JP2000192394A - Paper containing bisbenzoxazinone compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To suppress the reduction of whiteness of a paper substrate against a light to aim at the improvement of light its fastness by adding a specific bisbenzoxazinone compound in a pulp or on the pulp. SOLUTION: This paper containing bisbenzoxazinone compound is obtained by adding the bisbenzoxazinone compound expressed by the formula (R is H, OH, carboxyl, a halogen, nitro and each 1-30C alkyl, alkoxy, acyl, acyloxy or alkoxycarbonyl; X is a divalent group or a direct bond) in or on a raw material pulp in 0.01-50%, preferably 0.1-10 wt.%.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to paper having improved light fastness.

[0002]

2. Description of the Related Art Paper is made by mechanically or chemically treating wood and other plant raw materials to produce mechanical pulp, chemical pulp,
Pulp such as semi-chemical pulp, waste paper pulp, hemp pulp, linter pulp and the like is manufactured, and is manufactured by making paper. In the papermaking process, the pulp is beaten alone or appropriately mixed, and a preparation process in which a sizing agent, a filler and other chemicals are added,
Papermaking, dewatering, drying, and polishing are performed by various papermaking machines, and there are processing and finishing steps in which a paint is applied to the surface of the paper according to the purpose of the paper.Through these processes, paper having desired physical properties is obtained. Manufactured.

[0003] Among the various physical properties required for paper, whiteness is poor if unbleached pulp is made as it is, and if necessary, chlorine, hypochlorite, chlorine dioxide, hydrogen peroxide, etc. The pulp is bleached by oxidative bleaching using oxygen or the like or reductive bleaching using hydrosulfite, sulfite, or the like. However, although the paper obtained in this way has a predetermined whiteness immediately after production, it has a drawback that when exposed to light including ultraviolet rays such as sunlight, a significant color change occurs.
It is said that such color change due to light is caused by the decomposition of lignin contained in pulp, and occurs regardless of the type of pulp or the presence or absence of bleaching.

Particularly, in recent years, the use of so-called high-yield pulp having a high pulp yield for the purpose of effective use of wood resources and reduction of waste has been increasing. The color change due to light is large due to the high content of pulp, not only when using high yield pulp alone,
There was also a major problem when using this mixed with chemical pulp.

Conventional methods for preventing pulp from yellowing include Tapp
i Journal, 49 (7), 281 (1966) and Tappi Journal, 65 (1
1), 117 (1987), Tappi Journal, 74 (12), 127 (199
As reported in 1) and the like, reduction treatment of α-carbonyl group in lignin using sodium borohydride, 1
-Prevention and decomposition of colored compounds using low molecular weight mercapto compounds such as thioglycol, acetylation of phenolic hydroxyl groups in lignin with acetic anhydride, methyl etherification with diazomethane or dimethyl sulfate, etc. However, none of these methods can effectively prevent yellowing, and the workability and economic efficiency are not satisfactory.

[0006] In addition to the above, ascorbic acid (Tappi Journal, 52 (6), 1070 (196)
9) etc.), thiourea compounds (JP-A-2-200895, etc.), acetoveratron, sodium formate, mercaptobenzoic acid, 3,4,6-triphenyltriazine, polyethylene glycol (Mokuzai Gakkaishi, 24 ( 8), 587 (197
8)), radical scavengers such as benzophenone, phenylacetone, benzylideneacetone, and 2,4,6-triphenylphenol; and inorganic fillers that block ultraviolet rays such as titanium oxide, zinc oxide, and calcium carbonate (Tappi Journal, 7
2 (12), 181 (1989), JP-A-3-59194, etc.), UV absorbers (Paper Trade Journal, 121 (23),
219 (1945)), or a pigment having a whitening property. Among these, the use of benzophenone-based or benzotriazole-based ultraviolet absorbers is being studied, but all are costly and have the harmful effect of discoloring the compound itself and promoting yellowing by being decomposed by ultraviolet rays. It has not been converted. In addition, other chemicals also have insufficient yellowing prevention effects.

[0007]

SUMMARY OF THE INVENTION Accordingly, an object of the present invention is to provide a paper in which deterioration due to light, particularly yellowing, is prevented.

[0008]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the above problems, and as a result, by containing a bisbenzoxazinone compound represented by the following general formula (1): It has been found that yellowing of paper due to light, especially paper containing high yield pulp, can be prevented.

