Source: https://patents.google.com/patent/US4511629?oq=5958006
Timestamp: 2018-02-18 22:32:25
Document Index: 230106010

Matched Legal Cases: ['arts 2', 'arts 1', 'arts 1', 'arts 2', 'arts 1', 'arts 2', 'arts 2', 'arts 2']

US4511629A - Magnetic recording medium - Google Patents
US4511629A
US4511629A US06463419 US46341983A US4511629A US 4511629 A US4511629 A US 4511629A US 06463419 US06463419 US 06463419 US 46341983 A US46341983 A US 46341983A US 4511629 A US4511629 A US 4511629A
US06463419
Ryozo Konno
Makio Sugai
Masaharu Nishimatsu
TOYO INK Manufacturing Co Ltd A CORP OF JAPAN
The radiation-curable, unsaturated polyester resin is made in the usual manner from at least one type each of polybasic acid and polyhydric alcohol ingredients with the addition of maleic acid, fumaric acid, or the like. In the presence of a catalyst the starting material mixture is allowed to react for dehydration or dealcoholation in a nitrogen atmosphere at a temperature in the range of 180°-200° C., and, following the conclusion of the reaction, the temperature is raised to 240°-280° C., and then condensation is effected under reduced pressure of 0.5-1.0 mmHg to obtain the objective polyester resin. The content of maleic, fumaric, or other acid in the starting mixture is in the range of 1-40 mol %, preferably in the range of 10-30 mol %, in the total acid amount for the facility of crosslinking and for desirable radiation curability during the course of manufacture of the magnetic recording medium.
One hundred parts of a copolymer of vinyl chloride, vinyl acetate, and vinyl alcohol at a ratio of 93:2:5 wt. %, having a molecular weight of 18000, is dissolved with heat in a mixed solvent consisting of 238 parts toluene and 95 parts cyclohexanone. The resulting solution is heated to 80° C., 7.5 parts toluene diisocyanate (TDI) adduct to be described later is added, and after the further addition of 0.002 part each tin octylate and hydroquinone the mixture is allowed to react in an N2 stream at 82° C. until an isocyanate (NCO) reaction rate of 90% or over is reached. Following the conclusion of the reaction, the resultant is cooled and diluted with 38 parts methyl ethyl ketone. The composition thus obtained is referred to herein as Resin (a). The molecular weight of this resin is 19,200.
In a four-necked flask having a capacity of one liter 348 parts tolylene diisocyanate is heated to 80° C. in an N2 stream. To this isocyanate are added 260 parts 2-hydrooxyethyl methacrylate (2HEMA), 0.07 part tin octylate, and 0.05 part hydroquinone dropwise while controlling the reactor temperature within the range of 80°-85° C. After the addition the mixture is stirred at 80° C. for 3 hours to conclude the reaction. Following the conclusion of the reaction, the product is taken out and cooled to obtain a 2HEMA adduct of TDI as a white paste.
One hundred parts saturated polyester resin (a product of Dynamit Nobel AG marketed under the trade designation "L-411") is dissolved with heat in 116 parts each toluene and methyl ethyl ketone. The temperature of the solution is raised to 80° C. Next, 2.84 parts isophorone diisocyanate adduct synthesized generally in conformity with the synthesis example (a) and then 0.006 part each tin octylate and hydroquinone are added. The mixture is allowed to react at 80° C. in an N2 stream to an NCO reaction rate of at least 90%.
A reactor is charged with 291.2 parts each dimethyl terephthalate and dimethyl isophthalate, 64.8 parts dimethyl maleate, 251.2 parts ethylene glycol, 364.8 parts 1,4-butanediol, 81.2 parts 1,3-butanediol, and 4.0 parts tetra-n-butyl titanate. In an N2 stream the charge is allowed to react at 180° C. for removal of methanol. Next, the temperature is increased to 240° C.-260° C., and a condensation reaction is effected under a reduced pressure of 0.5-1 mmHg to yield a linear unsaturated polyester resin with a molecular weight of 8000.
A reactor is charged with 250 parts "NIAX Polyol PCP-0200" (a polycaprolactone marketed by Chisso Corp.), 122.2 parts 2-hydroxyethyl methacrylate, 0.024 part hydroquinone, and 0.033 part tin octylate. The charge is dissolved by heating to 80° C., and 163.6 parts TDI is added dropwise while cooling the reactor so that the temperature inside is within the range of 80°-90° C. After the dropping, the charge is allowed to react at 80° C. until an NCO reaction rate of over 95% is attained. The resin composition so obtained is herein called Resin (d). This resin has a molecular weight of 1140.
Into a reactor are placed 148 parts phthalic anhydride, 65 parts 1,3-butanediol, 30 parts ethylene glycol, and 2.5 parts p-toluenesulfonic acid. In a stream of N2, an esterifying reaction of the charge is carried out at 150° C. for one hour and then at 180° C. for 5 hours. The product is cooled to 100° C. and, after the addition of 0.3 part hydroquinone and 28 parts acrylic acid, further esterification of the mixture is effected for 15 hours. An oligoester acrylate (e) having a molecular weight of 2000 is obtained.
A reactor is charged with 250 parts "Adeka Polyether P-1000" (a polyether made by Asahi Denka Kogyo), 65 parts 2-hydroxyethyl methacrylate, 0.013 part hydroquinone, and 0.017 part tin octylate. The mixture is dissolved by heating to 80° C., and 87.0 parts TDI is added dropwise while the reactor is being cooled to the range of 80°-90° C. After the addition, the mixture is allowed to react until an NCO reaction rate of 95% or more is achieved. The resin composition is herein referred to as Resin (f). The molecular weight of the resin is 1610.
