JPS609979A - Dyeability enhancer of cellulose base material - Google Patents

Dyeability enhancer of cellulose base material

Info

Publication number
JPS609979A
JPS609979A JP58119573A JP11957383A JPS609979A JP S609979 A JPS609979 A JP S609979A JP 58119573 A JP58119573 A JP 58119573A JP 11957383 A JP11957383 A JP 11957383A JP S609979 A JPS609979 A JP S609979A
Authority
JP
Japan
Prior art keywords
pulp
dyeability
cellulose
base material
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP58119573A
Other languages
Japanese (ja)
Inventor
漆畑 英明
富樫 文彦
形部 健一
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP58119573A priority Critical patent/JPS609979A/en
Publication of JPS609979A publication Critical patent/JPS609979A/en
Pending legal-status Critical Current

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Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 本発明はセルロース基材の染色性向上剤に関し、更に詳
しくは、紙、バルブ、木材等のセルロース基材の染色加
工において、染色に先立ちセルロース基材を処理するこ
とにより基材の染料吸尽効率を高め、その後の染色工程
での作業性、経済性及び染料の汎用性を高める染色性向
上剤に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a dyeability improver for cellulose-based materials, and more specifically, in dyeing processing of cellulose-based materials such as paper, valves, wood, etc. The present invention relates to a dyeability improver that increases the dye exhaustion efficiency of a base material and improves the workability, economic efficiency, and versatility of dyes in subsequent dyeing processes.

従来の紙、バルブ、セロファン、種子、−V、木。Traditional paper, bulb, cellophane, seed, -V, wood.

木材及び木材組立加工品の染色においては、直接染料9
反応染料、酸性染料が良く用いられている。然しなから
、セルロース基材ととれら染料との親和性は必ずしも高
くはなく、それゆえ、染色性向上の為に染浴中の染料濃
度を上げたり、高温下で長時間の処理を行ったシ、媒染
剤を併用したりする。このような処理を施してもなお廃
液中に未吸着の染料が多く、経済性を考えると好ましく
ない状況である。
For dyeing wood and wood assembled products, direct dye 9
Reactive dyes and acid dyes are often used. However, the affinity between the cellulose base material and the dye is not necessarily high, and therefore, in order to improve the dyeing properties, the dye concentration in the dye bath was increased or the treatment was carried out at high temperatures for a long time. or use a mordant together. Even after such treatment, there is still a large amount of unadsorbed dye in the waste liquid, which is an unfavorable situation from an economic point of view.

このように従来のセルロース基材の染色方法では、染料
の吸着率が低い為種々の問題を有しており、染色性の向
上及び染色処理の低コスト化という要求に対しては不満
足な状態にあった。
As described above, conventional dyeing methods for cellulose substrates have various problems due to the low adsorption rate of dyes, and are unsatisfactory in meeting the demands of improving dyeing properties and reducing the cost of dyeing processing. there were.

このような要請に答え、セルロース基材の染色法を改善
する方法として、下記の一般式(1)又は(1()で表
わされる化合物による処理法が提案されている(特公昭
39−5985 、特開昭53−65478)。
In response to these demands, a treatment method using a compound represented by the following general formula (1) or (1()) has been proposed as a method for improving the dyeing method of cellulose substrates (Japanese Patent Publication No. 39-5985, Japanese Patent Publication No. 53-65478).

(式(1)及び(11)中、R,R’及びR“は炭素数
1〜22の直鎖又は側鎖を持つアルキル、アルケニル、
アルキルアリール、ヒドロキシアルキル。
(In formulas (1) and (11), R, R' and R" are alkyl, alkenyl, having a straight chain or side chain having 1 to 22 carbon atoms,
Alkylaryl, hydroxyalkyl.

アミドアルキル、ポリエテノキシ及びエステルアルキル
の各有機基を示し、Xはハロゲン原子、Yは陰イオンを
示す。) しかしながら、これらの化合物はある程度の染色性の向
上は認められるが、所定の染色性を得るためには多量の
当該化合物を必要とし、経済的に極めて不利であること
が判った。
It represents each organic group of amidoalkyl, polyethenoxy, and ester alkyl, X represents a halogen atom, and Y represents an anion. ) However, although it has been recognized that these compounds improve dyeability to some extent, they require a large amount of the compound in order to obtain a predetermined dyeability, which proves to be extremely disadvantageous economically.