[0009]

Embedded image (1) However, R is a hydrogen atom, a hydroxyl group, a carboxyl group, a halogen atom, a nitro group, each of which is an alkyl group having 1 to 30 carbon atoms, an alkoxy group, an acyl group, an acyloxy group,
It represents any of the alkoxycarbonyl groups, and among them, a hydrogen atom, an acyloxy group such as acetoxy, and a halogen atom are preferable. The acyloxy group and the like preferably have 1 to 4 carbon atoms, and examples of the halogen atom include chlorine, fluorine and bromine. X represents a divalent group or a direct bond, and among them, a divalent aromatic such as phenylene, naphthylene, and biphenylene is preferable.

The reason why the yellowing of paper can be prevented by containing the bisbenzoxazinone compound represented by the general formula (1) of the present invention is not clear. The UV absorption capacity is very high, about three times that of the absorbent. Therefore, it is considered that the bisbenzoxazinone compound of the present invention sufficiently exerts the yellowing prevention effect, which was insufficient with the existing benzophenone-based and benzotriazole-based ultraviolet absorbers. Further, the bisbenzoxazinone compound of the present invention does not cause the UV absorber itself to be decomposed,
Yellowing is effectively prevented. The reason for this is that the benzophenone-based or benzotriazole-based UV absorbers are decomposed by phenolic hydroxyl groups, whereas the bisbenzoxazinone compounds of the present invention do not have phenolic hydroxyl groups in the molecular structure. it is conceivable that.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, paper containing the bisbenzoxazinone compound of the present invention will be described in detail. Specific examples of the bisbenzoxazinone compound represented by the general formula (1) used in the present invention include the following compounds. However, the present invention is not limited to these, and two or more of these may be used.

2,2'-bis (4H-3,1-benzoxazin-4-one) 2,2'-bis (4H-6-hydroxy-3,1-benzoxazin-4-one) 2,2 '-Bis (4H-6-methyl-3,1-benzoxazin-4-one) 2,2'-bis (4H-6-ethyl-3,1-benzoxazin-4-one) 2,2'- Bis (4H-6-propyl-3,1-benzoxazin-4-one) 2,2'-bis (4H-6-methoxy-3,1-benzoxazin-4-one) 2,2'-bis ( 4H-6-acetyl-3,1-benzoxazin-4-one) 2,2'-bis (4H-6-propionyl-3,1-benzoxazin-4-one) 2,2'-bis (4H- 6-acetoxy-3,1-benzoxazin-4-one) 2,2'- (4H-6-chloro-3,1-benzoxazin-4-one) 2,2'-bis (4H-7-chloro-3,1-benzoxazin-4-one) 2,2'-bis ( 4H-6-bromo-3,1-benzoxazin-4-one) 2,2'-bis (4H-6-nitro-3,1-benzoxazin-4-one)

2,2'-p-phenylenebis (4H-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-hydroxy-3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H- 6-methyl-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-ethyl-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-propyl-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-methoxy-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-ethoxy-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-acetyl-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-propionyl-3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H- 6-acetoxy-3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-chloro-)
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-7-chloro-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-bromo-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-6-nitro-
3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H-7-methoxycarbonyl-3,1-benzoxazin-4-one) 2,2'-p-phenylenebis (4H -7-carboxy-3,1-benzoxazin-4-one)

2,2 '-(2,6-naphthylene) bis (4H-3,1-benzoxazin-4-one) 2,2'-(2,6-naphthylene) bis (4H-6-hydroxy- 3,1-benzoxazin-4-one) 2,2 '-(2,6-naphthylene) bis (4H-6-methyl-3,1-benzoxazin-4-one) 2,2'-(2 6-naphthylene) bis (4H-6-ethyl-3,1-benzoxazin-4-one) 2,2 ′-(2,6-naphthylene) bis (4H-6-methoxy-3,1-benzoxazine) 4-one) 2,2 '-(2,6-naphthylene) bis (4H-6-ethoxy-3,1-benzoxazin-4-one) 2,2'-(2,6-naphthylene) bis (4H -6-acetyl-3,1-benzoxazin-4-one) 2,2 ' -(2,6-naphthylene) bis (4H-6-propionyl-3,1-benzoxazin-4-one) 2,2 '-(2,6-naphthylene) bis (4H-6-acetoxy-3,1 -Benzoxazin-4-one) 2,2 '-(2,6-naphthylene) bis (4H-6-chloro-3,1-benzoxazin-4-one) 2,2'-(2,6-naphthylene ) Bis (4H-7-chloro-3,1-benzoxazin-4-one) 2,2 '-(2,6-naphthylene) bis (4H-6-bromo-3,1-benzoxazin-4-one) ) 2,2 '-(2,6-naphthylene) bis (4H-6-nitro-3,1-benzoxazin-4-one)

