acyclic olefins, wherein the cycloolefin polymer has at one or both ends an olefinically unsaturated group having at least 3 carbon atoms.

Claims

1. A cycloolefin polymer having a solution viscosity <

0.25 dl/g (at 135°

C. in decalin in accordance with DIN 53

     728) comprising 0.1-100% by weight, based on the total mass of the cycloolefin polymer of polymerized units of at least one polycyclic olefin of the formula II, III, IV, V, VI or VII. ##STR7## where R⁴, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰ and R¹¹ are identical or different and are each a hydrogen atom or a C₁ -C₃₀ -hydrocarbon radical or two or more radicals R⁴ to R¹¹ are joined cyclically, with identical radicals in the various formulae being able to have a different meaning,

from 0 to 45% by weight, based en the total mass of the cycloolefin polymer, of polymerized units of at least one monocyclic olefin of the formula VIII ##STR8## where n is a number from 2 to 10,

from 5 to 80% by weight, based on the total mass of the cycloolefin polymer, of polymerized units of an acyclic olefin of the formula IX ##STR9## where R¹², R¹³, R¹⁴, R¹⁵ are identical or different and are each a hydrogen atom or a C₁ -C₈ -alkyl or a C₆ -C₁₄ -aryl, wherein the cycloolefin polymer has at one or both ends an olefinically unsaturated group having at least three carbon atoms and wherein the olefinically unsaturated group is produced from an olefin that is different from the cycloolefins of the formulae II-VIII and the acyclic olefins of the formula IX and has the formula I ##STR10## where any of R¹, R², R³ can be a hydrogen, except that each of R¹, R², R³ cannot simultaneously be hydrogen, or R¹, R², R³ are identical or different and are each a C₁ -C₁₆ -alkyl, a C₁ -C₁₆ -aryl, a C₁ -C₁₆ -alkenyl, a C₁ -C₁₆ -haloalkyl or a C₁ -C₁₆ -haloaryl.

2. A cycloolefin polymer as claimed in claim 1, wherein the cycloolefin is nonbornene or tetracyclododecene and the acyclic olefin is ethylene.

3. A functionalized cycloolefin polymer having a solution viscosity <

0.25 dl/g (at 135°

C. in decalin in accordance with DIN 53

     728) and comprising the cycloolefin polymer as claimed in claim 1, wherein the cycloolefin polymer bears at one or both ends a terminal functional group which is different from the olefinically unsaturated end group, and which has the formula X ##STR11## where R¹⁶ and R¹⁷ are identical or different and are each a hydrogen atom, an aliphatic or aromatic C₁ -C₃₀ -hydrocarbon, a carboxylic acid anhydride, a silyl or siloxane, an oxygen atom, I, Br, CN, Cl, F, OH, OR'"'"', OCOR'"'"', COOH, COR, COOR'"'"', NH₂, NHR'"'"', NR'"'"'₂, SOH, SO₂ H, SO₃ H, SOR'"'"', SO₂ R'"'"' or SO₃ R'"'"', with R'"'"' being an aliphatic or aromatic C₁ -C₂₀ -hydrocarbon radical,

and

Y is a group ##STR12## where R¹⁸, R¹⁹ and R²⁰ are identical or different and are each a hydrogen atom, an aliphatic or aromatic C₁ -C₃₀ -hydrocarbon radical, a carboxylic acid anhydride, a silyl or siloxane radical, an oxygen atom, I, Br, CN, Cl, F, OH, OR", OCOR", COOH, COOR", NH₂, NHR", NR"₂, SOH, SO₂ H, SO₃ H, SOR", SO₂ R" or SO₃ R", with R" being an aliphatic or aromatic C₁ -C₂₀ -hydrocarbon radical, or the two radicals R¹⁶ and R¹⁸ are replaced by an oxygen atom so that an epoxide is present.

4. A block copolymer comprising blocks of at least one functionalized cycloolefin polymer as claimed in claim 3.

5. A graft copolymer comprising blocks of at least one functionalized cycloolefin polymer as claimed in claim 3.