Patent US4908420A successfully refreshed from Google Patents.
US4908420A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for preparing resin having light color
Assignee: Eneos Corp
•
Filing: 1989-07-21
•
Granted: 1990-03-13
•
Expires: 2009-07-21
Abstract
Abstract A method for preparing a resin having light color comprises the steps of: hydrogenating a compound represented by the formula (1) ##STR1## wherein l, m and n are integers of 0≦l≦3, 0≦m≦8 and l≦n≦3, respectively, and R 1 and R 6 each represent a hydrogen atom or a hydrocarbon residue having 1 to 3 carbon atoms, with or without R 5 and R 6 forming a ring, in the presence of a Ziegler catalyst containing a transition metal compound of the groups IV to VI of the Periodic Table and an organometallic compound of the groups I to III of the Periodic Table in combination to obtain a norbornene compound represented by the formula (2) ##STR2## wherein l, m, n and R 1 and R 6 are the same as above; and polymerizing the norbornene compound to give the resin having light color.
Inventors
- 👤 Makoto Sasaki
- 👤 Yukio Kobayashi
- 👤 Shozo Tsuchiya
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 18:47
CPC Classifications
C; C08; C08G; C08G61/00; C08G61/02; C08G61/04; C08G61/06; C08G61/08; C07; C07C; C07C5/00; C07C5/02; C07C5/03; C07C5/05; C08F; C08F32/00; C08F32/08; C07C2531/00; C07C2531/02
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
144 words
A method for preparing a resin having light color comprising the steps of: hydrogenating a compound represented by the formula (1) ##STR8## wherein l, m and n are integers of 0≦l≦3, 0≦m ≦8 and 1≦n≦3, respectively, and R 1 to R 6 each represent a hydrogen atom or a hydrocarbon residue having 1 to 3 carbon atoms, with or without R 5 and R 6 forming a ring, in the presence of a Ziegler catalyst containing a transition metal compound of the groups IV to VI of the Periodic Table and an organometallic compound of the groups I to III of the Periodic Table in combination to obtain a norbornene compound represented by the formula (2) ##STR9## wherein l , m, n and R 1 to R 6 are the same as above; polymerizing the norbornene compound to give said resin having light color.
Claim 2
Independent Claim
144 words
A method for preparing a resin having light color comprising the steps of: hydrogenating a compound represented by the formula (1) ##STR8## wherein l, m and n are integers of 0≦l≦3, 0≦m ≦8 and 1≦n≦3, respectively, and R 1 to R 6 each represent a hydrogen atom or a hydrocarbon residue having 1 to 3 carbon atoms, with or without R 5 and R 6 forming a ring, in the presence of a Ziegler catalyst containing a transition metal compound of the groups IV to VI of the Periodic Table and an organometallic compound of the groups I to III of the Periodic Table in combination to obtain a norbornene compound represented by the formula (2) ##STR9## wherein l , m, n and R 1 to R 6 are the same as above; polymerizing the norbornene compound to give said resin having light color.
Claim 3
Dependent Claim
165 words
The method according to claim 1 wherein the compound represented by the formula (1) is selected from the group consisting of dicyclopentadiene, tricyclopentadiene, tetracyclopentadiene, 5-vinylbicyclo[2. 2. 1,]hept-2-ene, -vinyl-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-propenylbicyclo[2. 2. 1]hept-2-ene, 2-propenyl-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-isopropenylbicyclo[2. 2. 1]hept-2-ene, 2-isopropenyl-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-methyl-6-vinylbicyclo[2. 2. ]hept-2-ene, 2-methyl-3-vinyl-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-(1-butenyl)-bicyclo[2. 2. 1]hept-2-ene, 2-(1-butenyl)-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-(2-butenyl)-bicyclo[2. 2. 1]hept-2-ene, 2-(2-butenyl)-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 5-methyl-6-propenylbicyclo[2. 2. 1]hept-2-ene, 2-methyl-3-propenyl-1, 4, 5, 8-dimethano-1, 2, 3, 4, 4a, 5, 8, 8a-octahydronaphthalene, 1, 4-methano-1, 4, 4a, 7, 8, 8a-hexahydronaphthalene, 1, 4-methano-1, 4, 4a, 5, 8, 8a-hexahydronaphthalene, 1, 4, 5, 10-dimethano-1, 4, 4a, 5, 5a, 8, 9, 9a, 10, 10a-decahydroanthracene, 1, 4, 5, 10-dimetahano-1, 4, 4a, 5, 5a, 6, 9, 9a, 10, 10a-decahydroanthracene and mixtures thereof.