2,2 '-(4,4'-biphenylene) bis (4H-3,1-benzoxazin-4-one) 2,2'-(4,4'-biphenylene) bis (4H-6
-Hydroxy-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Methyl-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Ethyl-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Methoxy-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Ethoxy-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Acetyl-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Propionyl-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Acetoxy-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Chloro-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-7
-Chloro-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Bromo-3,1-benzoxazin-4-one) 2,2 '-(4,4'-biphenylene) bis (4H-6
-Nitro-3,1-benzoxazin-4-one)

2,2'-ethylenebis (4H-3,1-
Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-hydroxy-3,
1-benzoxazin-4-one) 2,2'-ethylenebis (4H-6-methyl-3,1-)
Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-ethyl-3,1-)
Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-propyl-3,1
-Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-methoxy-3,1
-Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-acetyl-3,1
-Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-propionyl)
3,1-benzoxazin-4-one) 2,2'-ethylenebis (4H-6-acetoxy-3,3)
1-benzoxazin-4-one) 2,2'-ethylenebis (4H-6-chloro-3,1-)
Benzoxazin-4-one) 2,2'-ethylenebis (4H-7-chloro-3,1-)
Benzoxazin-4-one) 2,2'-ethylenebis (4H-6-bromo-3,1-)
Benzoxazin-4-one)

2,2'-propylenebis (4H-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6-hydroxy-
3,1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-methyl-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6-methyl-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6-ethyl-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6-propyl-3,
1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-methoxy-3,3
1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-ethoxy-3,
1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-acetyl-3,
1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-propionyl)
3,1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-acetoxy-
3,1-benzoxazin-4-one) 2,2'-propylenebis (4H-6-chloro-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-7-chloro-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6-bromo-3,1
-Benzoxazin-4-one) 2,2'-propylenebis (4H-6nitro-7-chloro-3,1-benzoxazin-4-one)

2,2'-cyclohexylenebis (4H-
6-hydroxy-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-methyl-
3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-ethyl-
3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-methoxy-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6- Ethoxy-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-acetyl-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H- 6-propionyl-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-acetoxy-3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis ( 4H-6-Chlor-
3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-bromo-
3,1-benzoxazin-4-one) 2,2'-cyclohexylenebis (4H-6-nitro-
3,1-benzoxazin-4-one). Among them, 2,2′-p-phenylenebis (4H-3,1-benzoxazin-4-one) is particularly preferable from the viewpoint of the ultraviolet absorbing effect and the ease of synthesis.

The paper of the present invention is produced mainly from mechanical pulp by various paper pulp by a usual paper making process. The mechanical pulp refers to pulp produced by separating fibers using mechanical force without using a pretreatment or after a chemical pretreatment of a fiber material such as wood. For example, ground pulp, pressurized ground pulp, refiner pulp, thermomechanical pulp, chemithermomechanical pulp, and the like, and recycled pulp made from used paper such as medium paper and newsprint mainly containing mechanical pulp. As pulp used other than mechanical pulp,
Chemical pulp made from wood fibers and plant fibers such as hemp,
It can be appropriately selected from synthetic pulp, inorganic fibers and the like.

As the filler, a commonly used filler is used and is not particularly limited. Examples thereof include clay, calcined clay, diatomaceous earth, talc, kaolin, calcined kaolin, delamikaolin, heavy calcium carbonate, and light calcium carbonate. Inorganic fillers such as calcium carbonate, magnesium carbonate, barium carbonate, titanium dioxide, zinc oxide, silicon oxide, amorphous silica, aluminum hydroxide, calcium hydroxide, magnesium hydroxide, zinc hydroxide, urea-formalin resin, polystyrene resin , Phenolic resin, organic fillers such as fine hollow particles, etc. are used alone or in combination of two or more.

In order to obtain paper containing the bisbenzoxazinone compound represented by the general formula (1) of the present invention, usually,
There is a method of adding during the paper making process (so-called internal addition), and a method of applying to the front or back surface of paper after the paper making process (so-called external addition). When adding during the papermaking process, papermaking is performed by adding the bisbenzoxazinone compound represented by the general formula (1) to the various materials described above. The added amount of the bisbenzoxazinone compound is 0.01 to 5 with respect to the pulp used.
It is used in the range of 0%, and 0.1 to 10% is more preferable from the balance between the effect and cost.