そこで、本発明者らはこれらの問題を解決し技術革新の
要請に応えうるセルロース基材の染色性向上剤を得るべ
く鋭意検討した結果、下記の一般式(I)で示される化
合物が少量で極めて効果の高く、染色性の改良及び染色
処理の低コスト化に寄与することを見出し本発明に到達
した。
Therefore, the present inventors conducted intensive studies to solve these problems and obtain a dyeability improver for cellulose-based materials that could meet the demands for technological innovation. The present invention was achieved by discovering that the method is extremely effective and contributes to improving dyeability and reducing the cost of dyeing treatment.

即ち、本発明は一般式(I) (式(I)中、R工1R21R5及びRoはそれぞれ水
素。
That is, the present invention is based on the general formula (I) (In formula (I), R, R, R, and Ro are each hydrogen.

炭素数1〜18のアルキル基、シクロアルキル基、アリ
ール基又は炭素数7〜18のアラルキル基であり、nは
2以上の整数であり、mは1以上の整数であり、Aよ及
びA2は共に水素の場合を除くそれぞれが水素、 −0
H20HOH2X (Xは人。
It is an alkyl group, cycloalkyl group, aryl group having 1 to 18 carbon atoms, or an aralkyl group having 7 to 18 carbon atoms, n is an integer of 2 or more, m is an integer of 1 or more, and A and A2 are Each is hydrogen, −0, except when both are hydrogen.
H20HOH2X (X is a person.

酸残基である。)で表わされる化合物からなるセルロー
ス基材の染色性向上剤を提供するものである。
It is an acid residue. ) A dyeability improving agent for cellulose base materials is provided, which is comprised of a compound represented by the following formula.

本発明に係る一般式(I)で表わされる化合物は公知の
種々な方法により製造することができる。
The compound represented by general formula (I) according to the present invention can be produced by various known methods.

たとえば式(IO (式釘)中、Rt 、R2、R5、R4tln及びnは
式(I)中のそれと同じである。)で表わされるポリア
ルキレンポリアミン又はその塩を式■ (Xはハロゲン原子、好ましくは塩素または臭素原子を
表わす。)で表わされるエポキシ化合物で4級化して得
るなどの製造法をとることができる。式(荀で表わされ
る化合物又はその塩の代表的り例としてはN、N、N’
、N’−テトラメチルへキサメチレンジアミン、テトラ
メチルエチレンジアミン、テトラメチルプロピレンジア
ミン、ペンタメチルジエチレントリアミン、ヘキサメチ
ルトリエチレンテトラアミン、テトラエチルへキサメチ
レンシアきン、テトラエチルジエチレントリアミン、ジ
メチルへキサメチレンジアミン、ジメチルプロピレンジ
アミン、ジエチルへキサメチレンジアミン、ジフェニル
へキサメチレンジアミン、ジシクロへキシルへキサメチ
レンジアミン、ジメチルジオクチルへキサメチレンシア
ぐンおよびそれらのハロゲン化水素塩などを挙げること
ができる。
For example, a polyalkylene polyamine represented by the formula (IO (formula nail), Rt , R2, R5, R4tln and n are the same as those in formula (I)) or a salt thereof is expressed by the formula (X is a halogen atom, Preferably, it represents a chlorine or bromine atom. Typical examples of compounds represented by the formula (Xun) or their salts are N, N, N'
, N'-Tetramethylhexamethylenediamine, tetramethylethylenediamine, tetramethylpropylenediamine, pentamethyldiethylenetriamine, hexamethyltriethylenetetraamine, tetraethylhexamethylenecyaquine, tetraethyldiethylenetriamine, dimethylhexamethylenediamine, dimethylpropylene Examples include diamine, diethylhexamethylene diamine, diphenylhexamethylene diamine, dicyclohexylhexamethylene diamine, dimethyldioctylhexamethylene cyanide, and their hydrogen halide salts.

本発明の染色性向上剤はアルカリ存在下、セルロース基
材と反応させることKより、アルカリにより閉環し、そ
の閉環化合物がセルロース基材の水酸基と反応し化学的
に安定な結合を形成し、セルロース基材をカチオン化せ
しめる。
The dyeability improver of the present invention is reacted with a cellulose base material in the presence of an alkali, whereby the ring is closed by the alkali, and the ring-closed compound reacts with the hydroxyl group of the cellulose base material to form a chemically stable bond. The base material is cationized.

次いでアニオン性染料を系内へ加えると、静電的引力に
より染料がよシ一層セルロース基材へ吸着しやすく、し
かも比較的低温、短時間に染色可能となる。
Next, when an anionic dye is added to the system, the dye is more easily adsorbed to the cellulose substrate due to electrostatic attraction, and dyeing can be carried out at a relatively low temperature and in a short time.