One hundred parts butyral resin (a copolymer composed of butyral/acetal/vinyl alcohol groups at a rate of 42/20/35 wt. % and having a molecular weight of 33800) is dissolved with heat in 200 parts each toluene and methyl isobutyl ketone. The temperature is raised to 80° C., and the same TDI adduct as used in the synthesis example (a) (12.8 parts) is added, followed by the further addition of 0.026 part tin octylate and 0.002 part hydroquinone. The whole mixture is caused to react at 80° C. in an N2 gas stream to an NCO reaction rate of 90% or over.
Twenty parts glycidyl methacrylate, 30 parts butyl acrylate, and 37.5 parts each toluene and methyl isobutyl ketone are placed in a reactor and heated to 80° C. Next, 60 parts glycidyl methacrylate, 90 parts butyl acrylate, 6 parts benzoyl peroxide, and 112.5 parts each toluene and methyl isobutyl ketone are added dropwise. The whole mixture is allowed to react at 80°-90° C. for 4 hours. After the addition of 1.25 parts triethanolamine and 0.5 part hydroquinone for dissolution, 40 parts acrylic acid is dropped. The mixture is reacted at the same temperature until an acid value of 5 or less is reached. The resin composition thus obtained is herein called Resin (h). Its molecular weight is 30000.
Ten parts 2-hydroxyethyl methacrylate, 40 parts butyl acrylate, and 37.5 parts each toluene and methyl isobutyl ketone are charged into a reactor and heated to 80° C. Then 30 parts 2-hydroxyethyl methacrylate, 120 parts butyl acrylate, and 8 parts benzoyl peroxide as a polymerization initiator are dissolved in 112.5 parts each toluene and methyl isobutyl ketone, and the resultant solution is added dropwise to the above mixture. The whole mixture is allowed to react at 80°-90° C. for 4 hours. To 330 parts of the reaction product is added 57 parts TDI adduct of the synthesis example (a). The mixture is further reacted at 80° C. in the presence of 0.012 part each tin octylate and hydroquinone until an NCO reaction rate of at least 90% is reached. The resin composition is designated (i). The molecular weight of this resin is 20,000.
Two hundred parts "Epikote 828" (an epoxy resin marketed by Shell Chemical) is dissolved with heat in 25 parts each toluene and methyl ethyl ketone. After the addition of 2.7 parts N,N-dimethylbenzylamine and 1.4 parts hydroquinone, the mixture is heated to 80° C., 69 parts acrylic acid is added dropwise, and the whole mixture is caused to react at 80° C. to an acid value of not more than 5. The resin composition thus obtained is designated (j). It has a molecular weight of 560.
was mixed and dissolved. After the addition of four parts "Coronate L" (a polyisocyanate compound marketed by Nippon Polyurethane) as a crosslinking agent, the resultant coating material was applied on a base and thermally cured at 60° C. for 48 hours. Then, following the procedure of Example 1, a video tape (Specimen E) was obtained.
was mixed up on a ball mill for 48 hours, and 4 parts of Nippon Polyurethane's "Coronate L" was added. This coating material was applied as a top coat or directly on the base. After the magnetic field orientation of the magnetic particles, drying, and surface smoothening, the cost was thermally cured at 60° C. for 48 hours. The video tapes thus obtained are herein referred to Specimens #6-10 and F to J.
1. A magnetic recording medium comprising a polyester base, a magnetic coating layer, and a non-magnetic undercoat between said base and said magnetic coating layer, said undercoat comprising a radiation curable coating material which contains at least two types of compounds selected from the group consisting of:
(A) compounds having a molecular weight of at least 5000 and at least two double bonds of a type selected from the group consisting of acrylic, allylic, and maleic double bonds;
(B) compounds having a molecular weight of at least 400 but less than 5000 and at least one double bond of a type selected from the group consisting of acrylic, allylic and maleic double bonds; and
(C) compounds having a molecular weight of less than 400 and at least one double bond selected from the group consisting of acrylic, allylic, maleic and styrenic double bonds.
2. A magnetic recording medium according to claim 1, wherein said compound (A) has a molecular weight of at least 8000 and said compound (B) has a molecular weight within the range of 600 to 3000.
US06463419 1982-02-05 1983-02-03 Magnetic recording medium Expired - Lifetime US4511629A (en)
JP57-16302 1982-02-05
JP1630282A JPH0130221B2 (en) 1982-02-05 1982-02-05
JP57-16301 1982-02-05
JP1630182A JPS58146023A (en) 1982-02-05 1982-02-05 Magnetic recording medium
US4511629A true US4511629A (en) 1985-04-16
ID=26352611
US06463419 Expired - Lifetime US4511629A (en) 1982-02-05 1983-02-03 Magnetic recording medium
US (1) US4511629A (en)
DE (1) DE3303805C2 (en)
GB (1) GB2116075B (en)
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Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:KONNO, RYOZO;SUGAI, MAKIO;KUBOTA, YUICHI;AND OTHERS;REEL/FRAME:004092/0665;SIGNING DATES FROM 19830112 TO 19830114
Owner name: TOYO INK MFG. CO., LTD., 3-13, KYOBASHI 2-CHOME, C