At this time, various internal additives such as anionic, nonionic, cationic or amphoteric retention improvers, freeness improvers, paper strength improvers, and internal sizing agents which have been conventionally used are used. Auxiliaries are appropriately selected and used as needed. As an internal additive for papermaking, for example, a basic aluminum compound such as a sulfuric acid band, aluminum chloride, sodium aluminate, basic aluminum chloride and basic polyaluminum hydroxide, and a water-soluble aluminum such as an alumina sol which is easily decomposed in water. And polyvalent metal compounds such as compounds, ferrous sulfate and ferric sulfate. Next, examples of various sizing agents include alkyl ketene dimer compounds, alkenyl succinic anhydride compounds, styrene-acrylic compounds, higher fatty acid compounds, petroleum resin sizing agents and rosin sizing agents. Other starches as papermaking aids,
Polyacrylamide, urea resin, melamine resin, epoxy resin, polyamide resin, polyamide, polyamine resin, polyamine, polyethyleneimine, vegetable gum, polyvinyl alcohol, latex, polyethylene oxide, hydrophilic crosslinked polymer particle dispersion and derivatives or denatured products thereof And the like.

Further, a dye, a fluorescent brightener, a pH adjuster,
An internal additive for papermaking, such as an antifoaming agent, a pitch control agent, and a slime control agent, can be appropriately added depending on the use. The method for producing the paper of the present invention is based on the method of paper making, for example, based on acidic paper making having a paper making pH of about 4.5, or a weak acid having a paper making pH of about 6 containing an alkaline filler such as calcium carbonate as a main component. There is no particular limitation on whether or not the paper is made by so-called neutral papermaking performed with a weak alkali of about 9, and paper obtained by any papermaking method is targeted. As the paper machine, a fourdrinier paper machine, a twin wire machine, a Yankee paper machine or the like can be used as appropriate.

In the present invention, when the bisbenzoxazinone compound of the present invention is applied to the front or back surface of the paper after the paper making step, the bisbenzo represented by the general formula (1) is added to the paper produced as described above. What is necessary is just to apply the coating material containing an oxazinone compound. In this case, a water-soluble polymer such as water or starch, processed starch, gelatin, casein, gum arabic, polyvinyl alcohol, modified polyvinyl alcohol, hydroxyethyl cellulose, methyl cellulose, carboxymethyl cellulose, etc. Compounds and natural latex,
Used in a state of being dispersed or dissolved in various adhesives such as synthetic latex. At this time, the added amount of the bisbenzoxazinone compound of the present invention is 0.1 to the used pulp.
It is applied so as to be in a range of 01 to 50%, and 0.1 to 10% is more preferable from the balance between the effect and the cost.

Further, various surface sizing agents such as alkyl ketene dimer, styrene-acrylic, olefin-maleic anhydride and higher fatty acid, water-proofing agents such as epoxy compounds, fluorescent brighteners, defoamers, wetting agents, Antistatic agents, various inorganic pigments, various organic pigments, dyes, starch particles, and various additives can also be added according to the purpose. The method of applying the ultraviolet absorbent is not particularly limited, and for example, a two-roll or metering blade type size press, a bill blade coater, an air knife coater,
A commonly used coating device such as a roll coater, a pure blade coater, a rod blade coater, a short dwell coater, a gravure coater, a metalling bar coater, a curtain coater, a die coater, a spray coater, etc. is appropriately used, and one side or both sides of paper. Applied to.

The bisbenzoxazinone compound of the present invention can be used alone as it is, or can be used as a mixture with other ultraviolet absorbers, antioxidants, light stabilizers, etc. It is also possible.

The paper of the present invention is applicable to all grades and types of paper products. For example, pressure-sensitive recording paper, inkjet paper, as well as printing coated paper such as gravure paper, art paper, coated paper, cast-coated paper, finely coated paper used as pamphlets, calendars, weekly magazines, packaging paper, etc. , Photosensitive paper, sublimation transfer image receiving paper and other information paper and adhesive paper, processed paper and various printing paper used for lamination or vapor deposition, newsprint, book paper, foam paper,
It can be widely applied to uncoated paper such as PPC paper, OCR paper, paperboard, paper tube base paper, cardboard base paper, and the like.