一般式(りで表わされる化合物のセルロース基材に対す
る処理量は、希望するカチオン化度に応じて異なるが1
〜200重量係の範囲が一般的である。一般式(りで表
わされる化合物を閉環処理するに必要なアルカリは式(
1)の化合物の量に対し0.5〜50倍量である。それ
らを浴に入れ40〜100℃で5〜60分間処理し、セ
ルロース基材をカチオン化する。充分に水洗した後、そ
のカチオン化セルロース基材を直接染料、酸性染料、螢
光染料等のアニオン性染料の溶液中に入れ10〜100
℃にて5〜30分間の攪拌を行なうことにより染色が完
了する。このような本発明の染色性向上剤を用いる染色
方法は未吸着染料が少々いのが特徴であり、染色性、染
色作業及び経済性は著しく改善される。但し、反応染料
を用いる場合は、一般式(I)で表わされる化合物を閉
環させるに必要なアルカリ剤は不要である。
The amount of the compound represented by the general formula (RI) applied to the cellulose substrate varies depending on the desired degree of cationization, but
A range of 200 to 200% by weight is common. The alkali necessary for ring-closing a compound represented by the general formula (
The amount is 0.5 to 50 times the amount of the compound in 1). They are placed in a bath and treated at 40 to 100°C for 5 to 60 minutes to cationize the cellulose base material. After thoroughly washing with water, the cationized cellulose base material is placed in a solution of anionic dye such as direct dye, acid dye, fluorescent dye, etc. and dyed at 10 to 100%.
Dyeing is completed by stirring for 5 to 30 minutes at °C. The dyeing method using the dyeability improver of the present invention is characterized by a small amount of unadsorbed dye, and the dyeability, dyeing operation and economical efficiency are significantly improved. However, when a reactive dye is used, the alkaline agent necessary for ring-closing the compound represented by general formula (I) is not required.

本発明の染色性向上剤を用いて処理されるセルロース基
材トシてハ紙、バルブ、セロファン種子、草木、木材及
び木材組立加工品等が挙げられるが、具体的には、新聞
紙、中質紙、更紙。
Examples include cellulose-based paper, bulbs, cellophane seeds, plants, wood, and wood assembled products that are treated with the dyeability improver of the present invention, but specifically, newspapers, medium-quality paper, etc. , Saragami.

上質紙、板紙、包装紙、純白ロール紙、クラフト紙、テ
ィッシュペーパー、和紙等(以上紙)、機械パルプ、セ
ミケミカルパルプ、ケミカルパルプ、クラフトパルプ、
古紙パルプ、非木材パルプ(例えば、じん皮繊維のパル
プ、葉繊維のパルプ、草類のパルプ、種毛繊維のパルプ
等がある)等(以上パルプ)、針葉樹材、広葉樹材(以
上木材)、コウゾ、ミツマタ、ガンビ、アマ、タイマ、
ケナフ、チョマ、ジュート、サンヘンプ、ワタ、竹、イ
ネワラ、ムギワラ、砂糖キヒ、バガス・アシ、マニラ麻
、サイザル麻。
High-quality paper, paperboard, wrapping paper, pure white roll paper, kraft paper, tissue paper, Japanese paper, etc. (or more), mechanical pulp, semi-chemical pulp, chemical pulp, kraft pulp,
Waste paper pulp, non-wood pulp (for example, dust fiber pulp, leaf fiber pulp, grass pulp, seed hair fiber pulp, etc.), etc. (pulp), softwood wood, hardwood wood (wood), etc. Kozo, Mitsumata, Gambi, Ama, Taima,
Kenaf, choma, jute, sunhemp, cotton, bamboo, rice straw, wheat straw, sugar kihi, bagasse reed, Manila hemp, sisal.

エスパルト等C以上草木)がある。There are plants such as esparto (C or higher).

本発明の実施に当って、本発明の効果を損わない限シ、
パルプスラリー等に他の添加薬剤を加えることができる
In implementing the present invention, as long as the effects of the present invention are not impaired,
Other additives can be added to the pulp slurry and the like.

以下、実施例により本発明を具体的に説明するが、本発
明はこれら実施例に限定されるものではない。
EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples, but the present invention is not limited to these Examples.