Claim 4
Dependent Claim
56 words
The method according to claim 1 wherein said transition metal compound has the formula M(OR).sub.n X.sub.z-n wherein M stands for a transition metal, R an aliphatic or alicyclic hydrocarbon residue having 1 to 6 carbon atoms, X a halogen atom, n an integer of from 0 to 4 and Z the number of valency for M.
Claim 5
Dependent Claim
107 words
The method according to claim 1 wherein said organometallic compound is selected from the group consisting of methyl lithium, ethyl lithium, n-propyl lithium, n-butyl lithium, sec-butyl lithium, cyclohexyl lithium, phenyl lithium, benzyl lithium, phenyl sodium, benzyl sodium, naphthalene sodium, triphenyl methyl sodium, phenyl potassium, butadiene potassium, styrene potassium, naphthalene potassium, methylmagnesium chloride, ethylmagnesium bromide, n-butylmagnesium chloride, butylmagnesium iodide, phenylmagnesium chloride, vinylmagnesium chloride, allylmagnesium chloride, diethyl magnesium, dibutyl magnesium, methylzinc iodide, ethylzinc iodide, n-propylzinc iodide, dimethyl zinc, diethyl zinc, dibutyl zinc, dimethyl cadmium, diethyl cadmium, dibutyl cadmium, diphenyl cadmium, trimethyl aluminum, triethyl aluminum, triisobutyl aluminum, tricyclohexyl aluminum, diethylaluminum chloride, ethylaluminum sesquichloride, ethylaluminum dichloride, diethylethoxy aluminum and mixtures thereof.
Claim 6
Dependent Claim
32 words
The method according to claim 1 wherein a molar ratio of said transition metal compound to the compound represented by the formula (1) is in the range of from 0.0001:1 to 0.005:1.
Claim 7
Dependent Claim
27 words
The method according to claim 1 wherein a molar ratio of said transition metal compound to said organometallic compound is in a ratio of 1:3 to 1:100.
Claim 8
Dependent Claim
33 words
The method according to claim 1 wherein said hydrogenation is carried out under a hydrogen pressure of 0 100 to kg/cm 2 G and at a reaction temperature of -30° to 200° C.
Claim 9
Dependent Claim
24 words
The method according to claim 1 wherein said norbornene compound represented by the formula (2) is polymerized in the presence of a Friedel-Crafts catalyst.
Claim 10
Dependent Claim
30 words
The method according to claim 1 wherein a catalyst is employed in an amount of 0.01 to 10 mol % based on said norbornene compound represented by the formula (2).
Claim 11
Dependent Claim
23 words
The method according to claim 1 wherein said polymerization is carried out at -100° to 150° C. for 30 minutes to ten hours.
Claim 12
Dependent Claim
20 words
The method according to claim 1 wherein said norbornene compound represented by the formula (2) is co-polymerized with other olefins.
Claim 13
Dependent Claim
46 words
The method according to claim 11 wherein not more than 20 parts by weight of said other olefins selected from the group consisting of diolefins, mixed olefins and mixtures thereof are co-polymerized with 100 parts by weight of said norbornene compounds represented by the formula (2).
Claim 14
Dependent Claim
25 words
The method according to claim 12 wherein said diolefins are selected from the group consisting of butadiene, isoprene, piperylene, vinylcyclohexene, pinene, dicyclopentadiene and mixtures thereof.
Claim 15
Dependent Claim
30 words
The method according to claim 12 wherein said mixed olefins are selected from the group consisting of C 5 and C 9 fractions obtained from naphtha cracking, and mixtures thereof.
Claim 16
Dependent Claim
32 words
The method according to claim 11 wherein not more than 200 parts by weight of monoolefins are co-polymerized with 100 parts by weight of said norbornene compound represented by the formula (2).
Claim 17
Dependent Claim
28 words
The method according to claim 15 wherein said monoolefins are selected from the group consisting of butene, pentene, hexene, heptene, octene, cyclohexene, styrene, α-methylstyrene, indene and mixtures thereof.
Claim 18
Dependent Claim
33 words
The method according to claim 1 wherein said resin has a softening point of 30° to 180° C., molecular weight of 300 to 5000 and a bromine value of not higher than 15.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-03-12 | 1993-09-11 | 1994-03-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-12 | 1997-09-11 | 1998-03-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-12 | 2001-09-11 | 2002-03-13 | $7700.00 | Window Closed / Lapsed |