[0028]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail with reference to specific embodiments. However, the present invention is not limited to this embodiment. In the examples, “parts” and “%” indicate “parts by weight” and “% by weight”, respectively, unless otherwise specified. [Example 1] Ultraviolet absorber dispersion liquid 2,2'-p-phenylenebis (4H-3,1-benzoxazin-4-one) 45.0 parts 30% aqueous polyvinyl alcohol solution 5.0 parts Water 100.0 Part A mixture of the above composition was ground with a sand grinder to an average particle size of 0.5 microns. Conifer craft pulp (NKP) 15%, thermomechanical pulp (TMP) 30
%, Pulp slurry consisting of 80 parts of pulp containing 55% of deinked pulp (DIP), 0.4 parts of rosin-based sizing agent, 13.6 parts of the above ultraviolet absorbent dispersion (5% of pulp), and 4.5 parts of sulfuric acid band Then, the stock is made and dried to obtain a basis weight of 4
A dry sheet of 4 g / m ² was prepared.

[Example 2] The above-mentioned ultraviolet absorbent dispersion was used for 5.
A dried sheet having a basis weight of 44 g / m ² was prepared in the same manner as in Example 1 except that 4 parts (based on 2% of pulp) were used. Example 3 0.4 part of a rosin-based sizing agent and 4.5 parts of a sulfuric acid band were added to a pulp slurry composed of 80 parts of pulp containing 15% of NKP, 30% of TMP and 55% of DIP, and a basis weight of 44 g / m ^{2 was} obtained from the stock. Was obtained. On this sheet, a coating liquid obtained by mixing 20 parts of the above-mentioned ultraviolet absorbent dispersion liquid and 50 parts of a 10% aqueous solution of oxidized starch was applied so as to be ² g / m ² on both sides and dried.
A sheet having a basis weight of 48 g / m ² was prepared.

Comparative Example 1 A dried sheet having a basis weight of 44 g / m ² was prepared in the same manner as in Example 1 except that the above-mentioned ultraviolet absorbent was not used. Comparative Example 2 The basis weight was the same as in Example 1 except that the above-mentioned ultraviolet absorber was 2,4-dihydroxybenzophenone.
A dry sheet of 44 g / m ² was prepared. Comparative Example 3 The basis weight was the same as in Example 3 except that the ultraviolet absorber was 2,4-dihydroxybenzophenone.
A dry sheet of 48 g / m ² was prepared.

Table 1 shows the results of quality tests performed on the papers obtained in the above Examples and Comparative Examples. Light fastness test: The whiteness after irradiating ultraviolet rays for 3 hours with a xenon lamp weather meter was measured to evaluate the light fastness. Note that the whiteness difference is a difference between whiteness before and after irradiation with ultraviolet rays, and was calculated by the following equation. The smaller the value, the smaller the decrease in whiteness.

## EQU1 ## Whiteness difference (%) = [(whiteness before irradiation−whiteness after irradiation) / whiteness before irradiation] × 100

[0032]

[Table 1] Table 1

[0033]

The paper containing the bisbenzoxazinone compound represented by the general formula (1) of the present invention or obtained by coating can suppress a decrease in whiteness due to light and is excellent in light resistance. Things.

 ──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Takashi Ochi 5-2-1-1, Oji, Kita-ku, Tokyo Nippon Paper Industries Central Research Laboratory (72) Inventor Hideki Fujiwara 5-2-1, Oji, Kita-ku, Tokyo Nippon Paper Industries Central Research Laboratory (72) Inventor Yukiko Ryu 5-21-1, Oji, Kita-ku, Tokyo Nippon Paper Industries Central Research Laboratory (72) Inventor Reiji Ohashi 5-2-1-1, Oji, Kita-ku, Tokyo F-term in Nippon Paper Industries Central Research Laboratories (reference) 4C056 AA02 AB01 AC02 AD02 AE04 DA05 DB06 DC01 4L055 AC01 AC09 AG39 AH25 BD10 BE08 FA11

Claims (1)

[Claims] 1. A paper comprising a bisbenzoxazinone compound represented by the following general formula (1). Embedded image (1) However, R is a hydrogen atom, a hydroxyl group, a carboxyl group, a halogen atom, a nitro group, each of which is an alkyl group having 1 to 30 carbon atoms, an alkoxy group, an acyl group, an acyloxy group,
X represents any one of an alkoxycarbonyl group, and X represents a divalent group or a direct bond.