実 施 例 1 パルプ濃度5%のケミカルパルプスラリーにカチオン化
剤5チ(対セルロース)、水酸化ナトリウム16倍量(
対カチオン化剤)を所定量加え、パルプ濃度1%、70
℃で40分間攪拌した。その後、充分に水洗1脱水した
後、パルプ濃度20優のカチオン化ケミカルパルプスラ
リーを0.1係の直接染料(日本化薬製 5upraB
lue BOL )浴に入れ60℃で10分間攪拌を行
なった。充分に水洗、脱水した後、水を加えパルプ濃度
1%に稀釈しブツフナー漏斗にてバルブシートを作判し
た。カチオン化剤として対照は式幌の化学構造で示され
る化合物を用い、本発明品としては式(ロ)の化学構造
を有する化合物を用いた。
Example 1 To a chemical pulp slurry with a pulp concentration of 5%, 5 t of a cationizing agent (based on cellulose) and 16 times the amount of sodium hydroxide (
Add a predetermined amount of anti-cationization agent), pulp concentration 1%, 70
Stirred at ℃ for 40 minutes. After that, after thorough washing with water and dehydration, a cationized chemical pulp slurry with a pulp concentration of 20% was added to a direct dye of 0.1% (Nippon Kayaku Co., Ltd. 5upraB).
The mixture was placed in a water bath and stirred at 60°C for 10 minutes. After thorough washing and dehydration, water was added to dilute the pulp to a pulp concentration of 1%, and a valve seat was prepared using a Büchner funnel. As a cationizing agent, a compound having the chemical structure of formula (2) was used as a control, and a compound having the chemical structure of formula (b) was used as the product of the present invention.

得られたバルブシートの染色性の評価結果を表1に示す
。尚、染色性の評価は測色色差針でり、a、bを測定す
ることにより行なった。
Table 1 shows the evaluation results of the dyeability of the obtained valve seat. The dyeability was evaluated by measuring a and b using a colorimetric color difference needle.

表 1 表1から、本発明の化合物(ロ)を用いて前処理すると
とにより、著しくパルプの染色性を向上せしめうる事が
明らかである。
Table 1 From Table 1, it is clear that pretreatment with the compound (b) of the present invention can significantly improve the dyeability of pulp.

実施例 2 パルプ濃度7%の脱墨パルプスラリーにカチオン上側5
係(対セルロール)、水酸化ナトリウム10倍量(対カ
チオン化剤)を所定蓋加え、パルプ濃度1.5 % 、
 60℃で20分間攪拌した。
Example 2 Cation upper side 5 was added to the deinked pulp slurry with a pulp concentration of 7%.
(for cellulose), 10 times the amount of sodium hydroxide (anti-cationizing agent) was added to the specified lid, and the pulp concentration was 1.5%.
The mixture was stirred at 60°C for 20 minutes.

その後、充分に水洗、脱水した後、パルプ濃度15係の
カチオン化脱墨パルプスラリーを0.08係の直接染料
(日本化薬製5upra RθdBWEI)浴に入れ5
0℃で10分間攪拌を行なった。充分に水洗、脱水した
後、水を加えパルプ濃度1係K 稀釈L Tappiミ
ルルミシートマシンブシートを作製した。カチオン化剤
として対照は前記式■の化学構造で示される化合物を用
い、本発明品としては式(ロ)の化学構造を有する化合
物を用いた。
Thereafter, after thorough washing and dehydration, a cationized deinked pulp slurry with a pulp density of 15 parts was placed in a direct dye bath of 0.08 parts (5 upra RθdBWEI manufactured by Nippon Kayaku Co., Ltd.).
Stirring was performed at 0°C for 10 minutes. After sufficient water washing and dehydration, water was added to prepare a pulp density 1 K dilution L Tappi milli-luminescent sheet machined sheet. As a cationizing agent, a compound having the chemical structure of formula (2) above was used as a control, and a compound having the chemical structure of formula (b) was used as the product of the present invention.

得られたバルブシートの染色性の評価結果を表2に示す
Table 2 shows the evaluation results of the dyeability of the obtained valve seat.

表 2 表2より本発明の化合物(ロ)を用いて前処理したパル
プの染色性は著しく向上したことがわかった。
Table 2 From Table 2, it was found that the dyeability of the pulp pretreated with the compound (b) of the present invention was significantly improved.

実施例 3 パルプ濃度5%のケミカルパルプスラリーにカチオン化
剤1%(対セルロース)、水酸化ナトリウム10倍!(
対カチオン化剤)を所定量加え、パルプ濃度1.0%、
60℃で10分間攪拌した。その後、充分に水洗、脱水
した後、バルー79度15係のカチオン化ケミカルパル
プスラリーを0.08 %の直接染料(日本化薬製 5
upraBlue BOL )浴に入れ60℃で15分
間攪拌を行なった。充分に水洗、脱水した後、水を加え
パルプ濃度1係に稀釈しブツフナー漏斗にてバルブシー
トを作製した。カチオン化剤として対照は式(■)の化
学構造で示される化合物を用い、本発明品としては式(
■)の化学構造を有する化合物を用いた。
Example 3 Chemical pulp slurry with a pulp concentration of 5%, 1% cationizing agent (based on cellulose), and 10 times more sodium hydroxide! (
Add a predetermined amount of anti-cationization agent), pulp concentration 1.0%,
The mixture was stirred at 60°C for 10 minutes. After that, after thorough water washing and dehydration, 0.08% direct dye (Nippon Kayaku Co., Ltd. 5
The mixture was placed in an upraBlue BOL bath and stirred at 60°C for 15 minutes. After thorough washing and dehydration, water was added to dilute the pulp to a pulp concentration of 1 part, and a valve seat was prepared using a Büchner funnel. As a control, a compound represented by the chemical structure of formula (■) was used as a cationizing agent, and as a product of the present invention, a compound represented by the chemical structure of formula (■) was used.
(2) A compound having the chemical structure was used.

得られたバルブシートの染色性の評価結果を表3に示す
Table 3 shows the evaluation results of the dyeability of the obtained valve seat.

表 3 表3より、本発明の化合物(■)を用いて前処理したパ
ルプの染色性は著しく向上したことがわかる。
Table 3 Table 3 shows that the dyeability of the pulp pretreated with the compound (■) of the present invention was significantly improved.

出願人代理人 古 谷 馨Applicant's agent Kaoru Furutani

Claims (1)

【特許請求の範囲】 1一般式(T) (式(■)中、R1,R2,R,及びR9はそれぞれ水
素。 炭素数1〜1Bのアルキル基、シクロアルキル基、アリ
ール基又は炭素数7〜18のアラルキル基であり、nは
2以上の整数であシ、mは1以上の整数であり、A1及
びA2は共に水素の場合を除くそれぞれが水素 −0H
2°HOH,、X■ (X Fo八へゲン原子)又は−〇H2°H,。R2テ
あり、Yは酸残基である。) で表わされる化合物からなるセルロース基材の染色性向
上剤。 2 セルロース基材が紙、バルブ、セロファン。 種子、草木、木材又は木材組立加工品である特許請求の
範囲第1項記載の染色性向上剤。
[Scope of Claims] 1 General formula (T) (In formula (■), R1, R2, R, and R9 are each hydrogen. An alkyl group having 1 to 1 B carbon atoms, a cycloalkyl group, an aryl group, or a 7 carbon atom group) -18 aralkyl group, n is an integer of 2 or more, m is an integer of 1 or more, each is hydrogen except when A1 and A2 are both hydrogen -0H
2°HOH,, X■ (X Fo octahegen atom) or -〇H2°H,. R2 is present, and Y is an acid residue. ) A dyeability improver for cellulose-based materials consisting of a compound represented by: 2 Cellulose base material is paper, bulb, cellophane. The dyeability improver according to claim 1, which is a seed, a plant, a wood, or a wood assembly product.
JP58119573A 1983-06-30 1983-06-30 Dyeability enhancer of cellulose base material Pending JPS609979A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58119573A JPS609979A (en) 1983-06-30 1983-06-30 Dyeability enhancer of cellulose base material

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58119573A JPS609979A (en) 1983-06-30 1983-06-30 Dyeability enhancer of cellulose base material

Publications (1)

Publication Number Publication Date
JPS609979A true JPS609979A (en) 1985-01-19

Family

ID=14764687

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58119573A Pending JPS609979A (en) 1983-06-30 1983-06-30 Dyeability enhancer of cellulose base material

Country Status (1)

Country Link
JP (1) JPS609979A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60134080A (en) * 1983-12-16 1985-07-17 一方社油脂工業株式会社 Improvement in dyeability of fiber material, cationic fiber reactive product and its producton
US6427300B2 (en) 1999-07-23 2002-08-06 Teijin Seiki Co., Ltd. Yarn relaxation-heating method and apparatus therefor
JP2015020952A (en) * 2013-07-16 2015-02-02 山形県 Gemini type cationization agent and cationized extra fine animal hair fiber for safflower dyes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60134080A (en) * 1983-12-16 1985-07-17 一方社油脂工業株式会社 Improvement in dyeability of fiber material, cationic fiber reactive product and its producton
US6427300B2 (en) 1999-07-23 2002-08-06 Teijin Seiki Co., Ltd. Yarn relaxation-heating method and apparatus therefor
JP2015020952A (en) * 2013-07-16 2015-02-02 山形県 Gemini type cationization agent and cationized extra fine animal hair fiber for safflower dyes

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